Chicago · FOOD & DRINK

15 Food & Drink Experiences in Chicago to Plan a Day Around

27 tours  ·  from $39 a head

Chicago weather decides a lot, so these 15 food & drink experiences come with the facts that matter before you commit: price, length and the traveller verdict on each.

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

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!”

Check availability →Read our full review

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

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!”

Check availability →Read our full review

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

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!”

Check availability →Read our full review

Chicago's Chinatown Food and Walking Tour - Xi’an flatbread and Sichuan heat
Chicago Food Tours, Chicago Heritage Tours, Chicago Tours, Chicago Walking Tours, Food, Food & Drink, Tour Reviews, Tours

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”

Check availability →Read our full review

Chicago Gangster and Food Walking Tour - Gold Coast: a classic Chicago hot dog
Chicago Food Tours, Chicago Gangster Tours, Chicago Tours, Chicago Walking Tours, Food, Food & Drink, Tour Reviews, Tours

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”

Check availability →Read our full review

Chicago: Gangsters and Food Tasting Walking Tour - The tunnel beneath Harry Caray’s
Chicago Food Tours, Chicago Gangster Tours, Chicago Tours, Chicago Walking Tours, Food, Food & Drink, Tour Reviews, Tours

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”

Check availability →Read our full review

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

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.”

Check availability →Read our full review

Chicago Food Tour: Taste the City’s Most Iconic Eats - Three famous bites in the Loop
Chicago Food Tours, Chicago Tours, Food, Food & Drink, Tour Reviews, Tours

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

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

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

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.”

Check availability →Read our full review

Chicago: Food, History and Architecture Tour - The Pedway: Chicago below street level
Chicago Architecture Tours, Chicago Food Tours, Chicago Tours, Food, Food & Drink, Historical Tours, Tour Reviews, Tours

Chicago: Food, History and Architecture Tour

9.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!”

Check availability →Read our full review

Chicago Family Food and Bike Tour with Top Attractions - Lake Michigan’s trail and sandy beaches
Chicago Bike Tours, Chicago City Tours, Chicago Food Tours, Chicago Tours, Food, Food & Drink, Tour Reviews, Tours

Chicago Family Food and Bike Tour with Top Attractions

10.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!”

Check availability →Read our full review

Chicago: Taste of Chinatown Food and Cultural Walking Tour - A guide makes the food easier to understand
Chicago Food Tours, Chicago Heritage Tours, Chicago Tours, Chicago Walking Tours, Food, Food & Drink, Tour Reviews, Tours

Chicago: Taste of Chinatown Food and Cultural Walking Tour

11.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.”

Check availability →Read our full review

River North Food Walking Tour - Doughnut Vault: a sweet start
Chicago Food Tours, Chicago Tours, Chicago Walking Tours, Food, Food & Drink, Tour Reviews, Tours

River North Food Walking Tour

12.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.”

Check availability →Read our full review

Chicago: Secret Food Tour - The Harold Washington Library Center adds a pause
Chicago Food Tours, Chicago Tours, Food, Food & Drink, Tour Reviews, Tours

Chicago: Secret Food Tour

13.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”

Check availability →Read our full review

Chicago-Style Holiday Hike: Festive Food and Walking Tour - Millennium Park’s rink and official Christmas tree
Chicago Food Tours, Chicago Holiday Tours, Chicago Tours, Chicago Walking Tours, Food, Food & Drink, Hiking & Trekking, Tour Reviews, Tours

Chicago-Style Holiday Hike: Festive Food and Walking Tour

14.Style Holiday Hike: Festive Food and Walking Tour

★★★★★★★★★★5.0 · 68 reviews · from $84

Walk central Chicago with a local guide, from Millennium Park’s skating rink and Christmas tree to the Christkindlmarket and State Street displays. The three-hour tour includes food tastes such as deep-dish pizza and the Palmer House brownie, plus hot cider or cocoa. Groups are capped at 15; a three-sample craft beer upgrade costs extra.

“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.”

Check availability →Read our full review

Private Chicago Food Tour with Deep Dish and Beef Sandwich - Starting at the library and entering the Loop
Chicago Food Tours, Chicago Private Tours, Chicago Tours, Food, Food & Drink, Tour Reviews, Tours

Private Chicago Food Tour with Deep Dish and Beef Sandwich

15.Private Chicago Food Tour with Deep Dish and Beef Sandwich

★★★★★★★★★★5.0 · 61 reviews · 3 hours (approx.) · from $224

Spend about three hours on a private Chicago walking tour with a local food guide, tasting deep-dish pizza, Italian beef, a Chicago-style hot dog, popcorn, a brownie and a surprise dish. The route links downtown landmarks, including the Rookery and Calder’s Flamingo, and ends near Millennium Park. No guide names are provided.

“Need to walk and be hungry. This was an awesome combination of history of Chicago food but all history.”

Check availability →Read our full review

New in Food & Drink

★ 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
★ 3.4Food and Culture Walking TourFrom $397 reviews
★ 4.9Downtown Family Food Tour by Bike with SightseeingFrom $797 reviews

Keep browsing

Chicago Architecture ToursChicago Boat ToursChicago Food ToursChicago Observation DecksChicago Walking ToursChicago Gangster Tours
Scroll to Top

Chicago, by the kind of day

Pick a deck, a dock or a table.

On the water

Chicago River CruisesLake MichiganDinner on the LakeFireworks CruisesKayaks

Up high and indoors

Sky DecksMuseum TicketsiFLY SkydivingBall Games & Escape Rooms

On foot

ArchitectureGangstersGhostsFrank Lloyd WrightHeritage Walks

Food and drink

Food ToursCocktail CruisesBreweriesCooking ClassesHoliday Walks