Loading Events
  • deep dish chicago classic pizza slice being picked up
  • Chicago Style Hot Dog
  • beer tour in chicago
  • Portillo's italian beef sandwich loaded up
  • hand holding a sandwich on a Chicago walking food tour

Classic Chicago Food Tour

Chicago Favorites Walking & Food Tour

Taste your way through Chicago’s most famous recipes on this relaxing and fun Chicago food tour. In an exciting three hours, you’ll feast on Chicago culinary legends such as deep-dish pizza, Italian Beef, a Chicago-style hot dog, and a delectable dessert! All food samples are included in the ticket price. You can add a VIP Craft Beer package to any ticket and sample three of our favorite local craft beers (9oz pours).  Our food walking tour of Chicago is an active, VIP adventure through town; the perfect way to see and taste the city in a single afternoon!

What To Expect

The tour begins at one of our famous Chicago deep dish pizza restaurants. *Please take note, the 11:30am and 5:30pm can sometimes have two distinct starting locations, check your booking confirmation details.

At the pizza restaurant you’ll meet your entertaining and energetic guide who will give you an introduction to Chicago’s epic history before indulging in a bubbling, cheesy, stuffed Chicago pizza pie as well as a locally crafted beer (for those purchasing the VIP Craft Beer Package). You’ll learn how the Goliath pizza is made and you’ll taste why locals love it and why visitors travel from all over the world to get their hands on a slice.

Go Underground and then Down Michigan Avenue

The walking portion of the tour will continue underneath one of Chicago’s most iconic old buildings, the Wrigley Building, which has been the jewel of the Magnificent Mile of Chicago since its existence. We’ll stroll down Michigan Avenue, the most bustling shopping district in Chicago.

Stroll Along the Chicago River — Italian Beef Sandwich Stop

We will then make our way to the Chicago Riverwalk where we’ll travel down the Chicago River and make a stop in the heart of Chicago’s Riverwalk to marvel at the downtown skyline and architecture. For more on Chicago architecture, these are 10 Chicago Buildings You Must See. At this stop, you’ll enjoy an Italian beef sandwich at a family-run Italian business that has been serving up the best take on this sandwich in the entire city for years.

From there you’ll walk right up to the Chicago Theatre and its famous ‘CHICAGO’ marquee. Your guide will provide running commentary throughout the tour to keep you informed and in-the-know.

Iconic Sites and History – Chicago-style Hot Dog Stop

Next, we’ll head to Billy Goat Tavern, a Chicago institution made famous by a popular SNL skit from the Belushi-era. Here, you’ll feast on Chicago-style dogs, the totally unique Windy City interpretation of the hotdog. You’ll learn all about the genesis of this one-of-a-kind sandwich, and why Chicagoans are totally against pairing it with ketchup.

Visit Cloud Gate (aka ‘the Bean’)

The food tour then explores the heart of Millennium Park, home of Chicago’s most famous and beloved works of public art, including Cloud Gate (dubbed ‘the Bean’). This giant, stainless-steel masterpiece shares the park with the LED-faces of The Crown Fountain and the Frank Gehry-designed Pritzker Pavilion.

Take in the Palmer House Hotel — Chicago Brownie Stop

We’ll finish the food sampling with a Chicago brownie, invented right here in Chicago. We’ll relax in the elegantly-decorated lobby of the Palmer House hotel. The Palmer House is the longest continually-operating hotel in North America, but is better known for its famous dessert invention: the brownie! Enjoy..

The walking food tour will conclude with some suggestions for the rest of your visit and other great places to eat in the downtown Chicago area.

Guests who are over 21 can add-on the VIP Craft Beer Package for only $19.99, which includes three 9oz pours of our favorite local Chicago brews. For other popular Chicago food tours that include classic Chicago bites, craft beer, and bikes— check out the Bikes, Bites and Brews Signature Dish Tour or the Bikes, Bites and Brews Westside Foodie Tour.

What To Bring

  • Please bring an ID
  • Please bring a bottle of water. A few restaurants will serve water, but not all of them. So it’s highly recommended to bring a bottle of water.
  • Wear comfortable clothing/shoes
  • Face masks required at some restaurant venues

What’s Included

  • Tour prices include all food samples. Beer samples can be added for an additional fee.
  • Three craft beers with the VIP Craft Beer Package
  • Storied history of Chicago’s classic dishes and the establishments that created them
  • Informative walking tour of the Windy City’s most beloved landmarks
  • Additional Costs might be incurred for restricted diets or changes to menu items.
  • Please arrive 15 minutes before scheduled tour time!
  • Tours run snow, rain, or shine!

Departure Locations

The best way to see Chicago is from the streets. Whether you are visiting the Windy City for the first time or you have lived here your entire life, there are places on our city tour you would probably never find on your own.

This tour will give you a unique look at the city from a foodie’s perspective. Have you always dreamed of eating your way through Chi-town? Then our Chicago food tours are for you. We bring you to the hottest places in town — ones you might have to wait weeks to get a reservation for on your own. Once you arrive with our local tour guide, you’re treated like a VIP.

Chefs often give our guests off-menu samples and specials that restaurant diners don’t get to order. Plus, when you embark on our Chicago Classics Food Tour, you know you’ll be burning calories as you stroll through town — so feel free to load up your plate!

  • Expert guides who keep you engaged and amused while on the tour
  • Outstanding stories about and insights into Chicago culture
  • A chance to stimulate all five senses as you walk around town
  • Accessible to people of any fitness level
  • Perfect for all ages
  • Please arrive 15 minutes before scheduled tour time!
  • Tours run snow, rain, or shine!

Chicago food staples: Deep-dish pizza, Chicago-style hot dog, Italian beef sandwich, millennium park, The Loop, Chicago Riverwalk

Deep-dish pizza is one of Chicago’s most famous recipes and lures pizza enthusiasts from all over the world. Learn the history of this epic pie and taste some of the best for yourself!

The Chicago-style hot dog is unlike any sausage creation you’ve had before—all beef frank, mustard, tomato, pickle, relish, onion, sport pepper, celery salt… But never ketchup! Have one and change the way you eat this ballpark favorite.

An Italian beef sandwich, originating in Chicago, composed of thin slices of seasoned roast beef, simmered and served au jus on a long Italian-style roll. Ours will be topped with sweet green Italian peppers. The sandwich’s history dates back to the 1930s.

Chicago is making a name for itself as an American craft beer capital. We’re home to some of America’s favorite breweries, with new microbreweries appearing every year. Taste some of the most refined and refreshing pours as you learn about Chicago’s rich brewing history.  Guests who are over 21 can add-on the VIP Craft Beer Package for only $19.99, which includes three 9oz pours of our favorite local brews.

Cloud Gate, known affectionately as “The Bean” debuted in Millennium Park in 2006. Designed by famed Indian artist, Anish Kapoor, this giant, stainless steel masterpiece has become one of the most famous symbols of Chicago arts and culture.

Designed by world-famous architect, Frank Gehry, The Pritzker Pavilion is a stunning and unique band shell located in Grant Park. The lattice tower of speaker systems ensures full volume for all spectators at countless summer concerts and movie screenings.

The Loop is Chicago’s bustling business district, named for its location within the rectangular convergence of multiple “El” train tracks.  We’ll make a stop at the iconic Chicago Theatre marquee.

The State Street historic district has been the center of Chicago retail since the mid-1800s. The strip is home to countless upscale department stores and hotels, including the original Marshall Field’s.

Chicago Riverwalk is our newest tourist attraction, running right through the heart of downtown’s most beautiful architecture.  We’ll make a stop right in the heart of the Riverwalk.

Michigan Avenue and the Wrigley Building will be a wonderful stop of our tour, right on Chicago’s Magnificent Mile and home to premier shopping and restaurants.

Our Restaurant Partners

Lou Malnati’s Pizzeria (11:30am & 5:30pm public tour) has been a Chicagoland favorite since 1971, and was voted Best Pizza by Chicago Magazine’s Readers Choice in 2021.

Gino’s East Pizzeria (alternative pizza stop) has been a Chicagoland favorite since 1966, owes it’s quality to slowing down the entire pizza making process.

Located right next to the world-famous Millennium Park, the famous Billy Goat Tavern serves delicious Chicago-style hot dogs to Chicago locals and Millennium Park visitors every day of the week.

Specializing in Italian Beef and thin-crust pizzas, Bongiorno’s is a family-run business and takes pride in providing you with the best home-cooked Italian food and service in Chicago. They have won many awards from the Hungry Hound, Chicago Magazine, and TripAdvisor speak well for their work. We’ll occasionally visit Chicago Brewhouse, located on the Chicago Riverwalk, specializing in Chicago-centric foods. Here you’ll get a portion of an Italian beef sandwich to sample.

Palmer House, home of the original Chicago brownie invented by Bertha Palmer. Part of the Palmer House Hotel, their brownie is a must try and we’re lucky enough to sample one on the tour.

We’ll be sampling beer along the way at each destination with the VIP Beer Upgrade.

Classic Chicago Deep-Dish PizzaThe Chicago Bean
Classic Chicago-style Hot DogChicago Attractions on Walking Tour
Group Drinking Beers on Classic Chicago Food TourPeople in Downtown Chicago
Classic Chicago Italian SandwichChicago Riverwalk Tour

What Our Customers Are Saying

5/5 (2 Reviews)

Chicago Favorites Walking & Food Tour

Duration: 2.5 to 3 hours
Length: 1.4 miles
Level: Totally Walkable
Schedule: 11:30am & 5:30pm Daily
Age: 1+

(Discount Online Rate includes Food Samples.)

Price: Fri-Sun Mon-Thurs
Adults $74.99 $69.99
Youth (Ages 4-11) $64.99 $59.99
Infants (Ages 0-3) when sharing w/ adult $10.99 $9.99
VIP Craft Beer Tasting Upgrade $19.99

Reserve Now
Private Tour