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“Fran did an amazing job sharing her city with us! She brought us to all of the popular spots and the food was amazing.”
Discover Chicago’s best donuts on a 2-hour walking tour through the Loop, sampling top bakeries with knowledgeable guides and inclusive options.
“This was a great tour. Jackson was very engaging and upbeat. Made the trek through very cold weather fun. The donuts were very good. Great variety. This is not your run of the mill tour. Take it you won't be disappointed.”
Discover Chicago’s top landmarks, architecture, and local foods in a compact 5-hour tour. Perfect for first-timers seeking an authentic city intro.
“From beginning to end the tour was a fantastic way to see the city. Dave was an amazing tour guide who gave us the perfect balance of historical facts at each stop, time to wander, keep us moving to the next destination, and even was…”
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.
“What a great day to walk the town and enjoy the food and architecture. Danny our guide was amazing!!!! Our favorite food was the Vienna hotdog.”
Discover Chicago's vibrant Chinatown through a 3-hour guided walking tour featuring authentic food tastings, cultural insights, and historic sights.
“Great tour experience with AJ! Learned amazing history about the neighborhood and ate some soulful Chinese food.”
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.
“Awesome pizza tour. James was a good speaker and very funny. We visited four different pizza places in the city”
Discover Chicago’s gangster past and iconic foods on this 2-hour walking tour with tastings, historic hideouts, and stories of Capone’s era.
“Talia was a mega tour guide, so much knowledge and funny. There was just the right amount of food stops/talking - loved it!”
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.
“James was amazing and fun. I really enjoyed the time we spent with him. He was very informed and kept us engage during the tour. Very much appreciated.”
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.
“Chicago Dave was exceptional he was animated and engaging funny and informative. Saw so much from my childhood that I didn’t remember or know. The fact of tour was a mix of everything I love about Chicago. We were fortunate enough to have a small…”
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.
“One of the best food tours we’ve been on in the U.S.! Chicago Dave knows his city and its food well and had the perfect balance of seeing things, hearing about the history, and of course eating some amazing Chicago delicacies. My only advice -…”
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.
“Relaxed easy going tour good explanation about the different types of pizzas and how they are made enjoyed comparing the different types of pizza”
Explore Chicago’s architecture, history, and iconic dishes on a small-group tour, combining insider stories, landmarks, and local flavors for a memorable experience.
“One of the best city tours I have done. I have been to Chicago many many times and I learned oodles. Chicago Dave made the tour interactive. They keep it a small group, so no microphones and headsets. Dave was born and raised in the…”
Explore Chicago on a guided bike tour blending top sights with delicious local foods. Perfect for first-timers and families seeking authentic experiences.
“Amazing experience, highly recommended if you want to see Chicago from a different perspective. AJ and Kelly were great guides”
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.
“Our guide Jeff was amazing! Knowledgeable about Chicago, Chinatown history and current events and of course - food! We were in a group tour but felt like a private tour. Highly recommend!”
The river runs through an architecture lesson, and the lake applauds.