Chicago in a Day: Explore Food, History, and Iconic Architecture
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
1,023 reviews
Total reviews and rating from Viator & Tripadvisor
Chicago in a Day!
Anne L,
Jun 30, 2025
- Viator
5.00So fun! Dash was great guide, and did great checking with how everyone was doing on the hot summer day! We loved the insight that Dash gave us into the city & architecture, it was a great start to our trip!
Great tour!
Peter T,
Jun 30, 2025
- Viator
5.00Amazing! Dave was very knowledgeable and made sure everyone had a good time. Food was amazing, especially the beef sandwiches and hot dogs. Would do this again!
Excellent! Our tour guide...
Daniel C,
Jun 29, 2025
- Viator
5.00Excellent! Our tour guide Dave L. was very informative, personable, and welcoming and made the tour an entertaining and enjoyable experience! Building architecture and food may not seem to go together under normal circumstances but they combine here to give you a detailed immersive dive into Chicago's history and culture. Highly recommended!
Quality tour. Highly recommended!
Myran T,
Jun 26, 2025
- Viator
5.00Rich was great tour guide. The tour is very detailed and accommodating. I love the aspect of being able to walk through large section of the city.
Very interesting and...
Yeong K,
Jun 21, 2025
- Viator
5.00Very interesting and informative. Tiffany fans will be happy. Food tastings were good as well. Chicago dog, Italian beef, deep dish.
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Operated by Intrepid Urban Adventures - USA