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“It wss a great experience. MJ knows his stuff. The food is good at nice places. It was better than expected.”
Discover Chicago’s best donuts on a 2-hour walking tour through the Loop, sampling top bakeries with knowledgeable guides and inclusive options.
“Lizzy was amazing. She was so up beat and very knowledgeable of the donut shops as well as landmarks along the way. She was a delight on a cool Sunday morning.”
Discover Chicago’s top landmarks, architecture, and local foods in a compact 5-hour tour. Perfect for first-timers seeking an authentic city intro.
“Informative; our guide Dave was passionate and knowledgeable. It was great to try Chicago’s iconic foods too!”
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.
“Great time, great food, great tour! Favorite display location: Library; Favorite food: pizza Lance was great!!”
Discover Chicago's vibrant Chinatown through a 3-hour guided walking tour featuring authentic food tastings, cultural insights, and historic sights.
“Really loved our guide, Greg. Was very knowledgeable about the area and different food. Food was amazing!”
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.
“I had a group of 12 ranging from 19-82 years old to celebrate my husband’s 60th birthday. Everybody enjoyed it. We had a variety of more than enough pizza and James was entertaining and very informative. It was great to be transported around different areas…”
Discover Chicago’s gangster past and iconic foods on this 2-hour walking tour with tastings, historic hideouts, and stories of Capone’s era.
“This was a really fun tour that provided a blend of Prohibition era history with tastings of delicious food. Baylor was a great guide and we had a lot of fun learning about the North Side Gang and trying the food. Especially loved the Chicago…”
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.
“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.
“The Food was delicious. Fun bike ride through the streets of Chicago. Lou was a wonderful and knowledgeable tour guide.”
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.
“Our tour guide Dash was wonderful!! He shared a lot of history, took us to the best spots for each food item and took us on the train as a surprise. I highly recommend this tour if you are looking for something to do for…”
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.
“Our guide was Super knowledgeable. Gave us a great tour with entertaining details and interesting history .”
Explore Chicago’s architecture, history, and iconic dishes on a small-group tour, combining insider stories, landmarks, and local flavors for a memorable experience.
“Chicago Dave was awesome! He gave us lots of Chicago native information and he was really into his job. 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.
“AJ was an amazing tour guide. Good instructions before the ride for safety and tips. Almost too much food to eat!! We had a great time seeing different areas of the shoreline part of the city. Our youngest was 12 and our oldest was 57,…”
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.
“The tour was awesome, a good portion of food and they did a great job at accommodating different dietary restrictions.”
The river runs through an architecture lesson, and the lake applauds.