Chicago
The food tours: deep dish taken seriously, donut crawls taken seriously and neighborhood tastings that explain why this city argues about food with such confidence. Pace yourself; the slices are structural.
Explore Chicago’s top sights and iconic foods on this 3-hour walking tour, including deep-dish pizza, hot dogs, and scenic landmarks, with expert guides.
Most Popular“Go hungry, plenty to eat. Our Tour guide was funny, entertaining, and very knowledgeable about Chicago.”
Discover Chicago’s best donuts on a 2-hour walking tour through the Loop, sampling top bakeries with knowledgeable guides and inclusive options.
“Nick was awesome. Fun with lots of tidbits about the city. Understood that my daughter only wanted to try some of the doughnuts…did not push at all. Several breaks and opportunities to cool off and get drinks as needed. Would totally do again.”
Discover Chicago’s top landmarks, architecture, and local foods in a compact 5-hour tour. Perfect for first-timers seeking an authentic city intro.
“Dave was very knowledgeable & friendly. Freezing outside but still was able to provide a great experience both inside & outside! I would do this tour again.”
Discover Chicago’s iconic sights and delicious local foods on this 3-hour guided walking tour, sampling classic bites from deep-dish pizza to Italian beef.
“Spend a few hours learning about Chicago history, architecture and food! We walked around the Loop, filled our stomachs with sweet and savory, and enjoyed learning about the city. Our tour guide, Mike, was knowledgeable, friendly, and funny. Would definitely recommend this tour!”
Discover Chicago's vibrant Chinatown through a 3-hour guided walking tour featuring authentic food tastings, cultural insights, and historic sights.
“What a wonderful experience we had with our guide Mickey. Knowledgeable, charismatic and super funny. The food was an added plus. We got to enjoy all the foods of China town which we would never try by ourselves. Thank you so much again.”
Discover Chicago’s diverse pizza scene on this guided 3.5-hour tour exploring four neighborhoods, sampling iconic styles from deep dish to coal-fired.
“Hands down the highlight of our trip. Jamie was a fantastic guide with a great love and knowledge of pizza! I would highly recommend this tour to anyone visiting Chicago. In addition to all the different styles of pizza, you are get a chance to…”
Discover Chicago’s gangster past and iconic foods on this 2-hour walking tour with tastings, historic hideouts, and stories of Capone’s era.
“Peyton was a great host. Really interesting and knowledgable. The tour was fantastic with lots of lovely food.”
Discover Chicago's iconic flavors and sights on a 3-hour guided food tour, with free bike or kayak rentals, led by friendly, knowledgeable guides.
“it was fun and learned tons of stuff about the city!”
Discover Chicago’s architecture, food, and history on a 4.5-hour guided walking tour. Enjoy tastings, iconic landmarks, and insider stories with a small group.
“We had such a great time on the Chicago Food, Architecture & History Tour with our guide Dave! He was super engaging and shared lots of fun and interesting stories about the city and its architecture. The food stops were amazing – we got to…”
Experience Chicago’s diverse neighborhoods and cuisines on this 4-hour bike tour, sampling local foods, enjoying scenic views, and exploring vibrant districts.
“This trip was incredible. What a wonderful way to visit some of the neighborhoods of Chicago and experience some of the cuisine. Our guide Tryfon was excellent. He was very engaging and always made sure the group was together and safe. I highly recommend this…”
Discover Chicago’s iconic foods and landmarks on this 2-hour guided tour blending tastings of hot dogs, deep-dish pizza, and more in River North.
“I really enjoyed this tour. The food items represented on this tour truly gave my the Chicago culinary experience. The guide was very knowledgeable and gave a real good history of the foods. I would recommend! Thank you!”
Discover Chicago’s best pizza styles on this engaging 2-3 hour walking tour through River North, the Loop, and Magnificent Mile, led by expert guides.
“John was excellent and the restaurants were great. John, a self-proclaimed ‘Pizza Nerd’ was a guide with so much knowledge we enjoyed ourselves and learned a lot. Next time in Chicago do this tour. We even got to try a Turkey dinner pizza at Robert’s.”
Explore Chicago’s architecture, history, and iconic dishes on a small-group tour, combining insider stories, landmarks, and local flavors for a memorable experience.
“Our guide Dash was very passionate about showing us around the City of Chicago. He knows a lot about the history of Chicago and I really wanted everyone to have a great time. I loved the food tasting part. Overall, it was an absolute amazing…”
Explore Chicago on a guided bike tour blending top sights with delicious local foods. Perfect for first-timers and families seeking authentic experiences.
“This was so fun. We actually got a great tour of the city. We were even able to try great food and snacks along the way! Great job! ❤️👍🏽”
Discover Chicago's Chinatown through a 2.5-hour food walking tour featuring authentic regional dishes, cultural insights, and lively guides for an enriching experience.
“York was an excellent guide. Had time for everyone to talk about the history of Chinatown, and the restaurants he brought us to were brilliant.”
The river runs through an architecture lesson, and the lake applauds.