Chicago in a Day: Food, History & Architecture Walking Tour
Overview
Available languages
4 hours 30 minutes
Mobile ticket
Immerse yourself in Chicago's rich history and vibrant culinary scene on this captivating walking tour. Discover the city's iconic architecture and Prohibition-era charm while indulging in delectable local cuisine. From deep-dish pizza to hidden gems, savor the flavors of Chicago as a knowledgeable guide unveils the city's culinary secrets and fascinating history.
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.
Cancellation Policy
For a full refund, cancel at least 24 hours before the scheduled departure time.
What‘s Included
Hear stories of Chicago’s past — from Prohibition to the Great Fire and immigrant history
Explore top sights & hidden gems — Riverwalk, Magnificent Mile, Pedway, Wrigley Building
Taste Chicago's iconic eats — deep-dish pizza, hot dog, Italian beef & more included
Led by expert local guides — passionate storytelling from true Chicago insiders
Enjoy a personal, relaxed, and interactive experience - Small group size (max 12)
Travel for good — run by a certified B Corp committed to ethical, responsible tourism
Visit Millennium Park & The Bean — snap pics at Chicago’s most famous modern landmark
Gratuity
Drinks and additional food
What To Expect
The Chicago Theatre
We begin under the dazzling Chicago Theater marquee, famous from movies, before diving into the lively streets of the city.
Chicago Pedway
Weather permitting, we'll explore the Chicago Pedway, a network of underground tunnels used daily by locals and commuters, especially in winter.
Options
Private Chicago in Day
Small Group Chicago in a Day
Reviews
1,139 reviews
Total reviews and rating from Viator & Tripadvisor
Highly recommended!
chris44591,
Nov 19, 2025
- Review from Tripadvisor
5.00The 4.5 hours with Rich were exciting and entertaining from start to finish. Rich knows a lot to tell and has answered all the questions. The tour through Chicago's culinary highlights is 100% recommended to every European!
Great tour and such a great experience
marianamQ718UL,
Nov 14, 2025
- Review from Tripadvisor
5.00Great tour and tour guide! Dave was Very knowledgeable and friendly. The tour went at a perfect pace and covered the best parts of the city. Would recommend this!
Excellent Experience!
456susannak,
Nov 13, 2025
- Review from Tripadvisor
5.00We had a wonderful time! It was the best thing for our book. The food was amazing and we really fell in love with the city. Dash did an amazing job and we highly recommend!
Amazing walking tour of Chicago architecture and food
rosiey2014,
Nov 9, 2025
- Review from Tripadvisor
5.00Love the tour. Our guide Rich was very knowledgeable about the history, buildings and the food of the city. Saw a lot of beautiful buildings and great food. He was nice and friendly. Enjoyed very second!
Must do tour with Chicago Dave
Shari C,
Nov 7, 2025
- Review from Tripadvisor
5.00Dave is amazing! He knows so much cool stuff about Chicago- learning about the history, the architecture and of course the food was awesome! He made it a very fun day - I highly recommend this tour and Chicago Dave!!!
Fabulous Tour!!
A5774WCshannonw,
Nov 4, 2025
- Review from Tripadvisor
5.00Rich was an excellent and knowledgeable guide. Beautiful architecture and so much food. I highly recommend this tour as a great way to see Chicago highlights.
Fabulous way to get a taste of Chicago!
K7790WHalexandras,
Nov 4, 2025
- Review from Tripadvisor
5.00A great way to spend our first day in Chicago. A fabulous guide - Dave. He not only gave us an excellent tour but took into consideration our interests and tailored according. Thank you.
Great Chicago experience!
kylejZ8162KY,
Nov 3, 2025
- Review from Tripadvisor
5.00Very enjoyable! Rich had a lot of interesting stories and history to share. It was a great way to see a lot of Chicago and sample some delicious food in just a few hours.
Go for the tour. Stay for the dogs.
V3249FGjeffh,
Nov 2, 2025
- Review from Tripadvisor
5.00Dave provided us with an interesting and entertaining tour of the city. His extensive knowledge and energetic enthusiasm created a very memorable experience!
Architecture and Food Tour
Doane B,
Oct 30, 2025
- Review from Viator
5.00Love seeing the sites and hearing about the history. The Cultural Center was amazing! Food tours was wonderful. A taste of all their specialties in Chicago! Popcorn, Deep dish Pizza , Beef Roll and a Chicago hotdog! Plus Rich gave us other great food options/restaurants to visit! The Art Museum wasn’t on the tour but Rich guided us to the museum. A must seeing for Art Lovers. Amazing trip, would highly recommend.
-20% off
From US$80.76Was US$100.95
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Operated by Intrepid Urban Adventures - USA