Chicago in a Day: Food, History and Architecture Walking Tour

based on 697 reviews

Duration:5 hours (approx.)
Location: Chicago, Illinois

From $131.54

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Ready to discover some of the best Chicago has to offer with a local by your side? Join us on an epic tour of some of the city’s greatest hits: incredible architecture both old and new, delicious local treats and iconic Chicago dishes, a uniquely Chicago transit ride, stunning river views and much more!

WHAT'S INCLUDED

WHAT TO EXPECT

1. The Chicago Theatre
We start our tour under the dazzling marquee of the Chicago Theater (where you might recognize the neon sign from the movie musical Chicago) before heading off into the bustling city.
2. Chicago Pedway
We’ll then head towards the Chicago Pedway. This unique feature of Chicago is used by locals and commuters daily to move about the city in a network of underground tunnels — especially necessary during the Midwest winters. We’ll head back above-ground near City Hall, and on most weekdays, be able to head inside to see the classic interior design and architecture.
3. City of Chicago - City Hall
We will pass by the City Hall-County Building, commonly known as City Hall. that houses the seats of government of the City of Chicago and Cook Count
4. Chicago River
You’ll enjoy feeling like a local as you zip past buildings and catch even more awesome views. If your guide takes you on a water taxi, you’ll be seeing the Chicago skyline from a totally different perspective, as well as sharing in the daily commute of local Chicagoans late for work.
5. Wrigley Building
We will pass the Wrigley Building, that it is located on the Magnificent Mile directly across Michigan Avenue from the Tribune Tower. Its two towers in an elaborate style were built between 1920 and 1924 to house the corporate headquarters of the Wrigley Company.
6. Tribune Tower
We'll pass by Tribune Tower, a 463-foot-tall (141 m), 36-floor neo-Gothic skyscraper located at 435 North Michigan Avenue.
7. Millennium Park
We’ll end up in the picturesque Millennium Park, home to the iconic Bean sculpture. Here (or nearby), your guide will conclude your tour and point you in the right direction toward more amazing sights, great lunch spots, or a drink recommendation inside one of the most amazing spaces in the city. Note that the Bean sculpture is under construction until Spring 2024 and views will be limited.
8. Cloud Gate
We will pass by the Cloud Gate, a public sculpture by Indian-born British artist Anish Kapoor, that is the centerpiece of AT&T Plaza at Millennium Park in the Loop community area of Chicago.
9. River North
Your food tour starts with a very well-known Chicago fare: the Chicago-style hot dog. Every Chicagoan has his or her own preference as to how the dog should be made, and you’ll get a chance to try your guides’ favorite version. Next up is the world-famous Chicago deep-dish pizza! An entire meal unto itself, this staple of the Chicago food scene originated in River North in the 1940s, when workers and families needed filling dishes at low prices. Your guide will take you to a pizza place that’s an icon to Chicago natives to try the real deal for yourself. After you’ve filled up on pizza and hot dogs, you’ll take a stroll through two more establishments, each one essential to Chicago’s food culture. We’ll then continue our tasting journey with a classic Chicago sandwich: Italian beef. You’ll sample this sandwich in a real Chicago institution — no-frills decor included!
10. Historic Water Tower
We will pass by the beautiful water tower that was constructed to house a large water pump, intended to draw water from Lake Michigan. Built in 1869, it is the second-oldest water tower in the United States.
11. The Loop
Stroll through the main streets near the Loop Chicago which offers a wonderful concentration of museums, restaurants, bars and historic landmarks uniquely mixed with modern architecture, shops and art galleries.

ADDITIONAL INFO

• Wheelchair accessible
• Infants and small children can ride in a pram or stroller
• Service animals allowed
• Public transportation options are available nearby
• Transportation options are wheelchair accessible
• Suitable for all physical fitness levels
• This is a child-friendly walking tour. Children under the age of 6 are permitted to join this tour free of charge.
• Please note: food options and portion sizes will vary depending on the season and where we stop that day but the total amount of food included will be equal to a full meal.
• Suitable for all ages and fitness levels, but please note that this tour covers between 4.8 to 6.4 km (3-4 miles) of walking.
• We can accommodate vegetarian options but cannot accommodate other food allergies or dietary preferences. Please notify us in advance if you have any dietary requests.
• Experiences happen rain, shine, or snow. Please dress accordingly.
• Note that the Bean sculpture is under construction until Spring 2024 and views will be limited.

CANCELLATION POLICY

Posted By : samanthacQ8983CN
Dash was a great tour guide! He knew so much about the city and answered any and all questions we had. Would highly recommend this tour!
Rating : full ratings
Posted On : 2023-12-27 18:37:03

Posted By : Yveline_S
Wonderful interaction, courteousness, and knowledge of our tour guide. Another excellent experience!
Rating : full ratings
Posted On : 2023-12-27 10:35:02

Posted By : Michael_B
Tall Dave was very informative, insightful with travel tips, and took us to see some really cool places with beautiful architecture we would have never found on our own.

We sampled all the foods Chicago's known for (deep dish pizza, hot dog, Italian beef sandwich) and it's twist on mixing sweet and salty popcorn.
Rating : full ratings
Posted On : 2023-12-26 20:21:30

Posted By : Z7290KMnikkib
We highly recommend this tour. Dash was an AMAZING tour guide. He is super knowledgeable and personable -- really the best guide we could have asked for. We live in Chicago and still learned so, so much! We learned about the history from Indigenous people to today, and he showed us hidden gems that made us appreciate our city so much more. Walking the city, we got to see gorgeous and intricate interior designs that we would have missed in a boat or bus tour. Even in winter, it was well worth our time and money. You won't regret booking this tour.
Rating : full ratings
Posted On : 2023-12-23 17:37:42

Posted By : jo_opedrom159
Amazing experience with a kind and nice tourist guide named Rich! With you dont know which tourist guide to choose, I really recommend him
Rating : full ratings
Posted On : 2023-12-20 11:07:58

Posted By : Dan_D
Dash was an exceptional guide. We saw amazing architecture, learned of the city's past and tasted authentic "Chicago dishes".
The 5 hrs flew by
Rating : full ratings
Posted On : 2023-12-17 21:09:42

Posted By : 381dand
Amazing tour! Dash is very knowledgeable and passionate about Chicago and that made for a great tour. We learned quite a bit about Chicago and in fact are now planning on a return trip to see the spots we weren't able to visit on this trip. We highly recommend both the tour and Dash for anyone visiting Chicago!
Rating : full ratings
Posted On : 2023-12-16 17:25:55

Posted By : 952whitneyr
Had such a great time learning about the city in many different ways! The guide was very fun to be around and very rich with knowledge of the city. Highly highly recommend this tour!
Rating : full ratings
Posted On : 2023-12-12 13:06:08

Posted By : Claire_G
This tour was excellent. Dave was friendly, knowledgeable and respectful. We were able to visit places we never had known about from previous visits to Chicago.
The second half of the tour included stops for Chicago hot dogs, Italian beef sandwiches and deep dish pizza. All were delicious. My only feedback would be to space out the tasting stops throughout the tour instead of grouping them all together. We were very full afterward and I think I would have enjoyed each item more had there was more time between each item.
Rating : full ratings
Posted On : 2023-12-11 10:58:33

Posted By : 72dianneb
David is a fantastic tour guide! Very personable, easy to listen to, and very knowledgeable about the history of Chicago. We have been here a number of times but never knew about the library or underground walk ways! I highly recommend this tour.
Rating : full ratings
Posted On : 2023-12-10 23:29:42