Greatest Chicago Movie Scenes Ever

Chicago has a long history of being the film location for hit movies. In fact, more than 200 well known movies have filmed in Chicago! The most notable director to use Chicago as a filming location was John Hughes (a native of Chicago), who wrote and directed some of the best grossing movies of the 1980’s including one of our favorites National Lampoon’s Vacation.

Since Chicago has such a rich filming history, we have put together a list of what we think are the top 5 Chicago movie scenes!

Warning: This blog post may contain some spoilers.

# 5: The Color of Money

This Martin Scorsese film stars Paul Newman and Tom Cruise. The Color of Money is about a pool hustler in Chicago’s west side and his protege. There is one scene that stood out to moviegoers, and that was the infamous White Cadillac scene!

 

# 4: Planes, Trains & Automobiles

https://youtu.be/pPJzNNpUFsU

The ending scene of Planes, Trains, and Automobiles is one of the most heartfelt scenes in the movie, and it takes place, and filmed, in Chicago! The ending scene begins with a beautiful skyline and you see Steve Martin and John Candy standing on the L platform. In this scene, we see Neil (Steve Martin) find out the truth about Del (John Candy) and how he is homeless. This scene was a bombshell when it came out, as many were expecting the film to be a lighter comedy like Ferris Bueller’s Day Off, which came out a year before.

 

# 3: The Dark Knight

Since Gotham City is fictional, this movie was filmed in both New York and Chicago to mix up the architecture. The opening scene of the movie where The Joker and his henchmen rob the bank, was filmed in Chicago. If you look closely, you can see some familiar buildings!

 

# 2: The Blues Brothers

This classic comedy has many scenes filmed in Chicago. One of the best scenes from this movie is the scene where John Belushi and Dan Aykroyd are being chased by the Chicago PD. As they are being chased, they name off a few familiar those in Chicago might be familiar with.

#1: Ferris Bueller’s Day Off

This movie gets our #1 pick for the greatest movie scene filmed in Chicago. For those who have not seen Ferris Bueller’s Day Off, it is about three high school students who ditch school and spend the day in Chicago. There are many great scenes of Chicago in this movie, but the Twist and Shout scene was one of the most notable.

There have been so many great movies filmed in Chicago that it can be tough to pinpoint the best scenes. Other notable films filmed in Chicago would be The Untouchables, Rookie of the Year, High Fidelity, and Risky Business. But with over 200 films made here, there ought to be more great scenes that we just haven’t seen yet!

Must Try Coffee Shops in Chicago

You may not realize this, but Chicago is home to some of the finest coffee in the world. If you live in the Windy City, or if you’re just visiting, make sure to take advantage of these coffee shops in Chicago. There are so many coffee shops in Chicago that it can be hard to choose, but the list we put together will hopefully make your choice easier.

The only downside is that once you try one of these places, regular coffee will just never be the same again!

This list contains the top five coffee shops in Chicago. They are rated on quality, atmosphere, and the approach the company takes to sourcing coffee.

La Colombe Coffee Roasters

Multiple Locations in Chicago

Coffee Shops ChicagoLa Colombe is one of the best known quality coffee companies in the United States. They source coffee beans from all over the world and directly from the farmers. La Colombe has consistently been recognized for its quality product and their charitable work.

The founder of this company was also the subject of the Travel Channel documentary ‘Uncommon Grounds’ in which he goes to remote and sometimes dangerous locations to make deals on quality coffee beans directly from the source. When you get coffee from La Colombe, you are getting some of the finest coffee beans in the world. Currently, they have four (soon to be five) locations in Chicago, so hopefully you can find one near you!

 

Osmium Coffee Bar (Dark Matter)

1117 W Belmont Ave, Chicago, IL 60657

Coffee Shops ChicagoIf you are looking for the traditional ‘quirky’ coffee shop with a laid back atmosphere, Osmium is the perfect place for you! Not only is the environment fun and creative, but the product itself is superb. There is a reason so many people

This coffee shop is located in an industrial space, so you might miss it if you don’t look closely enough. Many people have called this coffee bar a ‘hidden gem’ because many just assumed it was a wholesale coffee vendor, but they indeed do sell by the cup. The prices are also reasonable!

 

Caffe Umbria

346 N Clark St, Chicago, IL 60654

Coffee Shops ChicagoCaffe Umbria is a Seattle based coffee chain with a branch in Chicago. They are known for their in house coffee beans. So unlike other premium coffee shops, the taste of their coffee is consistent because it’s the same bean. Many other premium coffee shops change flavors frequently based on availability. But with Caffe Umbria, you can get the same thing every time, making this the perfect coffee shop for those who like consistency with their coffee.

 

Caffe Streets

1750 W Division St, Chicago, IL 60622

As soon as you walk into this coffee shop, you are greeted with an incredible wood decor that will inspire you to feel more creative. The coffee is ground on demand and their specialty coffee is great! But honestly, just go for the atmosphere!

We love Caffe Streets because they are genuinely a part of the fabric of the community. Not only do they aspire to serve the best coffee (and they do) they want to create a warm, friendly and welcoming place for you to get work done and socialize.

 

Bridgeport Coffee

Multiple Locations

Coffee Shops ChicagoBridgeport Coffee is known for their ethical approach to coffee. Instead of going through suppliers, they have created direct relationships with growers themselves. This is why many choose to shop at Bridgeport, but the coffee is also incredible! They have several locations throughout the Chicago area.

 

 

Is there anything better than a great cup of coffee? We think it’s hard to beat! Enjoy while you’re in Chicago!

 

6 Best Chicago Lunch Specials Under $10 [Updated 2018]

Chicago has an incredible food scene. Heck Chicago has an incredible Food Tour scene. But this can come with a hefty price tag. One of the best ways to find a deal on a meal is to check out a Chicago lunch special.

We have listed our favorite 6 restaurants offering great Chicago lunch specials.

And we took it one step further – these are the best Chicago lunch specials that won’t cost you more than $10. Remember, just because it’s cheap doesn’t mean that its bad! These restaurants are incredible, and this list has a variety of options to make sure there is something for everyone.

Pierogi Heaven

169 N Wells St, Chicago, IL 60606

Chicago Lunch Specials
This popular Polish restaurant has only a few menu items but there is a good reason for that. For under $10, you can get a large dish of Pierogi’s and a drink and still have some meter change.

 

 

L‘ Patron

3749 W Fullerton Ave, Chicago, IL 60647

Chicago Lunch SpecialsThis is one of the most popular ‘street restaurants’ in Chicago. This restaurant serves Mexican cuisine. No reservations needed. Just walk up and grab your food! You can also sit out on their patio and enjoy the hip industrial area. $10 goes a long way here. In fact, $10 might be enough for two people! If you go, be sure to try The Gringo, it’s delicious!

 

Nhu Lan Bakery

2612 W Lawrence Ave, Chicago, IL 60625

Chicago Lunch SpecialThe Nhu Lan Bakery is a Vietnamese bakery located in Lincoln Square. The word on the street is they have the best banh mi in the city, and for under $10! $5 can get you a delicious and healthy meal that will keep you full until dinner, and you would still have enough for one of their delicious smoothies.

 

Pequod’s Pizza

2207 North Clybourn Ave, Chicago, IL 60625

Chicago Lunch SpecialsThis has got to be one of the best pizza deals in the city. For $5, you can get a 7-inch personalized pizza with a soda. This deal is available on Wednesdays during lunch, so if you are in the mood for a classic deep dish pizza for lunch make sure you take advantage of this deal. If you can’t be there on Wednesday, they still have great deals during the rest of the week and their caramelized-cheese crust is incredible!

 

Harold’s Chicken Shack #88

124 E 35th St, Chicago, IL 60625

Chicago Lunch SpecialsFor $10 at Harolds Chicken Shack, you can get a quarter chicken dinner meal. This meal is available for lunch as well! Prices vary by location, but it’s usually at or under $10. But in this case, you came for the quality! There are plenty of cheap chicken places in Chicago, but none of them are Harold’s.

 

 

Lutz Cafe & Pastry Shop

2458 W Montrose Ave., Chicago, IL 60625

Chicago Lunch SpecialsIf you are still hungry after eating one of these delicious cheap lunch specials, be sure to go out and try a pastry from the Lutz Cafe! For $5, you can get a pastry just for yourself. Sometimes, we deserve to treat ourselves!

 

 

Hopefully, the next time you want a cheap lunch you will skip the fast food places and head to a place that is unique to Chicago. If you are spending time in this beautiful city, be sure to get the full experience and try something new!

 

The Best Chicago Books

If you are thinking of taking a trip to Chicago, reading one of our best Chicago books before you go is a great way to get familiar with the city and decide how you want to spend your time here. Chicago is an enormous city full of history, culture, and a vibrant nightlife. If you really want to make the most of your trip, start here.

**Please know the links on this page will take you to Amazon. If you make a purchase Free Chicago Walking Tours will receive a commission. Thank you in advance for any purchases that are made!**

111 Places in Chicago That You Must Not Miss


While in Chicago, it’s important to make the most of your time here. There are so many great things to do in this city it can almost seem overwhelming. Of all the Chicago books in our list this one gives it to you straight.

This book pinpoints all of the best attractions in Chicago in a list-style format. A book like this is a great read for the plane ride over! If you are driving, let somebody else take the wheel so you can check out this incredibly well put together book.

The million dollar question is: Can I see all 111 places in one visit? Technically sure, we don’t see why you couldn’t. That might take you longer than you anticipate as most locals haven’t seen all 111 in their lifetime. We think you should see all 111 over a few different trips in different seasons too.

Chicago: Then and Now


This popular picture-based book shows how the skyline of Chicago has changed over the years. This is the perfect book for lovers of history and architecture!

After you get back from your trip, you can also put this book out on your coffee table as it makes a perfect coffee table book! If you did go to some of the sites listed in the book, you can talk about these places with your guests. This book serves as a helpful guide as well as a great educational experience!

 

Not For Tourists Guide to Chicago 2018

If you are not taking one of our Free Chicago Walking Tours and still want to check out some of the best sites, getting a few guidebooks before you head to the city is always a great idea! And honestly, even if you are touring with us it’s not a bad idea to grab a guidebook.

One of our favorite guidebooks come from  ‘Not For Tourists’ series. These guidebooks are advertised as a way to travel the city like a local! Not only will this help you avoid embarrassing tourists cliches, but navigating the city comfortablely will help you make the most of your time when you travel.

 

 

Lonely Planet Chicago (Travel Guide)


This is another incredibly popular travel guide. When searching for a travel guide, the more reputable the company the better the information will be. The Lonely Planet guides have tons of useful information for every age group and interest! Sure, you can read up on blogs and articles on the internet, but having a book with this much information is a great way to make sure you do not miss everything.

 

 

 

 

No matter what your interests are, Chicago has something for everyone. Whether you are coming to the city for business or pleasure, you should make the most out of your time while you are here! Our short list of the best Chicago books will have you feeling like a local. We hope you enjoy your stay!

Did we miss a great book? Let us know!

Chicago Travel Apps to Download Right Now

We’re so thankful that the days of getting lost in a new city are over! With smartphones, there are countless Chicago travel apps to help you navigate the city and beyond.  But there are so many apps to choose from. Free Chicago Walking Tours is here to help.  And you know we are listing the best free ones.

Before your trip, make sure to download these apps to help you navigate Chicago so you can focus on the important things like having the time of your life.

Transit Stop: CTA Tracker

Chicago Travel AppsThis is by far the most helpful Public Transportation app for navigating The Windy City. Transit Stop has live updates on the trains and busses in the Chicago. You will get detailed maps, arrival times, and be able to plan your route. In Chicago, public transportation is cheap. Take advantage of that while you are here! Don’t forget to check out Free Chicago Walking Tours Guide to Getting Around Chicago

 

 

SpotHero for Parking

Chicago Travel AppsFor those of you who are brave enough to drive around Chicago you need to get this app ASAP.  In fact, anybody living in or visiting a large city should have it. In a nutshell SpotHero allows users to find and purchase discounted parking spots all over Chicago. Say buh-bye to the days of paying full-price for parking!

 

 

 

Chicago Visitors Guide
Chicago Travel Apps

This handy app is a virtual version of the Chicago Visitors Guide by our friends at Choose Chicago. This app is 100% free and provides unbiased information as well as recommendations for the best restaurants, bars, and live entertainment is going on during your time in the city. It’s like your own personal concierge!

 

 

Ventra

Chicago Travel AppsIf you’re going to be in Chicago for a while (say, more than 2 days) and you’re going to ride public transportation (buses and trains) then you should consider downloading Ventra, Chicago Transit Authority’s payment system. This app won’t make or break your Chicago experience. You still need an actual Ventra card to board buses and trains, but you can skip some of the lines with this app.

 

 

Uber and Lyft

Chicago Travel AppsWe try not to take sides in the ride share battle. So we offer $5 off your first Uber ride and $5 off your first Lyft ride. Why not try them both and decide for yourself? If you need to get somewhere and don’t know your way around or if there are no trains or busses nearby, just open up one of these apps and your driver will magically appear. Rides are cheaper than taxis and your credit card is stored in the app for payment – no exchanging money! Hooray!

 

 

Download these Chicago travel apps and you will be navigating our city like a pro!

Did we miss an awesome app? Let us know!

2017 Millennium Park Summer Movie Schedule

Starting in June and running until early September you will be able to enjoy 14 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 13 – The Blues Brothers (R)

Tuesday, June 20 – Caddy Shack(R)

Tuesday, June 27 – Julia & Julia (PG-13)

Tuesday, July 11 (presented in Spanish with English subtitles) – El Norte (R)

Tuesday, July 18 – La La Land (PG-13)

Tuesday, July 25 – Network (R)

Tuesday, August 1 – Bend it like Beckham (PG-13)

Tuesday, August 8 (Double Feature!) – Ghost (PG-13) & The Shining (R)

Tuesday, August 15 – Hidden Figures (PG)

Tuesday, August 22 – Five Heartbeats (R)

Thursday, August 24th (11:00 AM Showing) – Snow White and the Seven Dwarfs (80th Anniversary)

Tuesday, August 29 – The Princess Bride (PG)

Tuesday, September 5 – Wayne’s World (PG-13)

Have fun and we hope to see you out there!

Chicago Style Italian Beef

Today we’re examining Chicago Style Italian Beef including the history, the ingredients and most importantly where to get it. In the past we’ve broken down Chicago Deep Dish Pizza and it is probably more involved than you might think.

Chicago Style Italian Beef History

We’re not sure why we Chicagoans have such a hard time with history and getting stories straight. Who started the Great Chicago Fire of 1871? Where did we get our Chicago Nicknames? Italian Beef also has some debatable origins. Here are a handful of the most recognized theories.

  1. 1925 a company by the name of Scala’s Original Beef and Sausage Company started in Chicago. (Spoiler alert: it still does operate and supplies many Chicago restaurants with their meat for beef sandwiches). According to them the Italian Beef was introduced at weddings and banquets. The roasted beef was sliced thing and served on bread to help “stretch” the food to feed the many guests. It was, needless to say, a very popular item and the rest is history.
  2. Then there is the story of an Italian immigrant working in the Chicago Stock Yards in the early 1900s. (The stock yards were Chicago’s meat-packing district, and Chicago led the world in meat packing back then). The worker would take home the less desirable cuts of meat that the company sold and according to the story made literally the same exact thing that is served today: roast the beef in Italian spices and broth, slice it, serve on Italian bread. This one seems a bit far-fetched, but we love it.
  3. And while perhaps not the inventory of Italian Beef sandwiches we do have to tip our caps to Al Ferreri and his sister and brother-in-law, Frances and Chris Pacelli. Why? Because that trio is responsible for opening Al’s Beef in 1938. The restaurant is still open today and has expanded quite a bit. In fact there is one in Dubai now!

Regardless of who invented the Chicago Style Italian Beef when we know this much – it’s dang good. Let’s take a closer look at the ingredients used to make these sandwiches.

Chicago Style Italian Beef Ingredients

Al’s Beef Chicago Style Italian Sausage. Don’t you tell us this doesn’t make you hungry.

We like this part the best. So often we don’t know what were eating. A Chicago Style Italian Beef? Easy, it’s meat, bread, juice and maybe some peppers, right? Not so fast…

The meat used to make an Italian Beef sandwich is beef. Typically it’s one of three different cuts of meat: sirloin rear, bottom round or top round. Bottom Round is by far the most popular which if you look at the graphic below it would be a 32 lb. cut of beef just above the shank on the outside of the steer’s hind legs.

Study and remember these cuts the next time you are shopping for beef in the grocery store.                                                                                                                        Source: Yzmo at the English language Wikipedia [GFDL (http://www.gnu.org/copyleft/fdl.html)

Most likely the cut used in Italian Beef is going to be from the Bottom Round because it’s lean and it’s the cheapest cut. However the meat isn’t as tender as some of the other cuts. To make the meat soft and delicious it’s roasted at a medium heat in a garlicky broth infused with Italian spices such as oregano. This style of roasting in a liquid is called a wet roast. Depending on the exact style of cut and how long the beef is roasted you could lose almost half of the weight during the cooking process. Yikes!

Once the beef is cooked it’s then sliced thin in a deli slicer and returned to it’s broth to cook some more before being served to you on an Italian roll with your choice of peppers – either sweet or hot.

You’re going to get your choice – sweet or hot peppers. Of course you could opt for neither, but if you take one or the other here is what you’re getting:

  • Sweet Peppers – the pepper is actually called the Friggitello, but you might here it in the streets called “Golden Greek”. We (Americans) will often times confuse this with a peperoncini – THIS IS NOT a peperoncini. Oh, and often times if you order sweet peppers on your Italian Beef you could get simply cooked green bell peppers, which is OK too.
  • Hot Peppers – Mmm. This is where it’s at! When you order hot peppers on your Chicago Style Italian Beef you aren’t simply going to get a couple of whole peppers thrown on there. You’re going to get a hot relish of pickled vegetables that INCLUDE peppers called Giardiniera. (Pronounced: JAR – DIH – NAIR – AH) This HOT style relish is a Chicago thing and we’ll often times add sport peppers to kick it up a notch. The remaining vegetables include carrots, celery, cauliflower, serrano peppers and gherkins. There can be an entire post on Giardiniera – which is a good idea…

Some places you can have them throw cheese on top, typically melted mozzarella. We’ve had it. It’s not bad – actually it’s quite good. However, there is just something that feels “right” about not getting cheese. No one is going to look at you crazy if you order a cheesy beef though.

And when you order you are definitely going to be asked “Wet or Dry?” This can throw a first-timer off. You might be wondering, “wait…what? it’s a sandwich..” Here is what you need to know to properly answer:

  • Wet: The beef gets pulled from the broth with tongs and is immediately put onto the Italian roll – most of the juices are soaked into the bread.
  • Dry: The beef gets pulled from the broth and the server gives the beef a chance to dry off. Most of the juices drip back into the pot and don’t make it to your bread.
  • Dipped: This is a thing. Beef sandwich is made and then with the tongs the ENTIRE sandwich is dipped into the broth. 100 out 100 in the flavor department, 100 out of 100 in the very soggy, kind of hard to eat department too.

Where to get Chicago Style Italian Beef

Johnnie’s Beef (Courtesy of TripAdvisor)

There are so many great places for Italian Beef in Chicago. We couldn’t possibly list them all. We’ll do our best to provide our favorites. If we forgot a place on this list add it to the comments section. In no particular order…

Al’s Beef – Many locations, one of the originals founded in 1938

Mr. Beef on Orleans – Another one of the originals – classic.

Johnnie’s Beef – One of our favorites – located just west of Chicago. Yum.

Portillo’s – A Chicagoland favorite – has a large menu of other foods too and many locations across the city.

Jay’s Beef – This place serves awesome beef sandwiches and is located in Wicker Park. So we like it. A lot.

Enjoy your Chicago Style Italian Beef sandwiches!

Chicago Neighborhood Guide: Lincoln Park

Lincoln Park really does have it all. Plenty of unique boutique shops, restaurants galore, a thriving nightlife, miles of park along Lake Michigan, North Ave Beach, Lincoln Park Zoo, a Nature Museum and more. It’s why we offer a Free 2 hour Guided Tour of Lincoln Park.

The easy part is deciding to visit Lincoln Park. The hard part is deciding on how long to stay and what exactly you should do. Let’s assume you have 1 full day to spend in Lincoln Park, here is what you should do.

Breakfast or Brunch?

breakfastLP

Orange Contemporary Brunch

First things first you’re going to need to get come food in your belly because you have a big day planned. If you’re visiting on a weekday we suggest stopping Orange Contemporary Brunch (2413 N Clark St) which is open everyday of the week at 8am. Make sure to try their orange peel coffee and a pancake flight. If you’re visiting on the weekends and want to try a special menu for brunch stop by Cafe Ba-Ba-Reeba (2024 N Halsted St) which serves a Spanish-inspired sweet and savory brunch menu starting at 9am on Saturday and Sunday. Our favorite is the Breakfast Paella which serves 2-3 people.

Get your shop on.

Regardless of where you fill up to start the day you’re next stop is going to be the Chicago Landmark Armitage-Halsted District. This is the center of the main shopping corridor in Lincoln Park. If you find yourself on Clark Street for breakfast make sure to stop in Aaron’s Apothecary (2338 N Clark St) and check out their fantastic selection of high-end candles & skin care. Estheticians are waiting to help you with any questions and make sure you leave with the right product.

Once you’re at the intersection of Armitage & Halsted you’re just a short walk to many of our favorite shops. Just west on Armitage is a great little stationary and gift shop – All She Wrote (825 W Armitage Ave). Just north on Halsted is a very unique place specializing in one-of-a-kind fragrances. Aroma Workshop (2050 N. Halstead Street) offers their guests an opportunity to create their very own fragrance with workshops and classes. Check their schedule and make an appointment or walk-in and see how it works. Continuing up Halsted you will not only be walking along one of Chicago’s most beautiful retail streets but you will come across a wide variety of shops as well. Groshek Art Gallery (2136 N Halsted St), Read It & Eat (2142 N Halsted St), & Calvin Tran (2154 N Halsted St) all line the west side of the street.

But don’t just take our word for it, explore the area on foot and pop into all the wonderful shops that line the streets. Soon you will have worked up a hunger and if you’re still in the Armitage-Halsted District then you’re going to have lots of options.

Lunch in Lincoln Park

Butcher & The Burger

Butcher & The Burger

Let’s assume that you’re still in the vicinity, here are the best walkable options.

Cheaper/Fast Eats

Affordable Sit Down

  • Pasta Palazzo – Handmade pastas and tasty sangria – need we say more?
  • Athenian Room – Greek sit down with a patio and BYOB policy.

Mid-Range

  • Summer House Santa Monica – This LEYE takes you to California ..in Lincoln Park.
  • Chez Moi – Serving French classics in a casual atmosphere with outdoor seating.

Mid Afternoon in Lincoln Park

Are you full? We hope so. Time work off some of those calories you ate and probably drank. And luckily there is just the activity to do that. Free Chicago Walking Tours has a Lincoln Park tour at 2pm that will start near the intersection of Armitage & Halsted. This is the perfect way to really see Lincoln Park.

Your guide will share with you the history of Chicago & Lincoln Park while winding your way way east through one of the most beautiful residential neighborhoods in Chicago and concluding the tour with a stroll through the Alfred Caldwell Lilly Pool and leaving you just steps from the Lincoln Park Conservatory & Lincoln Park Zoo – both free!

From there you will not want to miss grabbing a drink, and maybe an appetizer, at one of Chicago’s best rooftop bars – The J. Parker. Opening their doors at 5pm during the week and 11:30am on the weekends this place is a DO NOT MISS when the sky is clear. Enjoy amazing views of Lincoln Park and the Chicago skyline from the north – a perspective you do not get with rooftops in the Loop and River North.

After a couple of drinks it’s time to head back to your hotel and get ready for the night. There is still a lot of left to do.

Dinner

Pizza

  • Pequods – Our favorite deep dish pizza. If you haven’t had deep dish and you want to then go here. Please.
  • Chicago Pizza & Oven Grinder Co – Unique potpie-style pizzas served upside down. Always a wait so you know it’s good.

Lincoln Park Specialties

  • Twin Anchors – The best ribs in Chicago. No reservations, expect to wait.
  • The Barrelhouse Flat – Arguable the best bar in Lincoln Park with a small dinner menu. Make sure you visit their upstairs.
  • Social Table – Learn how to cook and meet others at this communal dining spot in Lincoln Park.

Our Favorites for Special Occassion

  • Riccardo Trattoria – delicious regional Italian cuisine in an intimate setting.
  • Intro – the hottest chef’s rotate every 3 months making sure your dinners are never the same.
  • North Pond – Michelin-starred with romantic setting overlooking the Chicago skyline.

And finally, after your dinner it’s time for dancing. And there is no single place we’d rather get our groove on than the world famous blues club Kingston Mines (2548 N Halsted St). This place opens at 7pm every single day (and has for 40+ year) and goes until 4am. Cover to get in is $12 during the week and $15 on the weekend – but is well worth the price. The music is unbelievable. The musicians are the most talented blues musicians in the city. We absolutely love this place.

 

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.