The 15 Food Tours in Chicago That Earn Their Price

1.Chicago Favorites Ultimate Food and Walking Tour

★★★★★★★★★★5.0 · 1,962 reviews · 3 hours (approx.) · from $84Our pick

Walk about 1.5 miles through downtown Chicago with an English-speaking guide such as Gabe, Fran, or Jessika. Sample deep-dish pizza, a hot dog, Italian beef, Garrett popcorn, and a brownie or gelato, then use the included two-hour bike or kayak rental within the allowed dates.

“Very fun tour full of delicious food. Great portions and a nice variety. Walking was just right in between stops to digest! Had two young teens with us and they enjoyed the tour as well. Would recommend!”

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2.Chicago in a Day: Food, History & Architecture Walking Tour

★★★★★★★★★★5.0 · 1,153 reviews · 4 hours 30 minutes (approx.) · from $100

Spend about 4.5 hours walking Chicago with a local guide such as Dave, Rich, or Dash. See the Chicago Theatre, Pedway, Riverwalk, Magnificent Mile, Millennium Park, and The Bean, with enough pizza, hot dog, Italian beef, and other samples for lunch.

“It’s a great tour, really felt that I learned something , while having a great time. Rich was one of the most knowledgeable guides I’ve ever had on a tour. He made me want to come back.”

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3.Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

★★★★★★★★★★5.0 · 870 reviews · 3 hours (approx.) · from $84

Walk Chicago’s Loop with a local food guide, stopping for sausage deep dish, Italian beef, a Chicago hot dog, popcorn, brownie, churro, and a secret dish. Guides such as Danny, Eliot, Lance, and Mike add architecture and city stories. Groups are capped at 12.

“Make sure you are hungry when you arrive because there is a ton of food! The whole experience was 5 star. Lots of history mixed with great cuisine. Eliot was easy going and made the tour fun!”

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4.Chicago’s Chinatown Food and Walking Tour

★★★★★★★★★★5.0 · 600 reviews · 3 hours (approx.) · from $79

Spend about three hours walking Chicago Chinatown and eating your way through five generous tastings. Your English-speaking guide introduces Cantonese, Xi’an, and Sichuan food, plus landmarks such as Chinatown Square, Pui Tak Center, the Gateway, and Nine Dragon Wall. Groups are capped at 15.

“This tour was fantastic! Our guide, Greg was fun, knowledgeable and informative. My husband and I loved everything about this tour and learning about China town. The food was fantastic!”

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5.Chicago Gangster and Food Walking Tour

★★★★★★★★★★5.0 · 471 reviews · from $79

Follow a guide such as Ty, Taka, Avery, or Baylor through River North and the Gold Coast for three Chicago tastings and Prohibition-era stories. See a secret tunnel at Harry Caray’s, eat pizza in a former gangster’s mansion, and view Tommy Gun bullet holes at Holy Name Cathedral.

“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!”

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6.Gangsters and Food Tasting Walking Tour

★★★★★★★★★★4.6 · 228 reviews · 2 hours · from $81

Walk about one mile through River North with an English-speaking guide such as Alan, Baylor, or Talia. Visit former gangster haunts, enter an old tunnel linked to Capone, and taste Chicago staples including steak, pizza, and a Chicago hot dog. Tastings add up to a full lunch.

“Baylor was very knowledgeable and easy to spend time with during the tour. We enjoyed her company! The food was fantastic and everything was very organized. Highly recommend!”

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7.Classic Food & Walking Tour with Free Bike or Kayak

★★★★★★★★★★4.9 · 145 reviews · 3 hours · from $84

Spend three hours walking central Chicago with a local guide such as Jeff, Julia, James, or Gabe, tasting deep dish, a hot dog, Italian beef, brownie, and Garrett’s popcorn. Day tours visit Millennium Park and Cloud Gate, while evening tours add gelato or churro and Chicago after dark.

“I had a awesome time with Kelly and the group. We got to see a bit of Chicago and taste some delicious food on the way. Everything was well organized an dinteresting.”

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8.Chicago’s West Side Foodie Ride Bike Tour

★★★★★★★★★★5.0 · 112 reviews · 4 hours (approx.) · from $99

You’ll pedal from Streeterville through Fulton Market, West Loop, Wicker Park, Bucktown, Ukrainian Village, Old Town, and River North, stopping for generous tastings along the way. Guides such as Wyatt, Joe, Gabe, Lou, and Tryfon mix local stories with a relaxed ride for up to 14 people.

“This was an awesome tour: great food, great company, and a fantastic tour guide. I felt very safe riding around Chicago with Gabe, our tour guide. He made the tour alot of fun with interesting and entertaining narration of the history of the areas we visited and foods we sampled. If you are going to do one tour in Chicago, this is the one to do.”

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9.Chicago Food Tour: Taste the City’s Most Iconic Eats

★★★★★★★★★★5.0 · 111 reviews · 2 hours (approx.) · from $78

Spend about two hours tasting Chicago-style hot dog, pizza and Italian beef while walking from the Chicago Theatre through the Loop and Riverwalk. Guides such as Dash, Dave, Rich and Kevin add city history, food lore and practical tips. Groups are capped at 12, with private options available.

“Our guide Dash went above and beyond! We were running late to get to our tour and since we were the only people on the tour, he came to meet us and he changed the route on the fly so we still got to eat all our classic Chicago foods at historic Chicago locations. Then, at the end of the tour, Dash shared tons of links with his other Chicago recommendations. Awesome! My kids (2 and 4) loved it too!”

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10.Food, History and Architecture Tour

★★★★★★★★★★4.8 · 104 reviews · from $99

Spend 4.5 hours walking Chicago with a local English-speaking guide, visiting the Pedway, Riverwalk, Chicago Cultural Center, and Millennium Park. Taste popcorn, a Chicago hot dog, deep-dish pizza, and Italian beef. Guides such as Dave, Dash, and Rich bring local stories to a small group of up to 12.

“Wallach was a terrific tour guide. The tour was really fun and interesting. We saw and learned so much about Chicago!”

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11.Chicago Family Food and Bike Tour with Top Attractions

★★★★★★★★★★5.0 · 98 reviews · 4 hours (approx.) · from $79

Ride a comfort bike for about four hours through Chicago’s lakefront, parks, Gold Coast, Riverwalk, Millennium Park, and Navy Pier. Your guide, such as AJ, Joe, Paul, or Brooke, leads the way while food stops serve deep dish pizza, Chicago-style hot dogs, Italian beef, and gelato. The tastings add up to lunch.

“We were in the city for the weekend only. We brought along our 9month old to the tour and it worked out fantastic. Paul was great at highlighting important city attractions and kind enough to wait when our son got a little fuzzy.”

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12.Taste of Chinatown Food and Cultural Walking Tour

★★★★★★★★★★4.9 · 97 reviews · 3 hours · from $84

Spend three hours tasting dim sum, Xi’an lamb flatbread, dry chili chicken, hand-pulled noodles, and egg tarts while exploring Chicago’s Chinatown. Guides including Jeff, York, and Alex add food knowledge, neighborhood stories, and practical ordering help.

“We really enjoyed our tour. Our guide Jeff was very knowledgeable and fun to be with. The food was very good and do much of it.”

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13.The Ultimate Foodie Walking Tour with Tasty Stops

★★★★★★★★★★4.6 · 92 reviews · from $75

Spend two hours tasting Chicago classics with an English-speaking guide in a group of up to 12. Try a Chicago-style hot dog, deep-dish pizza, and Italian beef, then get local tips for food, sights, and easy access to the L.

“Learning things about the community and history of the area”

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14.River North Food Walking Tour

★★★★★★★★★★4.5 · 88 reviews · 3 hours (approx.) · from $89

Walk Chicago’s River North with a small group and a local guide, stopping for a Doughnut Vault sweet, Lou Malnati’s deep dish, XOCO tacos, Italian fare, and dessert. Guides such as Adelina, Ravi, Sann, and Ben have led engaging tours, with vegetarian options available.

“Along with the food, you get stories and info about the food, and great general info about Chicago. More than enough food to be a long lunch. Lots of walking but plenty to see and stories enjoy along the way so it goes by easily. End of tour is different location than starting point (20 min walk away), so plan accordingly when considering parking or your next activity. We had a great time.”

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15.Secret Food Tour

★★★★★★★★★★4.8 · 68 reviews · from $94

Spend three hours tasting Chicago staples at six Loop locations with an English-speaking guide such as Danny, Sue, or Ben. Expect deep dish pizza, gourmet popcorn, a no-ketchup hot dog, Italian beef, a brownie, drinks, and a short look inside Harold Washington Library.

“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”

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