Chicago Walking Tour: History & Cuisine

Embark on an epic Chicago day tour with a local guide. Explore the city’s architecture, indulge in delicious local treats, and soak in stunning river views.

Duration: 4 hours, 30 minutes
Cancellation: 24 hours
Highlights
  • The Chicago Theatre - Start the journey beneath the iconic Chicago Theatre marquee, renowned from films, before venturing into the vibrant city streets.
  • Chicago Pedway - If the weather allows, explore the Chicago Pedway, a series of underground tunnels frequented by locals and commuters, especially during winter.
  • **City of Chicago - City…
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
    -…
What's Not Included
  • Gratuity
  • Drinks and additional food
Additional Information

Explore Chicago’s fascinating history and lively food culture on this engaging walking tour. Experience the city’s renowned architecture and the allure of the Prohibition era while enjoying delicious local dishes. From deep-dish pizza to hidden treasures, relish the tastes of Chicago as an expert guide reveals the city’s culinary delights and intriguing…

Location
The Chicago Theatre
North State Street
The Chicago Theatre (underneath the marquee), 175 N. State Street, Chicago, IL 60601
Cancellation Policy

For a full refund, cancel at least 24 hours before the scheduled departure time.

Customer Ratings
4.9
(1103 Ratings)
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Marissa_m
Oct 5, 2025
Our tour guide was very... - Our tour guide was very knowledgeable and provided us with resources and facts which I appreciated. When doing another guided tour we would definitely request to have him again.
Review provided by Viator
Xu
Oct 4, 2025
What a fantastic way to know Chicago inside and out! - Dave was very knowledgeable about Chicago’s history. He took us to local eateries like Luke’s. Their hotdogs were insanely good!
Review provided by Tripadvisor
Robin_b
Oct 3, 2025
Fabulous - Awesome tour!! Dave the Tour guide was phenomenal!!! We saw all of the sights that are what the city is known for and some hidden gems. We also got to sample the food Chicago is known for. The tour did not disappoint!!! We loved every minute. Our group was about 11 people. We all bonded and day couldn’t have been any better!!! Fabulous!!! Bravo to Dave who was humorous, informative and awesome!!!
Review provided by Viator
Robin
Oct 2, 2025
Everything you need to see in the beautiful city of Chicago, all the foods Chicago is known for , wrapped in 1 super tou - This tour was one of the best I’ve done and I have done many in the USA and Europe. Dave our tour guide was prompt, knowledgeable, funny, flexible and a wealth of info about Chicago. We started our tour and hit all the best and famous parts of the city. We saw the Bean, Marshall Fields(that was nothing like I’ve ever seen in a store), the sears tower, and many other places. We heard a lot about the beautiful architecture and stories that were quite humorous and informative about each place. We got to taste a lot of Chicago’s famous foods. The mint and chocolate candies, the Chicago popcorn mix, the beefsteak sandwich , eggplant parm sandwich, Chicago’s famous hotdogs and deep dish pizza. We were so full!!! We had a great group of people , all from different places and we all bonded. By the end of our day we were exchanging phone numbers with everyone!!! Dave, we loved you. You’re a great guy and a fabulous tour director!!! We all were happy, learned something’s we never knew and went back to our hotels with full bellies. I highly recommend this tour if you’re going to be in Chicago, and I highly recommend going with Dave!!! He is the best
Review provided by Tripadvisor
Fowlerbuzz
Oct 2, 2025
Awesome tour! - This tour was an excellent combination of Chicago tourist sites and food culture. Rich was an awesome guide! It was like exploring the city with a friend who knows all the good spots to eat and what to see. Highly recommend!
Review provided by Tripadvisor
Laurasgw
Oct 2, 2025
Do not miss this tour with Dave - Walking tour with Dave was amazing. We went to so many of Chicago famous buildings, saw the architecture inside and out. We went to Marshsl fields, the Bean, for pizza, hot dogs, beef snd cheese. Dave told us do much about history of Chicago. Best tour I’ve ever been in in any city.
Review provided by Tripadvisor
Rayhi62
Oct 1, 2025
Great day in the Windy City - Our guide, Rich, was excellent. Very knowledgeable of the architecture and history of Chicago. He was able to answer all of our questions. Bathroom breaks were ample. Beautiful buildings, colorful history. Food was delicious, especially the Italian beef sandwich. Highly recommend.
Review provided by Tripadvisor
Shortbutdeadly
Sep 30, 2025
Great tour that is a must - This was an amazing tour and our guide was so knowledgeable. We loved that it was a small group tour which meant that you could easily ask questions. Would recommend that when going to Chicago to take up this tour, as it enhances your knowledge of the city.
Review provided by Tripadvisor
Kim_t
Sep 28, 2025
Really interesting tour... - Really interesting tour and the food was great. Dave was interesting and knowledgeable - we really enjoyed the tour!
Review provided by Viator
Ann_n
Sep 27, 2025
Well paced with a lot of... - Well paced with a lot of sights, info and food packed in the short time frame. I have some knowledge about Chicago and our guide, Dave, was accurate and well researched.
Review provided by Viator
From $97
up to 12 guests
1 - Adult
Cancellation: Free cancellation up to 24 hours before the start of your experience (local time).