Chicago Nicknames

Chicago Nicknames: The Complete Guide (Updated for 2025)

Chicago, with its rich history and cultural significance, has earned many nicknames over the decades. From “The Windy City” to lesser-known monikers like “Chiberia,” each nickname tells a fascinating story about the city’s character and evolution. This comprehensive guide explores the origins and meanings behind Chicago’s most famous nicknames.

Where Did ‘Chicago’ Come From?

Before diving into nicknames, let’s address the origin of “Chicago” itself. The city’s name derives from a Native American word “shikaakwa” (pronounced “shi-KAA-kwa”), used by the Miami and Illinois tribes to describe the wild leeks or ramps that grew abundantly along the Chicago River.

These pungent vegetables, similar to onions and garlic, gave the area a distinctive smell. French explorers in the 1600s adapted this word, and over time, “shikaakwa” evolved into “Chicago.” So at its core, our magnificent city is named after what early settlers might have called a “stinky onion” plant!

The Windy City

Origin: Late 19th century
Still relevant today? Absolutely – this remains Chicago’s most recognized nickname

While many visitors assume this nickname refers to Chicago’s blustery weather conditions off Lake Michigan, the historical evidence points to more colorful origins.

The Cincinnati Rivalry Theory

One compelling theory traces back to the intense rivalry between Chicago and Cincinnati in the mid-19th century. Both cities competed fiercely for economic dominance, particularly in the meatpacking industry. Cincinnati held the title “Porkopolis” until the 1860s when Chicago surpassed it as America’s leading pork processor.

The rivalry extended beyond business to baseball, with Chicago introducing the White Stockings specifically to compete with the Cincinnati Red Stockings. Newspapers of the era, including the Cincinnati Enquirer, began referring to Chicago as “the Windy City” as early as 1876. The term was likely a dual reference to both Chicago’s weather and its supposedly boastful citizens.

The World’s Fair Theory

Perhaps the more widely accepted explanation connects the nickname to Chicago’s aggressive campaign to host the 1893 World’s Columbian Exposition. Chicago lobbied extensively against New York and other major cities for the honor.

Charles Dana, editor of the New York Sun, allegedly warned people to ignore “the nonsensical claims of that windy city” during this campaign. While this specific quote has never been definitively verified in print from that period, it’s certain that rivals viewed Chicago’s promotional efforts as excessive “hot air.”

Chicago ultimately won the bid to host the fair, which became one of the most significant events in the city’s history. The successful exposition demonstrated that Chicago could deliver on its grand promises – windy talk backed by impressive action.

Second City

Origin: Early 20th century
Still relevant today? Yes, though Chicago is now the third-largest U.S. city

The “Second City” nickname has multiple origin stories, each reflecting different aspects of Chicago’s history.

After the Great Chicago Fire

Following the devastating Great Chicago Fire of 1871, Chicago faced the monumental task of rebuilding. Rather than merely restoring what was lost, city planners and architects seized the opportunity to reimagine urban design. The “second” Chicago that emerged from the ashes featured innovative steel-frame skyscrapers, improved infrastructure, and forward-thinking urban planning.

This extraordinary renaissance represents one of the most remarkable periods of urban development in world history. Within two decades, Chicago transformed itself from a burned-out shell to a global architectural showcase. In this sense, modern Chicago is literally the “second city” built on the same site.

Second to New York

The more commonly cited explanation relates to Chicago’s historical position as the second-most populous city in the United States, behind New York. This status became cemented in popular culture with A.J. Liebling’s somewhat unflattering 1952 book, “Chicago: The Second City,” which portrayed Chicago as perpetually in New York’s shadow.

Chicago held this second-place population ranking from 1890 until 1984, when Los Angeles surpassed it. Despite now being the third-largest U.S. city (with New York at 8.1M residents, Los Angeles at 3.7M, and Chicago at 2.7M), the nickname persists.

Cultural Impact

In 1959, the groundbreaking comedy theater and school “The Second City” adopted this nickname, embracing it with self-deprecating humor. This world-famous institution has launched the careers of countless comedy legends like Bill Murray, Tina Fey, and Stephen Colbert, transforming a once-derogatory term into a badge of cultural innovation.

City of Big Shoulders

Origin: 1914
Still relevant today? Yes, particularly in marketing and civic pride

This evocative nickname comes directly from Carl Sandburg’s iconic 1914 poem “Chicago,” which begins:

“Hog Butcher for the World,
Tool Maker, Stacker of Wheat,
Player with Railroads and the Nation’s Freight Handler;
Stormy, husky, brawling,
City of the Big Shoulders.”

Sandburg’s powerful imagery captured Chicago’s industrial might and the resilient spirit of its working-class residents. The phrase resonated because it perfectly encapsulated Chicago’s identity as a city built on physical labor and gritty determination.

The “big shoulders” metaphor also alludes to how Chicago literally raised itself. In an extraordinary engineering feat during the 1850s and 1860s, the city elevated entire blocks by 4-14 feet to improve drainage and create a proper sewer system. After the Great Fire, Chicago rebuilt with a multi-level design, creating the underground service areas that still exist today beneath the Loop.

Chi-Town

Origin: Early 1900s
Still relevant today? Commonly used in popular culture, though some locals resist it

“Chi-Town” (pronounced “shy-town”) represents a more casual, contemporary nickname that gained prominence through popular culture. The term follows a common pattern of shortening a city’s name and adding “-town,” similar to “H-Town” for Houston or “D-Town” for Detroit.

While its exact origins remain unclear, “Chi-Town” became firmly established in American vernacular through music, particularly hip-hop and R&B. Chicago native Kanye West helped popularize the term with his 2007 song “Homecoming,” which features the lyrics “I met this girl when I was three years old, and what I loved most, she had so much soul… She said you left your city for another woman… If you really loved me you would stick around.”

The nickname elicits mixed reactions from Chicagoans. Some embrace it as a term of endearment, while others consider it inauthentic or primarily used by tourists and outsiders. This debate reflects the complex relationship many cities have with nicknames that emerge from popular culture rather than historical events.

Newer Nicknames

Chiberia

Origin: 2014
Still relevant today? Used seasonally during extreme cold snaps

This relatively recent nickname gained prominence during the brutal winter of 2014, when Chicago experienced record-breaking cold temperatures. Meteorologist Richard Castro coined the term “Chiberia,” a clever portmanteau of “Chicago” and “Siberia,” to describe the arctic-like conditions.

The name caught on quickly through social media and news reports, with the National Weather Service even using the hashtag #Chiberia. When temperatures plunged to -16°F (-27°C) with wind chills reaching -42°F (-41°C), the comparison to the remote, frigid regions of Siberia seemed entirely appropriate.

Chicagoans, known for their resilience in the face of harsh weather, embraced the nickname with characteristic dark humor. “I survived Chiberia” merchandise appeared throughout the city, and the term has resurfaced during subsequent extreme cold snaps.

Chiraq

Origin: Early 2010s
Still relevant today? Controversial but still used in certain contexts

Perhaps the most controversial of Chicago’s nicknames, “Chiraq” combines “Chicago” and “Iraq” to draw attention to the city’s struggles with gun violence. The term emerged from Chicago’s drill music scene in the early 2010s and gained wider recognition through Spike Lee’s 2015 film of the same name.

The nickname remains deeply divisive. Critics argue it sensationalizes violence and unfairly stigmatizes entire communities, particularly on the South and West Sides. Supporters contend it brings necessary attention to serious issues facing parts of the city that are often overlooked in discussions about Chicago’s prosperity.

Many community activists and local leaders have pushed back against the term, preferring to focus on Chicago’s resilience and the positive work being done in neighborhoods affected by violence.

Lesser-Known Chicago Nicknames

City in a Garden (Urbs in Horto)

Chicago’s official motto, “Urbs in Horto,” is Latin for “City in a Garden.” Adopted in the 1830s, this phrase highlights Chicago’s commitment to green spaces and urban planning. The city’s extensive park system, including Grant Park, Lincoln Park, and the 18-mile Lakefront Trail, reflects this garden-city vision.

The City That Works

Made famous by Mayor Richard J. Daley in the 1970s, this nickname celebrates Chicago’s pragmatic, blue-collar ethos. It portrayed Chicago as a place where things get done, in contrast to cities perceived as all talk and no action. The phrase captured the city’s industrial heritage and its residents’ strong work ethic.

Paris on the Prairie

This elegant nickname emerged following Daniel Burnham’s influential 1909 “Plan of Chicago,” which envisioned the city with grand boulevards, parks, and civic spaces inspired by European capitals. The World’s Columbian Exposition of 1893 showcased this vision with its “White City” of neoclassical buildings, establishing Chicago as a center for architectural innovation.

The 312

Named after Chicago’s original area code, “The 312” refers primarily to downtown Chicago. As the city grew, additional area codes (773, 872, 708) were added, making 312 numbers increasingly rare and associated specifically with the heart of the city.

Mud City

Possibly Chicago’s oldest nickname, “Mud City” describes the notoriously muddy conditions of early Chicago before modern infrastructure. The marshy terrain was so challenging that buildings needed to be physically raised to implement proper drainage systems.

The Third Coast

This nickname acknowledges Chicago’s position on Lake Michigan and its historical importance as a port city. It places Chicago’s lakefront in the same conversation as America’s Atlantic and Pacific coasts, recognizing the Great Lakes’ significance to shipping and commerce.

Chicago Nicknames: A Comparison Table

Nickname Origin Time Period Still Used? Locally Accepted?
The Windy City Rivalry with Cincinnati/World’s Fair campaign 1870s-1890s Widely Yes
Second City Post-fire rebuilding/Population ranking Early 1900s Commonly Yes
City of Big Shoulders Carl Sandburg’s poem 1914 In marketing Yes
Chi-Town Popular culture Early 1900s In media Mixed
Chiberia Extreme winter weather 2014 Seasonally Yes, humorously
Chiraq Drill music scene 2010s Limited Controversial
City in a Garden City motto 1830s Officially Yes
The City That Works Mayor Richard J. Daley 1970s In civic contexts Yes

What Chicagoans Really Call Their City

While visitors and media outlets frequently use these colorful nicknames, many Chicago residents simply call it “Chicago” or “the city.” Locals might refer to specific neighborhoods (“the South Side,” “Logan Square,” “Pilsen”) rather than using nicknames for the entire city.

That said, “The Windy City” remains widely embraced by both locals and visitors, appearing on everything from T-shirts to official tourism materials.

Experience Chicago’s Nicknames in Person

Each of these nicknames represents a different facet of Chicago’s rich and complex character. From the architectural wonders that rose after the Great Fire to the windswept streets along the lakefront, these nicknames come to life when you explore the city in person.

Join us on our Chicago walking tours where our knowledgeable guides will share even more stories about how these nicknames shaped the city you see today. Our Crime and Gangster Tour especially highlights the gritty history behind some of Chicago’s most notorious reputations!

Share Your Chicago Nickname Stories

Do you have a favorite Chicago nickname we missed? Perhaps you’ve heard a unique variation or have a personal story about how these nicknames shaped your perception of the city? Share your thoughts in the comments below!


This article was last updated on March 8, 2025, with additional historical research and contemporary context. Want to hear more fascinating Chicago stories? Book one of our walking tours to explore the city with expert local guides who bring these nicknames and their history to life!

 

 

 

Chicago Hostels

You might not have known, but there are a number of great budget-friendy Chicago hostel options in the hippest neighborhoods.

Don’t assume either that because it’s a hostel you are going to share a bunk bed and a bathroom with a stranger. Almost all of the Chicago hostels today offer private rooms and private bathrooms to travelers not wanting the shared experience. We’ve picked some of our favorites in Chicago – make sure you check them out.

Pro Tip: If you’re interested in staying in a hostel we recommend that you contact the hostel directly vs booking through a 3rd party. You’re almost sure to get the best rate and you will really get a feel for the place by speaking with an employee.

Wrigley Hostel – Cubs and baseball fans you’ll hit a home run if you stay here. Sorry, that was a bad pun. Seriously though, this hostel is less than 1,000 ft from the friendly confines of Wrigley Field – home of the Chicago Cubs Major League Baseball team. Wrigleyville is probably Chicago’s most active bar and restaurant neighborhood. Besides the Cubs connection this hostel prides itself on the variety of activities they host from trivia night, to pub crawls to movie nights. Dorm rooms start at $30 and private rooms start at $99.

IHSP Chicago – IHSP Chicago is located in Wicker Park. Do we need to say more? Wicker Park has all the latest and greatest shopping, bars, restaurants and clubs. If that wasn’t enough the hostel provides an unbelievably large list of amenities and activities including free coffee and tea all day, a 24-hr roof-deck with grilling and music, free lockers and luggage storage & free breakfast. Shared rooms start at $35 a night.

Urban Holiday Lofts – This is a pretty swanky hostel located in the popular Bucktown neighborhood steps away from the North Avenue/Milwaukee/Damen intersection which is awesome because from there you can get to almost any part of the city via public transportation (both the blue line and plenty of bus routes run from that intersection). The amenities are pretty extensive and include free breakfast, free wifi, free transportation to the hostel via the CTA and they also have on-site laundry. Dorm style rooms start at $26 while private rooms start at $53.

Holiday Jones – This Chicago hostel is going to get our award for best name. Not sure exactly why, but we love the name Holiday Jones. This is a cousin or a sister or some sort of relative to Urban Holiday Lofts except located a mile south in Wicker Park off the very bumping Division Street. The amenities are pretty extensive and include free breakfast, free wifi, free transportation to the hostel via the CTA and they also have on-site laundry. Dorm rooms start around $40 and private beds start around $90.

The Freehand – The location of this part hotel part hostel (whatever that exactly means) is really sweet – right dead smack in the middle of the River North neighborhood you are surrounded by some of Chicago’s best restaurants and bars and steps from the famous Magnificent Mile. There 24-hr front desk and multi-lingual staff make checking into this place a breeze. The prices for a shared coed room start around $50/night and if you want to go full-on private hotel room the prices start at around $150/night.

Chicago Parthenon Hostel – Where are our Greektown lovers at? Well, this place is for you.     Set in the heart of Chicago’s Greektown. This hostel is small and cozier than some of the others in Chicago but still offers many of the same amenities that you would receive there including free breakfast, on-site bar and restaurant, a kitchen & laundry. Dorm style beds start around $30/night and private rooms start around $60/night.

The Getaway Hostel – The folks at Getaway are re-writing the house rules. Located in the iconic and trendy Lincoln Park neighborhood this hostel welcomes all guests and makes sure you will have a great time with free breakfast, hosted pub crawls, a 24/7 kitchen and a BYOB policy. Shared rooms start around $24/night and private rooms start around $75/night.

HI Chicago Hostel – This is the largest hostel in Chicago. They run non-stop 365 days a year, 24 hours a day. HI Chicago Hostel is located in the south loop just a couple of blocks from the Harold Washington Library Center and has access to plenty of public transportation. No age minimums or restrictions and this hostel will do a great job of making sure that you see the city sights with a variety of activities and programs offered through the hostel. Dorm rooms start at $34 and private rooms start at $119.

 

 

 

 

Chicago Pizza

Pizza. Arguably America’s favorite food. There is a really funny quote about pizza that says when pizza is good, it’s great – but when its bad it’s still pretty darn good. In a 2015 survey by gluten-free crust purveyor Smart Flour Foods and the Center for Generational Kinetics, more than 6 million adults said they would give up sex for a year before they’d stop eating pizza. Hahah – wow.

Pizza History

Pizza gained popularity in the late 1940s after US troops stationed in Italy brought the concept back to the States. Over the last 70+ years pizza has taken on many different looks and feels courtesy of different regions of the USA creating their version of the pizza. Today the pizza industry in the United States is an estimated $37B – yes, that is a B, as in Billions.

Regardless of where you are eating your pizza there are some general differences between American pizza and traditional Italian pizza. The most notable difference is the ingredients use to make the dough. In the US we use fat in our dough – typically a vegetable oil or shortening (in some cases olive oil). The amount of oil or shortening will vary depending on the style of pizza. For instance a New York Style pizza will use a very little amount of oil while a thick-crust Chicago Deep Dish pizza will use quite a bit. Another difference is the actual flour that we use here. Often times the dough will have a high gluten level – think of a dough that would be used to make a bagel. The high gluten percentage allows the pizza dough to be stretched to the max creating an uber thin crust.

Chicago Style Pizza

Giordano's

Giordano’s

Believe it or not Chicago has 3 distinct styles of pizza. Chicago Deep Dish is by far the most popular. You’ve probably had the other two and may not have known you were even eating a Chicago-style pizza. The other two styles are Chicago Stuffed and Chicago Thin Crust.

Chicago Deep Dish has a bit of a controversial beginning in that no one really knows for certain who or where the pizza came from – for certain. The most common theory is that Pizzeria Uno in 1943 invented the pizza. Whether or not that is in fact the truth is not important – the stuff is good regardless.

Kind of exactly how the name sounds the biggest difference with the Chicago Deep Dish pizza is the depth of the crust. The pizza is baked in a high-wall steel pan, similar to how you would bake a cake. The crust itself isn’t very thick but there is a “wall” of crust along the outer edge. The pan is almost always lined with an oil that gives the bottom and side crusts a “fried” effect making it crispy. It’s common to order your pizza “well done” or “extra crispy” when getting deep dish.

The layering of the remaining ingredients is a bit unique as well. Often times the first layer to be put onto of the bottom crust is the cheese – most common is mozzarella. The next set of ingredients are the toppings that you have ordered and finally the sauce is poured over as the last layer.

For those ordering to-go or delivery you might end up with an uncut pie. Don’t worry though, this was intentional. The pizza is specifically left uncut to prevent the juices from seeping into the crust and creating a soggy pizza. You don’t want that.

Chicago Stuffed Pizza is the deep dish pizza’s stunt double. It’s very easy to mistake the stuffed pizza for the deep dish pizza.

These pizzas were invented in the 1970’s by a couple of pizza chains that began tweaking their recipes and styles of the deep dish pizza. Inspired by a traditional Italian Easter pie the pizza chefs created the Chicago Stuffed pizza.

The easiest way to think about the difference is this:

  1. The ingredient layer is more dense than traditional deep dish pizza
  2. On top of the tomato sauce (which is the last layer of deep dish pizza) is another layer of dough that is pressed (or connected to) the side crust. Creating a sort of pie. And just like pies the cooks will poke holes in the top layer of dough to allow the pizza to steam and prevent an unfortunately explosion in the kitchen!

You would think that would be really easy to identify, right? The stuffed pizza has a top layer of dough, the deep dish pizza has a top layer of sauce. Not so fast. More times than not pizza sauce is ladled over the top layer of crust and making it nearly impossible for the amateur to tell the difference.

Chicago Thin Crust doesn’t get the attention of the deep dish or stuffed pizza, but please – do not overlook this version. As the name implies the crust on this pizza is quite thin but is strong. And by strong we mean that it can hold quite the amount of topping without “bending” and there is a crunch when you bite into the pizza. This is much different than the popular New York style pizza which has flimsy dough and it curled in your hand and eaten like a taco. The cut of the pizza – in squares – is a also a giveaway you’re eating Chicago Thin Crust and not a version of New York which is served in large triangles.

Where to eat Chicago Pizza?

This is the hardest part, trying to help someone figure out where to eat their pizza. Fortunately you really can’t go wrong no matter where you go. If you can eat at all the places then by all means do so!

Lou Malnati’s (deep dish)

Pequod’s Pizzeria (deep dish)

Gino’s East (deep dish)

Pizzeria Uno (deep dish)

Giordano’s (stuffed)

Rosati’s (thin crust)

Pizano’s Pizza (thin crust)

The Art of Pizza (deep dish)

What places did we miss that should be included on this list?

20 Free Things to do in Chicago

Keeping with the spirit of our business and our desire to help everyone enjoy Chicago on the tightest of budgets we’ve compiled a list of the 20 best free things to do in Chicago.

#1 goes to … Visit Navy Pier – tough to beat the action at Navy Pier during the summer. It’s a real special treat if you’re there for the 4th of July too, great fireworks show.

2. Take a walking tour – Yup, a shameless plug. But really – they’re awesome. Check out our calendar and reserve your spot today.

3. Chicago Cultural Center – One of the first cultural centers in the nation is home to the largest Tiffany glass dome and rotating art exhibits – all free of charge.

4. Millennium Park – your visit to Chicago is not complete unless you visit The Bean and Crown Fountain – both located within a hop, skip and a jump of each other in Millennium Park.

5. Buckingham Fountain – Where are our Married with Children fans? No? Ok… Well, still – definitely worth a visit during the summer when the fountains are on. (April – October, 8am – 11pm daily)

6. Chicago Botanic Gardens – the gardens are located just outside the city. Entrance is free, but parking is not. We’re not entirely sure if this should even be on our list. It is stunningly beautiful though.

7. Chicago Museum of Contemporary Art – This is another tricky one. Technically this is a pay-what-your-want museum. The suggested admission fee is $12 for an adult but they will not turn anyone away.

8. Arcade – Yes, you have read that right. There are a handful of bars popping up across the city that allow you to play your favorite games, like NBA Jam, for free. Headquarters Beercade in Lakeview is one of them.

9. Visit a Chicago brewery. Both Lagunitas and Revolution offer free tours.

10. Take advantage of Chicago’s 18 miles of lake front trail. Ride a bike, walk, jog, people watch, segway (probably not free) or rollerblade. Just take advantage of the trail!

11. Lincoln Park Conservatory – Love love love this place. Their rotating show room is awesome as is their fern garden. Don’t forget that the Lincoln Park Conservatory is only the 2nd largest in Chicago behind the Garfield Park Conservatory which is also free.

12. Harold Washington Library – it’s gigantic, has wi-fi and is a great spot to escape the hustle and bustle of the city while your still in the city.

13. Movies in Millennium Park – Every Tuesday beginning June 21 you can catch a flick in Millennium Park. Here is the full line up of what’s playing.

14. National Museum of Mexican Art – The museum has over 9,000 pieces making it on of the largest collections of Mexican art in the country.

15. Maggie Daley Park – Visit Chicago’s version of Alice in Wonderland and unleash your inner child.

16. The Rookery Building – The lobby of this building has the only Frank Lloyd Wright design in the Loop. Do not miss this if that’s your type of thing.

17. Lincoln Park Zoo – the largest urban zoo in America. Home to more than 200 different species and over 1,000 animals.

18. Jane Adams Hull-House Museum – Dedicated to the first woman to win the Nobel Prize.

19. The Underground Pedway – sure, it’s not really a match for Minneapolis’ covered walkways, but the Chicago version is kind of cool if you have a chance to dip below the surface.

20. John Hancock Observation Deck – save yourself the $20 or so to go to the deck and instead head to the Signature Lounge located on the 96th floor. It’s free and you can enjoy a cocktail up there!

What did we miss? Let us know your favorite free thing to do in Chicago.

The Best Chicago Museums

There are no shortages of museums in Chicago. According to Trip Advisor there are 98 of them in fact. Locals who have spent their entire lives in Chicago will probably never make it to even half of them. So how the heck can you narrow the best Chicago museums? Our museum experts have picked the top destination from a handful of categories.

Chicago Art Museums

We’ll start with the easiest category. Hands down, the best art museum in the Windy City is the Art Institute of Chicago. To be honest, it is one of the best in the world. Trip Advisor has repeatedly lavished awards on it, such as Best Museum, and a Top Ten Traveler’s Choice Award. It is clear to see why. The museum features permanent collections that include the world’s masters, such as Monet, Da Vinci, Van Gogh, Manet, and Rembrandt, just to name a few. “American Gothic” makes its home here, and from ancient to contemporary, practically every school is represented. The Thorne Rooms are one unique feature of the Institute that entice both young and old. Perfectly to scale, these miniature rooms each reflect a different time period. Together, the Rooms constitute a dollhouse that is like no other. An interesting note, Illinois author Marianne Malone has written best-selling children’s fiction based on the Thorne Rooms. If you have little ones, have them read the book before their visit.

Runner up: And if for some reason you can’t get to the Art Institute, try the Museum of Contemporary Art. It too, is fantastic, and free tours are given daily. And we like free.

Websitehttp://www.artic.edu

Hours: Open daily 10:30am–5:00pm, Thursdays until 8:00pm

Cost: $25 adults, $19 students or seniors, FREE for Children under 14 and Illinois residents on Thursdays

Real Good News: The Art Institute of Chicago is included in the Chicago CityPass which saves you up to 53% off regular priced admission.

Chicago Science Museums

Source: Shedd Aquarium

Source: Shedd Aquarium

If you’re a science lover, Chicago has much to offer in the way of museums. A place that really wows is the Shedd Aquarium. One of the largest inland aquariums in the world, the Shedd has over 30,000 animals—fresh water, marine, and even terrestrial. That means that in addition to getting an up-close view of sharks, sea lions, and octopi, you’ll also see some animals that dwell on the ground, like monkeys, frogs, and iguanas. The Aquarium offers all kinds of tours, from basic admission to small group “behind the scene” tours that are phenomenal. You’ll see where expert veterinarians and trainers care for our aquatic friends. And what care it is—the freshest of seafood from all over the world comes to Chicago to be served in the finest restaurants… and at the Shedd. But you can’t get it at the cafeteria. It’s for the aquarium’s permanent residents! You can however, enjoy some of Chicago’s finest Jazz here. Every Wednesday (begins June 22) in the summer “Jazzin’ at the Shedd” features popular Jazz artists, dinner, and cocktails on their spacious veranda, plus a great view of the fireworks that start at dusk. Before it gets dark though, take in the awesome architectural show that is the outside of the Shedd Aquarium.

Runner up: Another great science museum is in Chicago’s Hyde Park neighborhood, so if you are more for physics and trains than dolphins and coral, visit the Museum of Science & Industry instead – or heck, visit both!

Websitehttp://www.sheddaquarium.org

Hours: Open daily 9:00am–5:00pm, Weekends open until 6:00pm

Cost: There are so many ticketing options (group size, what do you want to see, buy in advance). The cheapest option starts at $37.95 for adults and $28.95 for children by purchasing tickets online.

Real Good News: The Art Institute of Chicago is included in the Chicago CityPass which saves you up to 53% off regular priced admission.

Chicago History Museums

Sharing a campus with the Shedd Aquarium and the Adler Planetarium is the Field Museum of Natural History. It is another Windy City Gem. You’ll marvel at colossal “Sue”, prominently displayed on its main floor. She is the most well-preserved and complete Tyrannosaurus Rex ever discovered. The children’s area, where the little ones can excavate finds of their own is a big draw. Through the museum’s partnership with University of Chicago Paleontologist Paul Sereno (once voted one of the world’s most beautiful people by People Magazine) the dinosaur exhibits are as fun as they are educational. The Museum frequently hosts temporary exhibits (a recent one on Haitian Voodoo was a real crowd-pleaser) that are as interesting as their permanent offerings. The Museum building itself is extraordinary—it is often rented for large affairs due to its beauty. Come in the warm months and you can have a lovely picnic on the adjoining lawn, fly a kite, or watch as children roll down the small hills at the front of the building.

Runner up: If you’re interested in cultural as opposed to natural history, you may want to visit the Chicago History Museum. Though it is quite a bit smaller, it’s chockfull of interesting facts on America’s Second City.

Websitehttps://www.fieldmuseum.org

Hours: Open daily 9:00am–5:00pm, except Christmas day. Last admission is 4pm.

Cost:  Adults $38, students & seniors $32, Children (3-11) $26

Real Good News: The Art Institute of Chicago is included in the Chicago CityPass which saves you up to 53% off regular priced admission.

Chicago Children’s Museums

Source: Chicago Children's Museum

Source: Chicago Children’s Museum

As if Navy Pier weren’t enough of a playground, with its huge ferris wheel, funhouse, and stage, the Chicago Children’s Museum is housed on its second through fourth floors. While you might wish to take the stairs, tykes usually prefer to climb up through the burlap-netted maze. A family with young one’s could easily spend the whole day at this museum, which is completely hands-on. It features an extensive water exhibit (be sure to don one of the raincoats provided) as well as a miniature grocery store entirely manned by its short-in-stature visitors. In one room, glass boxes adorn the walls with games and toys of yesteryear that will have parents waxing nostalgic. There are also plenty of child-friendly dining and shopping options on the first floor of the Pier, from sit-down restaurants to McDonalds, and a great ice cream shop. Don’t miss the Build-a-Bear Workshop either.

Runner up: For those who like a less crowded, lower-key experience, The Kohl Children’s Museum in nearby Glenview is equally splendid.

Websitehttp://www.chicagochildrensmuseum.org

Hours: Open daily 9:00am–5:00pm, Thursdays open until 8:00pm

Cost:  Children & Adults $14, Seniors $13, Children under 1yr old FREE. There are a variety of discounts and specials available. Make sure to visit their Plan your Visit page for details.

Free Chicago Museums

No way we can do this post without mentioning the best free museums in the city.

Chicago is a city whose large and thriving Mexican population is manifested in its food and art. The Pilsen neighborhood is the epicenter of this community. In it lies one of the largest collections of Mexican art in the country, at the National Museum of Mexican Art. With over 9,000 pieces housed in a spacious and modern facility, it’s a shock that this museum is free to the public. Yet since its inception in 1987, the Museum has remained true to its mission of bringing Mexican art and culture to the masses “sin fronteras” (without borders). In addition to the fine art that is part of the collection, you can also see a host of cultural and entertainment events here, from dance performances to speeches. Some say that the gift shop offers such unique and authentic wares that it is an exhibit itself. When you’re finished at the museum, be sure to stay in the neighborhood and enjoy delicious, reasonably priced Mexican food, along with some tequila or a margarita that will having you screaming for “uno mas”!

Runner up: If you can’t make it to the NMMA, the University of Chicago’s Oriental Museum is another outstanding free cultural venue that has the additional benefit of featuring an entombed body!

Websitehttp://www.nationalmuseumofmexicanart.org

Hours: Tuesday – Sunday 10:00am – 5:00pm. Closed Mondays and on major holidays.

Cost:  Free!

Chicago Planetary & Observatory Museums

Source: Adler Planetarium

Source: Adler Planetarium

Ok, maybe we lied earlier – this is probably the easiest category to pick our favorite in because there is really only one!

If you want to stare into space from Chicago, head straight for the Adler Planetarium, where the “star” is the Doane Observatory. Here, the telescope allows viewers to see planets that are trillions of miles away. Visitor’s come to experience this as well as the phenomenal IMAX theater at the planetarium, which also presents some thrilling footage of the universe. Another draw of the Adler Planetarium is its extensive collection. From scientific instruments of historical significance, to paintings, photographs, and books, even the most advanced researchers will not be disappointed. For those who can’t get to the Adler, neighboring Evanston has a formidable competitor. Northwestern University’s Dearborn Observatory has an 18.5 inch refracting telescope that is open to the public.

Websitehttp://www.adlerplanetarium.org

Hours: Open daily 9:30am–4:00pm, weekends open until 4:30pm

Cost:  General admission for adults start at $12 and $8 for children. (Note: these prices do not include any shows which are pretty cool)

Real Good News: The Art Institute of Chicago is included in the Chicago CityPass which saves you up to 53% off regular priced admission.

Chicago Specialty Museums

The Pullman Museum and Historic District is a designated National Historic Site that is as much a neighborhood as it is a museum. The district on the south side of Chicago features buildings such as the Arcade, the Clock Tower, the Market, and row homes. It is a tribute to Pullman’s influence on American industry, showing how manufacturing generated large and thriving communities. The row homes are actual former residences of people that were employed at the Pullman textile mill and other facilities. Period furniture and architecture is expertly preserved. The library features books on the history of the area and blueprints that were integral to its construction. Visiting this extensive historic site will take all day or more. If you can’t make it down to the south side to experience it, you might want to visit the Museum of Contemporay Photography instead. This is a top-notch specialty museum located right in the loop. Best of all, it’s free!

So there you have it – our curated museum list to help plan your next visit. If you think that we should have included different museums let our guests know by leaving a comment below!

 

 

 

 

2016 Millennium Park Summer Movie Schedule

Starting in June and running through the end of August you will be able to enjoy 12 different movies for FREE in Millennium Park on their giant 40ft screen. You can sit back and relax from a seat in the Jay Pritzker Pavillon or breakout the blanket and bottle wine (it’s OK to do so!) and chill out on the lawn.

If you plan on bringing kids just double check the movie that is being shown as there are several ‘R’ rated films.

Each movie starts at 6:30pm every Tuesday. Mark your calendars…

Tuesday, June 21 – Ferris Bueller’s Day Off (PG-13)

Tuesday, June 28 – Soul Food (R)

Tuesday, July 5 – A League of Their Own (PG)

Tuesday, July 12 – Thelma & Louise (R)

Tuesday, July 19 (Double Feature!) – Moonstruck (PG) & Silence of the Lambs (R)

Tuesday, July 26 – Kartemquin Films 50th Anniversary Celebration

Tuesday, August 2 – West Side Story (Unrated)

Tuesday, August 9 – Grease (PG-13)

Tuesday, August 16 – Finding Nemo (G)

Tuesday, August 23 – Purple Rain (PG)

Tuesday, August 30 – People’s Choice (Movie goers will vote)

Have fun and we hope to see you out there!

 

7 Must Try Chicago Speakeasies [Update 2018]

Everyone likes to be in on a secret. It’s an exhilarating feeling – you’re special, knowing something your coworkers, family or friends don’t. We’re going to share 7 Must-Try Chicago Speakeasies in this blog post.

It’s even more exciting knowing a city’s secrets, and trust us when we say Chicago has plenty. Our Free Chicago Walking Tours are loaded with them.

When most people think of a night out in Chicago they think of well-known areas like River North and Gold Coast–perfectly fine choices no doubt, but what they don’t know is that Chicago has some of the best-hidden bars in the country. You can find Chicago speakeasies in the strangest locations throughout the city. It’s also a great way to explore new neighborhoods in Chicago.

Violet Hour

1520 N. Damen, Chicago, IL (Wicker Park)

original_TVH_JohnHerndon__CassandraStadnicki

Source: The Violet Hour

Perhaps one of the most well-known Chicago speakeasies, The Violet Hour may also be one of the classiest. Located in the bumping and trendy Wicker Park neighborhood, The Violet Hour will make you feel like one of Chicago’s elite. The Violet Hour has no door, sign or light. If you’re not careful you will walk right past the door which is typically painted over and a part of a larger mural that covers the entire front of the building. After ten minutes a bouncer will take you into a waiting room– a sign that you’re in. You must adhere to the strict dress code, never order anything that you’d drink at a frat party and refrain from using your phone.

What you need to know: No reservations. No use of cell phones inside. No baseball hats. No reservations, first come first serve. No ‘O’ bombs or jaeger bombs or any kind of bombs. No Budweiser.

What you need to try: Frites and aioli for a snack and wash it down with their version of a Manhattan – appropriately called a Brooklyn.

 

Booze Box

823 W Randolph St, Chicago, IL (West Loop)

003_cousindaniel_boozebox__3612-4-1024x681

Source:Sushi Dokku

Many people have heard of the restaurant Sushi Dokku in West Loop. It’s located in the arguably the hottest restaurant “district” in Chicago today. Sushi Dokku has neighbors with names such as Au Cheval, the Girl and the Goat and The Publican. Randolph Street is a gem amongst the restaurant and bar world of Chicago. But we digress. We’re talking about Booze Box here, the bar in the basement of Sushi Dokku that many that have dined there don’t know about. You have to walk 10 yards south to an alley behind Sushi Dokku where you will see a lonely bright red sign– the entrance to Booze Box. The atmosphere and what they are serving is just as unique as their entrance. Japanese street food, cold draft sake and a rotation of DJs spinning next to the guests at the bar all make a visit here worthwhile.

What you need to know: Booze Box is open only on the weekends – Thursday, Friday & Saturday – starting at 6pm.

What you need to try: Chill Gin Mojito

East Room

2354 N Milwaukee Ave, Chicago, IL (Logan Square)

eastroom

Source: Yelp

To be fair– East Room isn’t a speakeasy all the time. They open their doors to the main street when there is a special event or concert, but all other days you can only get in through the back door. The first time we went there it took us 20 minutes to find the place. Your phone will be telling you you’re standing right in front of it but you won’t see a soul near you. Everyone will be across the street at all the other bars lined up pretty in a row. But don’t give up! Just walk to the back alley until you see a strong looking man leaned up to the wall. He is your way to the second floor– a mix of cheap drinks, good music and wooden benches for good conversation.

What you need to know: Cash only! So, you know…bring cash or someone that has cash.

What you need to try: BYO-Vinyl. Yes, Bring Your Own Vinyl, as in records – East Chicago crowd-sources their music on Mondays.

 

3 Dots and a Dash

435 N Clark St, Chicago, IL (River North)

threedots

Source: Facebook

Consider this a new-age speakeasy. A new-age tiki-lounge-inspired speakeasy. This place is far from your traditional prohibition-era underground hush place. It’s still more well known than the other bars, but 3 Dots and a Dash is one of the most fun speakeasies in town. It boasts a Polynesian type theme complete with mini umbrellas in the drinks and almost any type of rum you could possibly dream of. You’ll often see large 21st birthday parties, bachelorette parties and groups of bar crawlers. This is a great speakeasy to have a drink at before hitting the clubs in the area.

What you need to know: It’s tricky to find. Walk up Clark St, then head east on Hubbard and go north up the alley. On your left (west) will be a small hanging sign that says “3 Dots and a Dash” – congratulations, you have arrived.

What you need to try: For those in a large group or with plenty of disposable income – or both, you definitely should order the “Treasure Chest” – a $400 cocktail that is served in an actual treasure chest on bamboo shoots carried in by a couple of waiters. Smoke (dry ice) billows out, the drink is lit up and the waiter pops a bottle of Dom Perignon and pours it into the concoction. Everyone at the table gets a giant straw and has at it.

Door No. 3

1572 N Milwaukee Ave, Chicago, IL (Wicker Park)

door3

Source: Facebook

Another speakeasy located in Wicker Park, Door No. 3 puts you in the mood with a secret entrance in the alley behind the Damen Blue Line stop. What makes Door No. 3 special is the live music. The DJs are skilled spinners that know how to keep people dancing and keep the party going. The interior isn’t shabby either with sexy leather furniture and blue lighting perfect for a chill, relaxed date night. It is also a go-to destination to kick off a night of bar hopping in Wicker Park.

What you need to know: There is no food served here. They have a small vending machine in the corner to satisfy your hunger. They aren’t known for any fancy cocktails either. Hipster beers like PBR and Tecate are available as well as your traditional mixed drinks.

 

Room 13

3222 N Sheffield Ave, Chicago, IL (Lakeview/Wrigleyville)

room13

Source: Old Chicago Inn

No questions about this one – Room 13 is definitely a speakeasy. Or maybe it should be a “speak hard” because it’s not easy to get into. Get it? Ha.

Located a half a mile south of Wrigley field like many speakeasies Room 13 is a part of another business: The Old Chicago Inn Bed & Breakfast. This place has all the markings of a speakeasy. Garden unit, check. Classic American cocktails, check. Dress code, check. Oh, and you seriously need to work to get in.

There are 3 options and only 3 options to get into this place:

  1. Stay at the Inn and you will receive an invite
  2. Buy a membership (aka become a member)
  3. Be a guest of a member

Mic drop. That’s it. If you are not fitting into one of those buckets you will not get in.

What you need to know: This place is seriously awesome.

What you need to try: Their cocktail flight. Reserved exclusively for guests of the Inn simply add the “Speakeasy Flight” to your reservation and you will receive a flight of 4 cocktails while the bartender explains the history of each drink. Cost is $55 for two people.

The Office

955 W Fulton Market, Chicago, IL (West Loop)

office

Source: Yelp

Ah yes, The Office. This will be sort of a good news-bad news situation. Let’s start with the bad news. This is another really tough one to get into. The good news? It’s underneath one of our favorite bars in the city which you can get into (if you have a reservation): The Aviary.

The Office is a 14-seat VIP speakeasy located beneath The Aviary. The bar features drinks and food that you will not find on The Aviary’s menu. If you’re a commoner just having drinks and food upstairs you might notice people going in and out of The Office and wonder – how do I get in? Well…you need to be invited. The staff at The Aviary invite guests to The Office. That’s it. Good luck!

What you need to know: If you have made it inside The Office and have to use the bathroom you’ll take a key from the bar, use the “commoners” restroom and get back inside The Office using the key.  And it’s not exactly cheap either. $20+ cocktails, $30+ appetizers, Make sure you bring your wallet!

What you need to try: The level of attention you receive from the staff and bartenders is incredible here. Instead of ordering off the menu tell the bartender your favorite spirit and let them come up with something that will impress. And if you’re in the mood for dessert order their ice cream sundae. OMG.

If you have the time give all of these spots a try while visiting. And let us know in the comment section how the night went. We look forward to hearing from you!

Chicago Neighborhood Guide: Andersonville

Getting to Andersonville

Andersonville is one of Chicago’s great neighborhoods.  Located on Chicago’s far north side, it is easily accessible by public transportation.  Using the city’s “L” train, take the Red Line to the Berwyn stop or the Bryn Mawr stop.  From either stop, it’s just a 10-minute walk west to downtown Andersonville.   You can also catch the #22 city bus, disembarking at any of the stops along Clark Street, between Foster Avenue, which borders Andersonville on its south end, and Edgewater Avenue, which borders Andersonville to the north.

If the weather cooperates, you can get around by bicycle.  Consider taking advantage of Divvy, Chicago’s bike share system.  There’s a station conveniently located at the intersection of Clark St. and Bryn Mawr Ave.  But don’t worry—When the weather isn’t bike-friendly, cabs are always plentiful.

Andersonville History

Andersonville dates back to the 1850s, when it was settled by Swedish immigrants.  There are still plenty of signs of Andersonville’s Swedish heritage.  Andersonville celebrates its Swedish roots with Midsommarfest, an annual summer street festival.  The south end of Andersonville is anchored by The Swedish American Museum and features several businesses with Swedish roots, like Svea Restaurant and The Swedish Bakery.  The Swedish Bakery makes some of the best pastries in the city, including an assortment of Swedish pastries.  Be warned that The Swedish Bakery is closed on Sundays!

Andersonville is home to one of the largest LGBT populations in Chicago.  It boasts several gay bars, including @mosphere, The Call, and Mary’s Attic.

Andersonville in 1 Day

If you only have one day to spend in Andersonville, consider these suggestions, all of which are located along Clark Street, Andersonville’s main drag.

Start your day on the north end of Andersonville, with breakfast at m. henry (5707 N. Clark St.).  This breakfast, lunch, and brunch spot is insanely popular.  If you want to enjoy a classic weekend brunch, arrive very early or face a 90-minute wait.

After breakfast, enjoy Andersonville’s shopping scene, which is refreshingly void of any big chain stores.  Just north of m. henry, you’ll find Gethsemane Garden Center (5739 N. Clark St.). Even if you’re not into gardening, you’ll enjoy its Wild Pansy Gift Shop.

andersonvilleshopping

Moving southwards on Clark Street, you’ll find a dizzying array of independently-owned home furnishings and antique shops, like Roost (5634 N. Clark St.) and Room Service (5438 N. Clark St.).  You’ll also find fabulous gourmet food and wine shops, like City Olive (5644 N. Clark St.) and In Fine Spirits (5418 N. Clark St.).  Fans of Italian food will enjoy Piatto Pronto (5624 N. Clark St), a grocery and deli carrying Italian imports and the biggest, most delicious, and best-priced deli sandwiches in the city.

If you’re in the mood for a sit-down lunch, stop by Big Jones (5347 N. Clark St.) for U.S. coastal southern cuisine. Start with a Pickle Tasting (a sampling of homemade pickles and home-baked Sally Lunn bread) and an order of fried green tomatoes.  For your main course, enjoy Big Jones’ award-winning fried chicken or an order of shrimp and grits.  Lunch is available Monday-Friday only.  If you come on a weekend, enjoy a Big Jones brunch from 9.am. – 3 p.m.

After lunch, enjoy a mani/pedi at 2×10 Nails (5414 N. Clark St.).  If that’s not your thing, while away the afternoon browsing more of Andersonville’s locally-owned shops.  Vinyl lovers will appreciate Borderline Music (5351 N. Clark St.).  Book lovers will enjoy Women & Children First, an independently-owned bookshop (5233 N. Clark St.) specializing in feminist and children’s books.  This shop is a gem if you’re looking for a gift, but aren’t sure what to buy.  Their sales staff makes excellent suggestions and complimentary gift-wrapping is offered.

No trip to Andersonville would be complete without a trip to Andersonville Galleria (5247 N. Clark St.), a retail building that houses 90+ tenants.  Its tenants are local artists and entrepreneurs, selling everything from jewelry, gourmet treats, unique homemade gifts, and more!

Care for a cocktail before dinner? Stop by Marty’s Martini Bar (1511 W. Balmoral Ave., just one block west of Clark St.) for an expertly-made cocktail.  Warning: Marty’s is small and extremely popular, so arrive early!

Andersonville has an enticing array of restaurant options.  For an upscale dinner that isn’t at all stuffy, choose Anteprima (5316 N. Clark St.).  Anteprima services seasonal Italian cuisine, complemented by a full bar.  The dinner menu features standouts like Arneis Braised Rabbit and Grilled Lamb Leg.  Anteprima emphasizes fresh, seasonal ingredients, so the menu changes often.

Free Chicago Walking Tours Andersonville Food

For a more casual dinner option, choose Jerry’s Sandwiches (5419 N. Clark St.)  Jerry’s Sandwiches features 100+ sandwich options and offers even more craft beer choices, many of which are made right in Chicago.

After dinner, head over to Mary’s Attic (5400 N. Clark St.), which is the 2nd floor of Hamburger Mary’s Restaurant. Mary’s Attic is a bar featuring an ever-changing menu of entertainment options, like live bands and MaryOke (karaoke).  Straight people are welcome at this establishment/gay bar.  Or if you’re in the mood for comedy, check out The pH Comedy Theater (1515 W. Berwyn, one block west of Clark St.).  This comedy theater offers a wide variety of comedy shows…improv, standup, sketch, and musical.  Its shows come “For the Family,” “PG13,” or “Adults Only.”  Check out their website www.whatisph.com for a schedule.

Andersonville…a fabulous neighborhood with something for everyone!

Forgot Something? Don’t Worry, Chicago Delivers within 2 Hours

We’ve all been there – no matter how much time and care you take while packing you arrive at your hotel (or Airbnb now) and realize that you’ve left something behind. Of course whatever it may be will be of utmost importance. Often times the hotel or a local drugstore is an obvious and easy stop to pick up what you’re missing. However, for those times where the front desk doesn’t have what you need and the drug store is too far or maybe closed do not panic, there are several options in Chicago that will deliver you want you want – all in less than two hours. All of these places will deliver anywhere within their territory – so even if you’re at a clients office or visiting relatives you can still receive your goods.

Postmates

Our favorite is a delivery service called Postmates. Postmates is changing the way products are delivered city by city. Founded in San Francisco (because that is pretty much where every tech company comes from) in 2011 Postmates connects customers (you) with local couriers to deliver your products.

There are plenty of companies out there (Grubhub, Yelp24 to name a couple) that will deliver you food from a restaurant. What we love about Postmates is their ability to deliver just about anything, including a nice selection of personal care, health and beauty from their “general store” – and typically in less than an hour for a $4.99-$5.99 delivery fee. They also allow you to customize an order. By doing this you really can get a bit more out of Postmates than you could other delivery services. Select a store and tell the courier, in free form, what exactly it is that you want.

A few nights ago we selected our local Walgreens and wrote the courier, “Please pick out the most awesome ice creams that you can and keep the total under $15. We do not care about the brand, the size or the flavor – so long as it is awesome. Thanks!”  Less than 45 minutes later the courier showed up at our door with 5 little pints, their selection was awesome. Mint Chocolate Chip, Moose Tracks, Snickers, Twix and Cookie Dough. We were very impressed.

Amazon Prime Now

if you’re an Amazon Prime member visiting Chicago then you are in luck. Amazon offers their FREE 2hr delivery services on “10s of thousands” of products through their Amazon Prime Now program. If you don’t know what Amazon Prime is you can learn more and receive a 30-day free trail and take advantage of Prime Now.

What we love about Amazon is their unique selection of products, incredible pricing and ease of use. Traveling with a pet – or I guess did you acquire a pet while traveling? No problem, there are over 250 pet products in their assortment right now. Popular categories include personal care, books, games, electronics, fitness, baby, beauty & they also ship from a handful of local retailers too.

There are a couple of aspects to Amazon Prime Now that we don’t like all that much. One is it’s only available on your smartphone. The app works great, but shopping on the computer is much easier than on your cell phone. You also have to be an Amazon Prime member (which costs $99 annually) – where as the other services are a pay per order model.

Google Shopping Express

Free Chicago Walking Tours

Another player in this space that you have heard of before is Google. Google Shopping Express might be our favorite for the sheer variety of stores they deliver from. Costco, check. Walgreens, check. Staples, Toys R Us, Ulta – – the list goes on. We’re also big fans of the fact that you can add your loyalty cards to the order and get credit for any sales or bonus points (unlike many of the other delivery services).

Google Shopping Express allows you to pick delivery times for your products, including next day delivery if you’re outside of their same-day zones. The minimum per-store order is $15 and delivery starts at $5.99/order but they’re constantly running promotions for free delivery and offer a month-long membership for $10/month.

Instacart

Free Chicago Walking Tours

Lastly the app that we feel probably started it all and might be the most well know – Instacart. These folks made a name for themselves delivering whatever you can find in a grocery store but have recently expanded the stores they deliver from to include Target and Petco.

We love their variety of local Chicago grocery stores including our famous meca-of-booze Binny’s Beverage Depot. They also disclose whether or not the prices they charge on a per item basis are the same or higher (and how much higher) than what you would find in the store. For instance you can order from Whole Foods and the prices are the same as in their stores, but if you order from Costco you will pay slightly more. But we love that their upfront with that. Their search is also incredible.

If you’re in a big rush they will expedite your order (for an additional fee) to deliver within an hour.

Did we miss an app or delivery service doing an awesome job in Chicago? Let us know!

Your guide to getting around in Chicago

Chicago is the countries 3rd largest city (as of July 2014) which means that you have access to all the bells and whistles as it pertains to getting around. Bikes, cars, buses, trains, boats – all are available to help you get from point A to point B in Chicago. But all of these options can be confusing. We’re here to help you sort them out.

Chicago Public Transportion

Besides walking – which we we talk about a little later – using public transportation in the City of Chicago is the most economical way of getting around. And with hundreds of bus routes, high-speed rail and our famous “L” trains it’s convenient too. Chicago is home to the country’s second largest public transportation network (more than 1.7 million rides per day). This system is operated, managed and serviced by the Chicago Transit Authority.

bus

Here is a quick breakdown of your options provided by the Chicago Transit Authority (CTA):

  • Buses – CTA operates 1,865 buses, 128 routes and 1,354 route miles.* The bus routes are all numeric (i.e. route 36 or route 151). Our favorite app to help you manage arrival times of buses at specific stations are Ridescout & Ventra. Speaking of Ventra, make sure you read this section below on what exactly Ventra is and how to use it.
    • Full bus fare: $2.00
  • “L” Trains – The “L” stands for elevated, as in the trains run above the ground. These trains are often the most efficient to connect commuters to long(ish) distances within the city. The lines are organized by color. Blue, Red, Purple, Pink, Yellow, Green, Orange & Brown. There are trains that run to O’Hare (Blue Line) and Midway (Orange Line). Check out this “L” train map to familiarize yourself with the routes.
    • Full “L” train fare: $2.25
  • Metra – This is Chicago’s high-speed rail that connects the city with the surrounding suburbs. Because of how much ground is covered with these trains,  your best bet to learn which route is for you is to visit the official Metra website or Contact Us with any questions on planning your trip.

Visit CTA Fares & Tickets information.

Now is a great time to talk about Ventra. Ventura is the contact-less payment system used by the CTA. Ventra has an app that allows you to purchase mobile tickets and track arrival/departure times for buses and trains.

Buses will still accept cash (exact change only, $2 per route) but you will have to purchase a Ventra ticket when you ride the “L” trains. There are two options:

  1. Purchase a disposable ticket. The cost is actually $3.00 when you buy a single ticket from the Ventra machine at the train station. This includes your ride, up to 2 transfers and a $.50 limited use media fee. We have no clue what the limited use media fee is.You can also purchase a 1-day pass (still disposable) for $10. This pass is good for unlimited rides on CTA buses and “L” trains for 24hrs. If you think you are going to ride the trains and buses a few times in a day this is a great option.
  2. Purchase a plastic Ventra card and load cash balance or longer-term passes. This will cost you $5 initially when you purchase at the vending machine or a local retailer – the good news is you can covert that $5 into a transit credit by registering your account online at Ventra.com within 90 days. This is a great option if you’re going to be using public transportation for a week or longer.
    • 3-Day Pass – $20
    • 7-Day Pass – $28 ($33 if you include Pace bus service that services the Chicago Suburbs)
    • 30-Day Pass – $100

Chicago by Bike

bikes

Depending on which blog/news outlet you read Chicago can rank anywhere from the #2 most bike-friendly city in America to #6. Either way that is pretty dang good. Currently Chicago has over 200 miles of protected bike lanes in the city, 18.5 miles of off-street bike lanes along Lake Michigan and more than 13,000 bike rack spots. If you’re a cycling enthusiast than we probably won’t tell you much that you don’t already know. But if you’re visiting the city sans bike and are interested in riding, then make sure you check out Divvy.

Divvy Bikes is Chicago’s bike-sharing program with 4,760 bikes spread across their 476 stations throughout Chicago. Divvy bikes are available 24 hours a day, 365 days a year.  You will want to read the how-to-guide provided by Divvy for all of the important details, but the basics are this:

  • You either purchase an annual membership online or, most likely, you will purchase a 24hr pass at the Divvy bike station near you. $9.95 for 24hr pass, $75 for annual pass.
  • 24hr pass purchases receive a code they enter into the bike station that allows them to use the Divvy bike for 30 minutes. Riders need to return the bike to any Divvy station within 30 minutes. You will be charged ($2 – $8) for any overtime. See Divvy pricing schedule for more details.
  • Rinse and repeat – you can do this for up to 24hrs with the $9.95 pass. It’s unlimited.

Tip: You could theoretically return and re-rent your Divvy bike immediately for those trips that are longer than 30 minutes. But if you’re going to ride for miles and do not want to stop, you’re better off renting a bicycle for the day from a bike shop. Bikechicago.com (Bike & Roll) is a top-rated bicycle renting and tour company in Chicago. $9/hr, $30/half day and $36/full day.

Chicago By Car

uber

There are plenty of options for getting around by cars in Chicago – you can drive (if you’re brave or have to), you can hail a taxi (easy breazy) or grab an Uber or Lyft (our personal favorite).

Taxis
If you’ve taken a taxi before then you are in good shape. There aren’t really any curve balls that will be thrown at you unless you take a city-based taxi from O’Hare airport and they drive you to a suburb – then you will be charged time and half. Please find below the rate schedule for taxis in Chicago as of January 1, 2016.

  • $3.25 base fare
  • $2.25 each additional mile
  • $.20 for every 36 seconds time elapsed
  • $1.00 first additional passenger
  • $.50 each additional passenger after the first additional passenger
  • $50.00 vomit cleanup fee
  • $4.00 Illinois airport departure tax

Private Transportation
Technology companies such as Uber & Lyft are taking the country by storm offering customers the ability to quickly schedule a car to pick them up and take them to their destination within minutes from their smartphones – and most of the time it’s cheaper than a cab.  Our two favorites are Uber & Lyft.

Both Uber & Lyft work in the same way. You download the app, setup an account, add your credit card information and start booking your rides. It really is so easy. Once you try out one of the companies it will be hard to go back to the traditional hailing a cab – especially in bad weather. Some other aspects of this type of ride that we love is not having to exchange cash or even get your wallet out. The transaction is all handled through the app with the credit card information you provided and saved to your profile. The drivers are rated by users (on a scale from 1-5). If drivers are poorly rated they risk having their driving privileges suspended (i.e. – can no longer make money). Drivers are therefore have an incentive to provide great service and get great reviews.

If you haven’t tried Uber or Lyft we have a special new customer promotion for you. You can get your first Uber ride for free (up to $15) and you can get $50 in Lyft ride credits (5 separate $10 credits) by signing up and using their apps today. New customers only.

Driving & Parking
We’re not sure where to start with this one. Driving in any city, including Chicago, can be a pain in the butt. Traffic into and out of the city, especially in the rush hour morning and evening, can drive just about anyone crazy. If you have (or want) to drive we recommend downloading either Google Maps or Waze. These two transit apps will ensure that your drive will be as fast as it possibly can be.

Parking is an entirely separate can of worms. So you made it to downtown Chicago and you still are sane? Great, but now you much find where to park. Chicago is not making it easy on your either. We have free parking on the streets, we have paid parking on the streets and we have permit-only parking on the streets – so make sure you are paying attention!

For those of you that are less adventurous and want to be sure you’re in a proper parking spot we have some good news. Once again technology comes to the rescue with a couple of apps helping you find the closest and cheapest parking available in the city.

  • Parking Panda will help you locate a parking spot by providing an address, city, neighborhood or zip code. They bill themselves as the #1 Parking App.
  • SpotHero operates in the same fashion priding itself on how quickly you can find, secure and pay for parking on their app.

Chicago by Boat

That’s right, boats. Chicago Water Taxi operates between a few popular locations along the famous Chicago River in the heart of downtown Chicago. Chicago Water Taxi Day Passes ($8 on weekdays, $10 on weekend), 10 ride passes ($17.50 weekday, $30 weekend) and a monthly pass for $60.

*Chicago Transit Authority, Spring 2016