Tag Archives: free chicago walking tours

Chicago Pedway Tour: Exploring the City Hidden Below the Streets

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Somewhere below the Loop, there is a whole other Chicago. The Chicago Pedway is a network of underground tunnels and overhead bridges connecting more than 40 downtown buildings across roughly 5 miles of pathways. It has shops, restaurants, a barber, and enough hidden corners to keep you exploring for hours. A guided Chicago Pedway tour is the best way to actually find all of it, because without one, you will get lost almost immediately.

What Is the Chicago Pedway?

The Chicago Pedway is the city’s underground and above-ground walkway system, built across three levels of the Loop: below the street, at street level, and on elevated bridges between buildings. The system started small in 1951, when two downtown city blocks were connected underground. Over the next seven decades, it grew into one of the largest and most labyrinthine urban walkway networks in the United States.

Today, the Pedway runs through City Hall, the Thompson Center, the Chicago Cultural Center, and dozens of other buildings along Randolph Street, Washington Street, and Wacker Drive. You can walk underground from the Red Line at Washington Station all the way toward the lakefront without ever seeing the sky. It connects hotels, office towers, parking garages, government buildings, and transit stations in one continuous indoor pathway.

The catch: it is notoriously hard to navigate. Signage is inconsistent. Corridors dead-end unexpectedly. Some passages are only open during business hours. Without a guide who knows the system, most visitors wander in circles for a while, eventually surface back onto Wacker Drive, and wonder what they missed. That is where a guided tour makes all the difference.

What You’ll See on a Chicago Pedway Tour

A guided Chicago Pedway tour covers the most interesting parts of the underground system, with stories about the buildings, the history, and the people who built the city below the city. Here is what a typical tour includes:

  • City Hall and the Daley Center: The government nerve center of Chicago, connected underground to the broader Pedway network. The Daley Center plaza above is home to a famous untitled Picasso sculpture, but the underground section has a character all its own.
  • The Chicago Cultural Center: Built in 1897 as the city’s first public library, the Cultural Center features two of the most stunning Tiffany glass domes anywhere in the world. The Pedway passes nearby, and a good guide will bring you inside.
  • Underground shops and services: Scattered throughout the Pedway are a surprising number of businesses, including coffee shops, a currency exchange, a barber, and restaurants that have been serving Loop workers for decades.
  • Passages and skyways: The system is not just underground. Elevated bridges connect buildings at the second-floor level across several blocks. Walking from a tunnel to a skybridge and back gives you a sense of just how ambitious the whole project was.

Why the Pedway Is Perfect for Cold or Rainy Days

Chicago winters are serious. The city sits on the southwestern shore of Lake Michigan, which funnels Arctic air off the water and straight down the street canyons of the Loop. Wind chills of -20 degrees Fahrenheit are not unusual in January and February. The Pedway was built, in part, as a practical solution to that problem: a way for Loop workers and visitors to get around without fighting the elements.

A Chicago Pedway tour works in any weather. Rain, snow, cold, or heat, the temperature underground stays steady and you are sheltered the entire time. For visitors who arrive in November or February expecting outdoor Chicago and find themselves staring at a polar vortex, the Pedway tour is the best call in the city. It is one of the most interesting tours on its best days, and on a bad weather day, it is unbeatable.

Summer visitors should not skip it either. The Pedway has a completely different energy in July, when tourists are packed along the Riverwalk and the lakefront. Down below, it is quieter, cooler, and full of locals. You will see a side of downtown Chicago that most tourists never find. If you enjoy that kind of insider experience, also check out our guide to hidden gems in the Loop for more spots worth discovering.

How to Take a Guided Chicago Pedway Tour

Free Chicago Walking Tours runs a guided Pedway Underground Tour through the heart of the Loop. The tour is tip-based, meaning there is no upfront cost. You pay what you think it was worth at the end. Our guides wear red shirts so they are easy to spot at the meeting point. The tour runs about two hours and covers the most interesting sections of the underground system, with stories about Chicago architecture, city history, and the quirks of the Pedway itself.

If you want to pair the Pedway with more time above ground, the Chicago Total Loop Tour covers the skyline from Willis Tower to Millennium Park and makes a great companion to the underground experience. And for some genuinely surprising Chicago history before your visit, the 15 Cool Chicago Facts post is a fun read.

Chicago Pedway Tips Before You Go

  • Go on a weekday if possible. Many Pedway sections run through office buildings that restrict access on weekends. A weekday tour sees more of the system fully open.
  • Wear comfortable shoes. The Pedway is all flat walking, but you will cover a surprising amount of distance over two hours.
  • Bring a light layer in winter. The underground tunnels are heated, but some passages connect through lobbies where doors open to the street. Temperatures can shift.
  • Do not try to self-navigate without a map. The lack of consistent signage has confused locals who have worked downtown for years. A guide is worth it.
  • Look up as well as around. Some of the most interesting architectural details in the Pedway are overhead: ceiling designs, lighting systems, old signage, and elements from different renovation eras stacked on top of each other.

Frequently Asked Questions About the Chicago Pedway

How long is the Chicago Pedway?
The Chicago Pedway spans roughly 5 miles of tunnels and elevated walkways, connecting more than 40 buildings in the Loop. Not all sections are open to the public at all times, since many run through private office buildings.

Is the Chicago Pedway free to walk through?
Yes, the Pedway itself is free to access. The guided Pedway tour from Free Chicago Walking Tours is also tip-based, so there is no upfront admission cost.

When is the Chicago Pedway open?
Most public sections are open during standard business hours, roughly 6 AM to 10 PM on weekdays. Some sections have limited weekend access. A guided tour is the best way to make sure you are seeing sections that are currently accessible.

What is the best time of year to visit the Chicago Pedway?
The Pedway tour is great year-round, but it is especially popular from November through March when Chicago winters make outdoor tours tough. It is also a smart pick on rainy summer days.

Can you eat in the Chicago Pedway?
Yes. There are food options throughout the Pedway, including coffee shops, sandwich counters, and small restaurants that mostly serve the weekday Loop crowd.

How is the Pedway tour different from other Chicago walking tours?
Most Chicago walking tours focus on the skyline, street-level architecture, or specific neighborhoods. The Pedway tour goes underground and inside buildings, showing visitors a part of the city that most tourists never see. It is one of the most unique tour experiences in Chicago.

Book Your Chicago Pedway Tour

Ready to explore the underground city? The Chicago Pedway Underground Tour books up fast on weekends, so grab your spot early. Reserve on the Free Chicago Walking Tours homepage and let a local guide show you the city below the city.

Chicago Style Italian Beef

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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

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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 Pizza

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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

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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

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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.

Website: http://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!

Website: http://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.

Website: https://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.

Website: http://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!

Website: http://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.

Website: http://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

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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]

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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

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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

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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!