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“Fun, funny, and informative guide (Gabe)!! Learned a lot about the food, history, and architecture of Chicago! Nice variety of delicious food!”
Discover Chicago’s best donuts on a 2-hour walking tour through the Loop, sampling top bakeries with knowledgeable guides and inclusive options.
“Could not have loved this tour more! I was traveling with my 10yo and Jackson was so good to include her! Doughnuts were great too!”
Discover Chicago’s top landmarks, architecture, and local foods in a compact 5-hour tour. Perfect for first-timers seeking an authentic city intro.
“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.”
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.
“Michael was our tour guide and he was excellent. He even helped us find parking on the street .The tour starts with a short visit inside the library which was the meeting spot. He had lots of stories to tell, and he was very entertaining.…”
Discover Chicago's vibrant Chinatown through a 3-hour guided walking tour featuring authentic food tastings, cultural insights, and historic sights.
“Lillian was amazing. Knowledgeable about the area and the food. Gave sinner recommendation. A great variety of Chinese food and easy walking.”
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.
“It was fun, entertaining, and informative. Talia was so knowledgeable and passionate. I would recommend this tour to everyone. And I had my first hotdog with a sport pepper. So good!”
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.
“Fantastic tour! Excellent history whilst walking around Chicago. Food was awesome and so much of it!”
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.
“For a first time visitor it was absolutely awesome. Dave (Tall Dave) was incredibly knowledgeable and so accommodating. Will highly recommend this.”
Experience Chicago’s diverse neighborhoods and cuisines on this 4-hour bike tour, sampling local foods, enjoying scenic views, and exploring vibrant districts.
“Seeing the neighborhoods in Chicago and trying new food. Everything is planned out and it’s an easy ride.”
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.
“It was a great tour of the city and we had wonderful Chicago food. Very informative and entertaining. Our tour guide Dash was excellent. We would do another tour with him.”
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.
“James was a quintessential pizza genius. His sense of humor and knowledge about Chicago make this tour a must do. Highly recommend!”
Explore Chicago’s architecture, history, and iconic dishes on a small-group tour, combining insider stories, landmarks, and local flavors for a memorable experience.
“Fantastic. Dash, our guide, was enthusiastic, knowledgeable, and kind. Food was delicious. Just loved it.”
Explore Chicago on a guided bike tour blending top sights with delicious local foods. Perfect for first-timers and families seeking authentic experiences.
“Anderson, our bike tour guide, is very knowledgeable, accommodating and very approachable She did a great job. The deep dish pizza, the Chicago hotdog and the gelato are superb. Cheers to her.”
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.
“So good! And so much food! It was so worth it and we are happy we booked the tour”
The river runs through an architecture lesson, and the lake applauds.