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“Gabe gave us a great tour…not only food but the city, the architecture and history of the city. My husband and I cannot recommend this tour enough. Ask for Gabe!”
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.
“This was such a fun experience and a great way to taste all of the must haves from Chicago! Our guide, Eliot, was super fun and knowledgeable and gave us a great tour. 10/10 would recommend.”
Taste regional Chinese dumplings, noodles, Sichuan heat, and Portuguese egg tarts on a 3-hour Chinatown walk with landmark stops.
“It was a great tour of Chinatown! Our guide, York, was so knowledgeable! In addition to tasting a wide variety of Chinese food, we learned so much from York about the history of Chinatown! Highly recommend.”
Prohibition-era gangster stories meet Chicago food in 2 hours. Small-group walk with Harry Caray steak, deep-dish pizza, and dawgs.
“My husband booked a last minute tour and our guide Avery was great! He was so knowledgeable about the history of Chicago and we learned so much. It was so nice meeting new people and exploring a little! I highly reccomend this tour. The food we sampled was also excellent!”
Chicago gangster food walk with Capone-style tunnel access, River North stories, and tastings of deep dish pizza, steak, and a Chicago hot dog.
“Allan did an amazing job on the WHOLE tour. Kept us informed and eager to go onto the next stop.”
3-hour guided Chicago classic food walk with deep-dish pizza, hot dogs, Italian beef, brownies, plus free 2-hour bike or kayak rental.
“Our guide, James, was penomenal. He was not originally from Chicago, but had learned the city like a native. He had a great spirit and brought our small group together to learn about each other and his background. Having just done the food tour with Get Your Guide in Venice, with 6 stops and smaller…”
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.
“It was such a fun experience to hear about Chicago architecture mixed with food! We loved the pizza and donuts especially! Dave does many tours so we look forward to using him again when we head back to Chicago!!!”
A 4-hour Chicago bike-and-food tour hitting the lakefront, parks, riverwalk, Navy Pier, and classic tastings like deep-dish pizza.
“Paul was AMAZING! We were so glad that we did this bike trip! Really allowed us to see the city and feel the vibe! The BEST!”
Taste 5 authentic Chinese dishes on a 3-hour Chinatown walking tour in Chicago, with tea, dim sum, landmarks, and culture stories for $84.
“What a delicious informative Tour. The Guide, Jeff, was brilliant, informative and had very good knowledge about the topic spiked with personal suggestions”
A 5-hour small-group Chicago tour mixing Prohibition-era architecture and classic food tastings, ending at Millennium Park and the Bean.
“I had a day to kill in the middle of February and got this tour instead of a specific architecture or food tour. The first few hours included snacks and architecture, the last few hours was the food tour. I learned a lot and definitely appreciate the time and effort that goes into planning a…”
Taste River North in 3 hours with a local guide: Doughnut Vault, Lou Malnati’s, XOCO and more, plus lunch for $89.
“Really enjoyed the unique food places that I never would have known about. Really great to get the history of River North. Sann was our tour guide and did a fantastic job!! Very welcoming, professional, interesting and made the tour perfect in every way.”
Chicago holiday food and sights on foot. Small-group 3-hour hike with Christkindlmarket, Millennium Park skating, and classics like deep dish.
“Hi, I had Lilian for our group leader. I know I didn’t spell her name right but she was wonderful. I loved hearing about the history and everything of Chicago. I have been to Chicago in 2008 but had not taken this tour before obviously cause this Read more”
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.
“Tour had the perfect mix of sights and ofc the food. The food stops itself were great. Sue is a great tour guide and is one of the most prepared tour guide I had ever the pleasure to be on a tour with”
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.
