Chicago Highlights: Architecture & Food Tour

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
(1038 Ratings)
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Courtny_j
Jul 19, 2025
A good decision - Great fun way to see Chicago in a day!!! The walk was reasonable and pleasant. Chicago Dave was an amazing. A great way to learn about the rich history of Chicago from a proud native. He made the tour interesting, fun, and most importantly personable. By the end of the tour he went from Chicago Dave our tour guide to my friend Dave from Chicago
Review provided by Viator
Companion26139257388
Jul 14, 2025
The best of Chicago! - Rich our tour guide was very knowledgeable and personable! If your new to Chicago this is the tour to book. He guides you around the city and gives all the history on the city landmarks. The second part of the tour is delicious! We went to some historic eateries for a true taste of Chicago classic foods, yum! We had a great time and I would highly recommend this tour!
Review provided by Tripadvisor
Abby_l
Jul 13, 2025
We had such a fantastic... - We had such a fantastic time with Chicago Dave in this walking tour! Dave is extremely knowledgeable and passionate about the city, which made the experience so much fun. He somehow remembered everyone’s name, which made it feel super personal from start to finish. We brought our 9-year-old daughter, and Dave went out of his way to include her in the stories and activities—she really enjoyed it! The tour was packed with fascinating facts about the buildings, history, and culture, and the food tasting was a fun highlight. It’s cool that trying Chicago’s famous hot dog, Italian beef, and deep dish pizza was all included in the price. Highly recommend—such a great way to explore and eat your way through Chicago!
Review provided by Viator
Megan
Jul 12, 2025
Best Chicago architecture and food tour! - Dash with Intrepid was knowledgeable and friendly. The tour was amazing and I highly recommend. Hits several aspects of tourism for Chicago. I feel like the walking tour gets you so much closer to the architecture too. Loved every minute of it.
Review provided by Tripadvisor
Le_s
Jul 12, 2025
Dash (our tour guide) was... - Dash (our tour guide) was EXCELLENT!!! This is a great way to see and experience the city of Chicago.
Review provided by Viator
Lisa_l
Jul 11, 2025
Wonderful tour - Our tour guide Dash was super knowledgeable. Very patient and always making sure everyone was happy and having a good time.
Review provided by Viator
O3320lumayk
Jul 11, 2025
Great way to send time in Chicago and some great ideas of what to do next…the ribs were amazing! - Had an amazing time Dave is great so knowledgeable and passionate about his city with lots of tips of what you can do next the Two Anchors ribs were incredible thanks Dave
Review provided by Tripadvisor
Saviol943
Jul 10, 2025
Chicago in a nutshell! - Dash was an excellent guide. Through his wealth of knowledge I learned so many new things about Chicago even after having lived here for over 25 years! e.g. 60 miles of tunnels. I have taken visiting family and friends on the architecture river tour, but found this one even more interesting and engaging. I would recommend this one if you had to pick one, although if you have time, you should do both.
Review provided by Tripadvisor
Elliot
Jul 9, 2025
A must! - Dash was an awesome tour guide and left me feeling very well informed at the end of my the day! He was very considerate to all members of the group and constantly ensured we were comfortable. Can’t recommend the tour highly enough for anyone that is wanting to know more about the city!
Review provided by Tripadvisor
Melinda_w
Jul 9, 2025
Fun and Very Informative Tour -- Dash Was Amazing! - We had a great time on our walking and food tour with our guide, Dash! He was funny, engaging, and very attentive to everyone in our small group. Sampling some of the iconic foods Chicago is known for was a blast. We highly recommend this tour—but be sure to wear comfortable shoes, as there’s quite a bit of walking involved!
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).