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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!

Tour Includes:

  • Classic Chicago food samples 
  • 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

The tour begins at one of our famous Chicago deep dish pizza restaurants. Please take note, the 11:30am and 5:30pm have two distinct starting locations to notice. 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.

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.

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.

Next, we’ll head to Billy Goat tavern, a Chicago institution made famous by a popular SNL skill 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.

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.

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.

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 $19.75, 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 the end of our tour, right on Chicago’s Magnificent Mile and home to premier shopping and restaurants.

Our Vendors

Lou Malnati’s Pizzeria (11:30am 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 (5:30pm tour) 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.

Goddess and the Baker, specializes in good coffee, good baked goods, and great food. Their brownie is a must try and we’re lucky enough to sample one on the tour.

Chicago Food Staples, Deep-Dish Pizza, Chicago-Style Hot Dog, Italian Beef Sandwich, Millennium Park, The Loop, Chicago Riverwalk

  • Please bring an ID
  • Tour prices include all food samples. Beer samples can be added for an additional fee.
  • 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
  • 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!

Head Out on a Chicago-style Food Tour with Bobby’s Bike Hike

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! Other benefits of going on one of our food tours include:

  • 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
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

  • This tour was a GREAT introduction to Chicago and its famous food! My sister and I had an amazing time walking through the city and eating some of the best meals the Windy City has to offer. Our guide, Gabe, was generous and funny every step of the way. Would absolutely recommend the Food Favorites and Walking Tour for a first-time visitor!

    Kaitlin K.
  • “I liked the balance between learning the history of Chicago and all the delicious food. I was pleasantly surprised by the serving size. I would consider the tour to be a great value.”

    Mercedez H.
  • Great Food Tour We took the Chicago Favorites Food Tour. It was a great tour and Cas was an awesome tour guide. She was very passionate about the city and shared tons of history with us. We got to eat hot dogs, pizza, and brownies and even got 2 beers along the way.... read more

    Dan K.

Sign Up for Your Classic Chicago Food Tour Today

We could go on and on about the many reasons you should take this food tour, such as our exceptional safety record and nationwide recognition for the quality of our tours, which have been mentioned in publications such as Midwest Living and National Geographic. But the best way to find out if we live up to our reputation is to sign up for a tour and see for yourself!

We encourage you to ask any questions you may have beforehand. Many people want to know what sort of fitness levels we accommodate. Our walking tours are:

  • Accessible to people of any fitness level
  • Perfect for all ages

In fact, we get people from a range of ages on our tours. We love showing you the sites you might otherwise miss, even if you’re a Chicago native. We’re proud of how many people tell us this set them up for an awesome week in Chicago, giving them the background they needed to gain a better appreciation of the city and its history.

Are you ready to book one of the best Chicago food tours? Get in touch with us today to make a reservation! We look forward to leading you all over town for a taste of Chicago you won’t forget.

Chicago Favorites Walking & Food Tour

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

(Discount Online Rate includes Food Samples.)

Price: Fri-Sun Mon-Thurs
Adults $69.99 $65.99
Youth (Ages 4-11) $59.99 $55.99
Infants (Ages 0-3) when sharing w/ adult $10.99 $9.99
VIP Craft Beer Tasting Upgrade $19.99

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