Chicago · FOOD

15 Food Experiences in Chicago Worth the Money

30 tours  ·  from $39 a head

The 15 best food experiences, each with what it costs, how long it takes and who it suits. Start with number one; it sits there for a reason.

Chicago Favorites Ultimate Food and Walking Tour - Hot dogs, Italian beef and the art of eating neatly
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Chicago Favorites Ultimate Food and Walking Tour

1.Chicago Favorites Ultimate Food and Walking Tour

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

Walk about 1.25 to 1.5 miles through downtown Chicago with a local English-speaking guide, stopping for deep-dish pizza, a Chicago hot dog, Italian beef, Garrett’s popcorn and a sweet treat. You’ll pass landmarks such as Millennium Park and the Chicago River. The tour lasts about three hours, includes food, and comes with a two-hour bike or kayak rental to use within three days before or after.

“Very fun, informative, and delicious tour of Chicago with our great guide Gabe, who was super personable and humorous. Highly recommend!”

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Chicago in a Day: Food, History & Architecture Walking Tour - Chicago River views and a stretch along the Mag Mile
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Chicago in a Day: Food, History & Architecture Walking Tour

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

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

Walk about 3 to 4 miles over roughly 4.5 hours with a local guide and no more than 11 other people. You’ll pass the Chicago Theatre, the Riverwalk, the Wrigley Building and Millennium Park, with tastings of Chicago favorites along the way. Guides have included Dave, Rich and Dash. Food is meant to add up to a meal, but the main tastings may come later in the tour.

“Informative; our guide Dave was passionate and knowledgeable. It was great to try Chicago’s iconic foods too!”

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Chicago Loop District Food Tour with Deep Dish & Beef Sandwich - The Loop route, stop by stop
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Chicago Loop District Food Tour with Deep Dish & Beef Sandwich

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

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

Spend about three hours walking Chicago’s Loop with a local food guide, tasting deep-dish pizza, Italian beef, a Chicago-style hot dog, popcorn, brownie, and a secret dish. Along the way, see the Rookery, Willis Tower, Calder’s Flamingo, and other downtown landmarks. Groups are capped at 12, and you can choose a private option.

“The food was excellent; truly representative of Chicago. Info. regarding the food and city was really interesting. I would take this tour again!”

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Chicago's Chinatown Food and Walking Tour - Xi’an flatbread and Sichuan heat
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Chicago’s Chinatown Food and Walking Tour

4.Chicago’s Chinatown Food and Walking Tour

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

Spend about three hours walking Chicago’s Chinatown with an English-speaking local guide and a small group of up to 15. The route pairs five restaurant and bakery tastings with stops at Chinatown Square, the Pui Tak Center and the Nine Dragon Wall. Come hungry: portions can add up to a full meal.

“What a great experience! I was able to taste food from different regions on China that are produced locally in the community as well as learning a bit about local Chicago history. The wonderful weather didn’t hurt at all. Highly recommend”

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Chicago Gangster and Food Walking Tour - Gold Coast: a classic Chicago hot dog
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Chicago Gangster and Food Walking Tour

5.Chicago Gangster and Food Walking Tour

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

Walk River North and the Gold Coast with a guide, hearing Chicago gangster stories as you sample steak, deep-dish pizza, and a Chicago hot dog. You’ll see the tunnel at Harry Caray’s and stop by Holy Name Cathedral, where bullet holes from a 1920s shooting are still visible. The tour lasts about two hours and caps groups at 15.

“Avery was awesome, he went above and beyond Great tour, wonderful tour guide We all had a great time Loved it Sue Hockman”

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Chicago: Gangsters and Food Tasting Walking Tour - The tunnel beneath Harry Caray’s
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Chicago: Gangsters and Food Tasting Walking Tour

6.Gangsters and Food Tasting Walking Tour

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

Walk about a mile through River North with a local English-speaking guide, sampling Chicago steak, pizza, and a hot dog while hearing stories of Capone-era gangsters. Stops include an old tunnel in Harry Caray’s restaurant, a former gangster hideout, and sites tied to notorious Chicago history. Guides such as Alan, Talia, and Baylor have led the tour.

“Our guide Baylor was great! She was well informed and friendly. The food was great. Our favorite part was going down to see hidden tunnel in Harry Caray restaurant. Thank you”

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Chicago: Classic Food & Walking Tour with Free Bike or Kayak - A downtown route with food between landmarks
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Chicago: Classic Food & Walking Tour with Free Bike or Kayak

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

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

Walk downtown with a local guide, stopping for deep-dish pizza, a Chicago hot dog, Italian beef, Garrett’s popcorn, and a sweet finish. The route links landmarks such as Millennium Park, Cloud Gate, the Riverwalk, and the Chicago Theatre on daytime tours. Your ticket also includes a two-hour bike or kayak rental, subject to seasonal and schedule limits.

“Our guide Jeff was incredibly knowledgeable, not only about the food we tried but about the history of the city, as well as the architecture. Jeff kept things moving and very upbeat throughout! I would rate Jeff as a five star guide! My husband and I just finished a two week tour of Greece and had many great guides during that time but Jeff was by far the best! Thank you Jeff from Rob and Shannon.”

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Chicago's West Side Foodie Ride Bike Tour - Fulton Market: meatpacking roots, burger and beer
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Chicago’s West Side Foodie Ride Bike Tour

8.Chicago’s West Side Foodie Ride Bike Tour

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

Start near Navy Pier, then pedal through Fulton Market, the West Loop, Wicker Park, Bucktown, Ukrainian Village, and Old Town. Your guide leads a small group on a four-hour ride with enough tastings for a hearty lunch: burger, taco, pizza, pierogi, toffee, and chocolate. Bikes, helmets, and bottled water are included.

“The custard at the hamburger stop was off the chart good. Tour guide was very knowledgeable. Food was great.”

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Chicago Food Tour: Taste the City’s Most Iconic Eats - Three famous bites in the Loop
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Chicago Food Tour: Taste the City’s Most Iconic Eats

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

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

Meet near the Chicago Theatre for a small-group walk through central Chicago, with a local English-speaking guide, stops for a Chicago-style hot dog, pizza, and Italian beef, and stories about the Loop and Riverwalk. The 1.5-mile route takes about two hours, and vegetarian food is available with advance notice.

“Brilliant tour and the guide really tailored it to our family. Great way to enjoy Chicago. Was very full up by the end. With food and knowledge.”

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Chicago: Food, History and Architecture Tour - The Pedway: Chicago below street level
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Chicago: Food, History and Architecture Tour

10.Food, History and Architecture Tour

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

Walk 3 to 4 miles through downtown Chicago, from the Pedway and landmark buildings to the Riverwalk and Millennium Park. Along the way, hear about Prohibition and city history, sample popcorn, a Chicago hot dog, deep-dish pizza and Italian beef, and get tips for exploring next. Groups are capped at 12; guides include Chicago native Dave and Dash.

“Chicago Dave was awesome! He gave us lots of Chicago native information and he was really into his job. Loved it!”

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Chicago Family Food and Bike Tour with Top Attractions - Lake Michigan’s trail and sandy beaches
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Chicago Family Food and Bike Tour with Top Attractions

11.Chicago Family Food and Bike Tour with Top Attractions

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

Ride about nine miles with Bobby’s Bike, Hike & Food Tours, stopping for Chicago-style pizza and other local bites while passing lakefront beaches, Millennium Park, Buckingham Fountain and more. A guide leads a group of up to 16, with bikes and helmets included. Expect a relaxed sightseeing pace, clear riding instructions and enough food to make a hearty lunch.

“Omar was fun, engaging and full of fun, historical facts about the Windy city. I would do this tour again in a minute!”

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Chicago: Taste of Chinatown Food and Cultural Walking Tour - A guide makes the food easier to understand
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Chicago: Taste of Chinatown Food and Cultural Walking Tour

12.Taste of Chinatown Food and Cultural Walking Tour

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

Start at Phoenix Restaurant and follow a local guide through Chicago’s Chinatown, tasting dim sum, hand-pulled noodles, cumin lamb flatbread, chili chicken, and an egg tart. Along the way, learn about the Gateway Arch, Zodiac Plaza, Nine Dragon Wall, and Pui Tak Center. Guides including Jeff and York have led past tours, though your guide may vary.

“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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Chicago: The Ultimate Foodie Walking Tour with Tasty Stops - A hot dog with Chicago rules
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Chicago: The Ultimate Foodie Walking Tour with Tasty Stops

13.The Ultimate Foodie Walking Tour with Tasty Stops

★★★★★★★★★★4.6 · 92 reviews · from $75Best value

Meet your English-speaking guide beneath the Chicago Theatre marquee for a two-hour, 1.5-mile walk and three food stops. Expect samples of a Chicago-style hot dog, deep-dish pizza and an Italian beef sandwich, plus stories about Chicago food, architecture and local life. Groups are capped at 12, and vegetarian options are available.

“all was good. Maybe different hot dog and beef on a bun could have been separate places”

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River North Food Walking Tour - Doughnut Vault: a sweet start
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River North Food Walking Tour

14.River North Food Walking Tour

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

Spend about three hours walking River North with a local guide, sampling Chicago deep-dish pizza, doughnuts, tacos, Italian fare, and sweets. The route also takes in the Wrigley Building and a large shopping center. Vegetarian options are available if you request them when booking.

“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.”

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Chicago: Secret Food Tour - The Harold Washington Library Center adds a pause
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Chicago: Secret Food Tour

15.Secret Food Tour

★★★★★★★★★★4.8 · 68 reviews · from $94

Visit six Loop locations on a three-hour Chicago food tour, sampling deep-dish pizza, gourmet popcorn, a Chicago-style hot dog, Italian beef, and a brownie. Your English-speaking guide adds stories about Chicago food and local sights, including the Harold Washington Library Center. Tours start at the library and cost $94 per person.

“We know the traditional fud of Chicago, very intersting”

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New in Food

★ 5.0Chicago Murder Mystery Food TourFrom $8217 reviews
★ 5.0Private Chicago Foodie TourFrom $2886 reviews
★ 4.5Chicago Food and Culture Walking TourFrom $3916 reviews
★ 3.0Chicago Food Tour with The Magnificent Mile and Millennium Park4 reviews
★ 4.2Chicago in a Day: Food & Walk Tour+Free Bike or Kayak RentalFrom $993 reviews
★ 4.7River North Walking Food TourFrom $9911 reviews
★ 4.8Westside Food Tasting Bike Tour with GuideFrom $9916 reviews
★ 3.4Food and Culture Walking TourFrom $397 reviews
★ 4.9Downtown Family Food Tour by Bike with SightseeingFrom $797 reviews

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