CHICAGO · ILLINOIS
The best of Chicago.
The 15 best food & drink tours in Chicago, with honest prices, run times and who you book through. Which ones are worth your time downtown, and what each one actually gets you.
Taste Chicago classics on a 3-hour walking tour with deep-dish, Italian beef, hot dogs, brownie and popcorn plus a free 2-hour bike or kayak.
Most Popular“Great exposure to the iconic Chicago food items. Fran also did a great job explaining the architectural high points on our tour route.”
Deep-dish, hot dog, Italian beef and Chicago skyline stories on a small-group 4.5-hour walk with the Pedway and The Bean.
“I was only in Chicago for a couple of days and this tour covered a lot in a few hours. I’m definitely glad I did it. There was even a guy in your with us who lived in Chicago for a couple of years and he loved it too.”
A 3-hour Chicago Loop walk pairing deep-dish pizza and Italian beef with iconic landmarks, ending by Cloud Gate at Millennium Park.
“We had a lot of fun walking through Chicago, trying delicious food, and learning tons of history! Our tour guide, Eliot, took a great photo of us in a popular place for wedding photos! Highly recommend this tour!”
Taste regional Chinese dumplings, noodles, Sichuan heat, and Portuguese egg tarts on a 3-hour Chinatown walk with landmark stops.
“This was a wonderful cultural experience with interesting experiences and restaurants we would’ve never found on our own. Our guide was knowledgeable and enjoyed learning the history about Chicago’s Chinatown. The walking was easy and enjoyed honestly every food stop. To learn about Chicago”
Prohibition-era gangster stories meet Chicago food in 2 hours. Small-group walk with Harry Caray steak, deep-dish pizza, and dawgs.
“Had a great tour with Baylor. We were the only ones on this tour so had all of her knowledge directed at us only. Interesting tour and Baylor was very chatty and friendly!”
Chicago gangster food walk with Capone-style tunnel access, River North stories, and tastings of deep dish pizza, steak, and a Chicago hot dog.
“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!”
3-hour guided Chicago classic food walk with deep-dish pizza, hot dogs, Italian beef, brownies, plus free 2-hour bike or kayak rental.
“Gabe made it so fun & interesting. Felt very safe. He was great at navigating around crowds, etc. We plan on repeating this tour with friends!!”
A 2-hour Chicago food walk through the Loop, Riverwalk, and iconic classics, with enough tastings for a real meal and plenty of local tips.
“100% would recommend and do it again! Dave was absolutely fantastic and I had the BEST time! This was the highlight of my trip 😊”
A 4-hour Chicago bike-and-food tour hitting the lakefront, parks, riverwalk, Navy Pier, and classic tastings like deep-dish pizza.
“Absolutely great! Got to see so much of the city and learned a lot as well! Ria was a great tour guide! Highly recommend!”
Taste 5 authentic Chinese dishes on a 3-hour Chinatown walking tour in Chicago, with tea, dim sum, landmarks, and culture stories for $84.
“Our guide, Jeff, made the tour so interesting with his knowledge of the history of Chinatown and his entertaining stories. The food was delicious and varied.”
A 5-hour small-group Chicago tour mixing Prohibition-era architecture and classic food tastings, ending at Millennium Park and the Bean.
“Dash was a wonderful guide. We visited a lot of buildings and he explained the architecture and history. He spoke clearly and was easy to hear. The food stops were exactly as expected.”
Taste River North in 3 hours with a local guide: Doughnut Vault, Lou Malnati’s, XOCO and more, plus lunch for $89.
“Our guide was very friendly and provided a lot of interesting information about the stops we visited. The food was awesome as well!”
Chicago holiday food and sights on foot. Small-group 3-hour hike with Christkindlmarket, Millennium Park skating, and classics like deep dish.
“We really loved this tour. Brooke was knowledgeable with great energy. Loved her! One suggestion. During holidays when kriskrindlmarket cups are available, serve last stop hot chocolate in them for people taking tour.”
A 3-hour Secret Food Tour in Chicago’s Loop with six stops, classic bites, and a high-energy local guide. Great value for food lovers.
“Ben was an exceptional host! He made our small work trip incredibly enjoyable, blending fun Chicago trivia with a genuine, relatable style. We truly appreciated learning about the city's hidden gems.”
Private 3-hour Chicago Loop food tour with deep dish, Italian beef, a hot dog, and architecture stops near Millennium Park.
“Need to walk and be hungry. This was an awesome combination of history of Chicago food but all history.”
From the river and the skyline to the gangster trails, the lakefront and the deep-dish counters, every way to spend a day in the city.
