Chicago Day Tour: Food, History, Architecture
718 Ratings

Prepared to explore the finest of Chicago accompanied by a city native? Participate in our amazing city tour featuring a mix of Chicago’s prime highlights: magnificent old and modern architecture, delectable local delicacies and famous Chicago-style meals, a distinctive Chicago transit ride, breathtaking views of the river, and so much more!

Duration: 5 hours
Cancellation: 1 day learn more
  • 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.
What's Included
  • Transportation between tour halves
  • Savor Chicago’s famed foods like a Chicago-style hot dog
  • Indulge in iconic Deep dish pizza at a renowned Chicago pizzeria
  • Explore with a professional English-speaking local guide
  • Experience Chicago through 5 Food Stops with 5 Food Samples
  • Receive recommendations for other attractions and dining options
  • Marvel at Chicago’s stunning architecture, both historic and modern
  • Enjoy classic Chicago snacks including Chicago-style popcorn and homemade chocolate
  • Try the quintessential Chicago sandwich: Italian beef
What's Not Included
  • Gratuity
  • Drinks and additional food
Additional Information
  • 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.
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
(718 Ratings)
5 stars
4 stars
3 stars
2 stars
1 star
Mar 23, 2024
Fun time - Rich was an excellent guide. The pace was just right and we learned things we next would have seen without a guide.
Review provided by Viator
Mar 21, 2024
I earned my steps - Kevin the guide was great. I really enjoyed myself. I haven't had a hotdogs in 20+ (I'm not a vegan just haven't had one) but the Chicago dog was great. Learning a few hidden gems about Chicago are things I will take home a share. I wouldn't mind doing this tour again when the weather is warm.
Review provided by Viator
Mar 18, 2024
Incredibly Beautiful Buildings - Even with wind chill temps in the mid-20s, this tour was totally worth it. We toured buildings and saw things we would have never seen on our own. Highlights included the Chicago Cultural Center, Palmer Hotel and Macys. We did both the Architectural and food tours. Both were great. Dave is super knowledgeable and shared so many stories.
Review provided by Tripadvisor
Mar 17, 2024
So much information! - Dash was a great guide- he’s a wealth of information about the city and obviously loves it. He did a great job running interference for us with the crowds on st. Patrick’s day and adapting the itinerary to give us the best experience possible
Review provided by Viator
Mar 16, 2024
Best Tour in Chicago!!! - Chicago Dave was such an amazing tour guide. It’s clear, through his passionate tour, that he loves his home”town” of Chicago!Dave was not only entertaining, knowledgeable, and fun, he made us feel like family! Our teens were engaged and later said the tour was the best part of our whole trip to Chicago! The adults wholeheartedly agree!!!
Review provided by Tripadvisor
Mar 16, 2024
A great day out - I loved the tour! Dave did a fantastic job in showing us the sights of Chicago and introducing us to the foods of the city. You better go hungry. I learned a lot through the fun and insightful stories told and enjoyed spending time with the rest of the group too. It was easy to get to know group members through the easy-going and inclusive environment created. Would definitely recommend! Thanks again Dave for an awesome day out.
Review provided by Tripadvisor
Mar 13, 2024
Architecture and food favorites! - Our guide was amazing! The knowledge of the city was impressive. We saw many amazing sights, followed by some absolutely delicious food!
Review provided by Viator
Mar 12, 2024
Perfect introduction to Chicago - My two teens and I were visiting Chicago for the first time for a college tour. We only had 48 hours to explore and get a feel for the city, so this seemed like the best way to pack in a lot in a short amount of time. I'm so glad we chose to do this tour our first morning in Chicago. Dash was a great guide, very personable and fun with lots of knowledge to share about the town, architecture and art scene in the city. We saw all the good stuff, ate good food and he even introduced us to riding the train which helped us to navigate the city a little easier for the remainder of our stay. Would highly recommend to anyone planning a trip to the Windy City.
Review provided by Viator
Mar 11, 2024
A wonderful experience with an amazing g guide! - Our tour guide Tall Dave was an amazing wealth of knowledge. He was easygoing, happy to answer any questions and t had a great route planned for the day. He went above and beyond, recommending other things to do while we were there and even took the time to drop us off at our next adventure after the tour! There were four of us traveling together and we unanimously agree that the tour was well worth the money spent and would recommend it if you are visiting Chicago!
Review provided by Viator
Mar 10, 2024
A tour guide not to be missed - What an incredible tour Dash has a great depth of knowledge of his city. We had a incredible day listening and discovering the secrets of Chicago. The food was certainly unique to the city. We travelled from Australia and came away feeling very fulfilled spending the afternoon with Dash he is lots of fun too❤️
Review provided by Tripadvisor
Select Date and Tickets
up to 9 guests
1 Adult
April 2024