Chicago


FOOD TOURS · WORLDWIDE

13 Best Chicago Tours

The ones worth booking.

The 13 chicago tours worth booking. A short list of the ones travellers come home raving about, with prices, run times and who runs them.

13 Best Chicago Tours

Chicago Loop District Food Tour with Deep Dish & Beef Sandwich - The Walking Route: What You See Between Tastings
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Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

Chicago Gangster and Food Walking Tour - River North: the best kind of history stop, the kind you can see
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Chicago Gangster and Food Walking Tour

2.Chicago Gangster and Food Walking Tour

A 2-hour Chicago River North walk that pairs Prohibition-era gangster stories with classic eats: steak, Chicago dogs, and deep dish.

★ 5.0

“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!”

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Chicago: Gangsters and Food Tasting Walking Tour - Pizza, Steak, and the Chicago Hot Dog: What You’ll Actually Eat
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Chicago: Gangsters and Food Tasting Walking Tour

Chicago: Classic Food Walking Tour with Bike or Kayak Rental - Three hours of classic tastings: pizza, dogs, Italian beef, brownies
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Chicago: Classic Food Walking Tour with Bike or Kayak Rental

4.Chicago: Classic Food Walking Tour with Bike or Kayak Rental

Three-hour Chicago classic-food walk with tastings, Millennium Park and Riverwalk sights, plus free bike or kayak rental for 3 days.

★ 4.8

“The tour was fantastic and led by Joe, who was a well informed and engaging guide. The food we sampled was great, and represented Chicago at it's best. Could not recommend this tour highly enough.”

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Chicago's West Side Foodie Ride Bike Tour - Fulton River District and Fulton Market: Burger, Beer, and Tech-Walk-by Energy
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Chicago’s West Side Foodie Ride Bike Tour

5.Chicago’s West Side Foodie Ride Bike Tour

Ride Chicago’s West Side on a small-group bike tour with generous tastings across Fulton Market, Wicker Park, Ukrainian Village, and Old Town.

★ 5.0

“Great way to see a non-touristy side of Chicago. Enjoyed riding through the neighborhoods and sampling diverse foods. Great for foodies who want exercise as well”

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Chicago Food Tour: Taste the City’s Most Iconic Eats - Deep-dish pizza and Italian beef: how to handle meat-forward choices
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Chicago Food Tour: Taste the City’s Most Iconic Eats

Chicago: Taste of Chinatown Food and Cultural Walking Tour - Meeting at Phoenix Restaurant, then settling into an easy walking rhythm
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Chicago: Taste of Chinatown Food and Cultural Walking Tour

7.Chicago: Taste of Chinatown Food and Cultural Walking Tour

Chicago Chinatown Food and Cultural Walking Tour: 5 regional tastings, tea, egg tarts, dim sum, plus Gateway Arch and Nine Dragon Wall in 3 hours.

★ 4.9

“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!”

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Chicago: The Ultimate Foodie Walking Tour with Tasty Stops - Meeting at the Chicago Theatre and getting oriented fast
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Chicago: The Ultimate Foodie Walking Tour with Tasty Stops

8.Chicago: The Ultimate Foodie Walking Tour with Tasty Stops

Chicago Loop foodie walking tour with hot dog, deep-dish pizza, Italian beef, and a local dessert plus insider tips for $75.

★ 4.6

“The River North area of Chicago is an area rich in shopping and good food. This tour encompasses the essence of the food the immigrants who settled here brought with and adapted to their new home. We sampled two similar yet different hot dog recipes from two separate restaurants. I’ve never had a hot dog…”

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River North Food Walking Tour - Where you meet (and why the ending location matters)
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River North Food Walking Tour

9.River North Food Walking Tour

A 3-hour River North food walking tour with 5 iconic stops, insider stories, and enough tastings for a real lunch at $89.

★ 4.5

“Adelina was an awesome tour guide, and the food stops were amazing and different, giving us a wide range of experiences! We had pizza from Lou Malnati's, donuts from Firecakes, ice cream from Cafe Creamery and pork carnitas tacos from Xoxo, delicious!”

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Chicago: The Ultimate Foodie Walking Tour with Tasty Stops - Meeting at the Chicago Theatre and getting oriented fast
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Chicago: The Ultimate Foodie Walking Tour with Tasty Stops

10.Chicago: The Ultimate Foodie Walking Tour with Tasty Stops

A 2-hour Chicago River North food walk with 3 classic tastings, small groups of 12, and guide-led city stops from Millennium Park to the Loop.

★ 4.6

“The tour was great! The food choices were delicious. Our guide Rich was so interesting to talk with and we learned a lot of Chicago background. I highly recommend the tour.”

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Chicago: Secret Food Tour - How the 3-hour format keeps the food fun (not a slog)
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Chicago: Secret Food Tour

11.Chicago: Secret Food Tour

A 3-hour Loop food and drinks tour with six classic Chicago bites, big local-guide energy, and stops at landmarks like the Harold Washington Library.

★ 4.8

“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.”

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Private Chicago Food Tour with Deep Dish and Beef Sandwich - Start at 400 S State St: How the Tour Sets the Pace
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Private Chicago Food Tour with Deep Dish and Beef Sandwich

Delicious Donuts & Sweet Treats: West Loop Walking Tour - Do-Rite Donuts & Chicken: Rotating Flavors Plus an Optional Chicken Detour
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Delicious Donuts & Sweet Treats: West Loop Walking Tour

13.Delicious Donuts & Sweet Treats: West Loop Walking Tour

A 90-minute West Loop donut crawl with four Chicago sweet stops, local food stories, and stops ending at Sawada Coffee.

★ 5.0

“We had an amazing time on this donut and food tour through Chicago! Each stop featured award-winning donuts with a unique and delicious variety—something for every kind of sweet tooth. The selections were creative, fresh, and full of flavor. Our guide brought great vibes, keeping the group engaged and adding fun facts along the way.…”

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