Best Chicago Food Tours: Deep-Dish, Hot Dogs, Donuts & More!

Chicago’s food scene is one to indulge in, especially when paired with the city’s rich history and iconic architecture. Below are our recommendations for the best of the best Chicago food tours. You’ll feel full and satisfied not just learning about this magnificent city but tasting it too!

Chicago Favorites Walking & Food Tour

The Chicago Favorites Walking & Food Tour explores the history of Chicago through the lens of its most culturally relevant cuisines and sites. Taking place in the heart of downtown Chicago, you’ll visit Millennium Park’s (in)famous 110 ton metallic “Bean,” walk under the glittering Chicago Theatre marquee, and end at the Magnificent Mile right near the Chicago River. Best arrive hungry because you’ll be feasting on classic Chicago foods including deep-dish pizza, Italian beef, and the iconic Chicago hot dog. It’s basically every must-see, must-taste Chicago food experience in a 2.5 hour, all ages walking tour!

Bikes, Bites & Brews – Chicago’s Signature Dishes Bike Tour

This Bikes, Bites & Brews Tour from Bobby’s Bike Hike will treat you to the best Chicago foods as you travel the city by bike. The 11:30 am food tour visits North Side neighborhoods like Wrigleyville, the epicenter of the Chicago Cubs, while the 5:30 pm tour centers around Chicago’s downtown sites. In addition to the deep-dish pizza and Chicago hot dog stops, both tours bike along Lake Michigan and cool you down with some locally crafted beer. As one of Chicago’s best food tours, it’s best suited for those looking to stretch their legs, grab a bite of Chicago’s classics, and are 21+ to enjoy the craft brews.

Chicago River Dinner Cruise

If you’re looking for an elegant date night Chicago food tour, hop on board the Odyssey Dinner Cruise. This 2.5-hour dinner cruise provides an exquisite look at Chicago’s riverfront architecture while serving a three-course plated dinner. Or if you’ve already made evening dinner plans, they also offer brunch cruises. Children and infants are welcome aboard for this popular Chicago dining experience.

Bikes, Bites & Brews Tour – Westside Foodie Ride

The original Bikes, Bites & Brews tour from Bobby’s Bike Hike introduced signature Chicago dishes like the Chicago hot dog. This Westside Foodie Ride is for those who’ve tasted the basics and are looking to explore the new and trendy side of Chicago. If you’re a fan of the show Ugly Delicious, this is the tour for you! (This four-hour tour is 21+ because it includes Chicago craft beer and Malört).

Note: This Chicago tour is currently not open for bookings due to COVID-19. We recommend checking out the Bikes, Bites & Brews – Chicago’s Signature Dishes Bike Tour in the meantime.

Wicker Park Donut Tour

Chicagoans are almost as opinionated about their donuts as they are about their deep-dish pizza. If you have an insatiable sweet tooth, then you’ll have a sweet, sweet time on the Underground Donut Tour’s exploration of Wicker Park, one of the best Chicago food tours out there. Don’t eat breakfast beforehand because you’ll be visiting four different donut/coffeeshops on this two-hour morning excursion!

Chinatown Food & Culture Walking Tour

Chicago’s Chinatown is located just south of downtown, full of restaurants that encompass the wide swath of Chinese culinary traditions. This Chicago Chinatown food tour explores the historical and regional differences between Cantonese dim sum, spicy Szechuan, and the Middle Eastern-influenced Xi’an Cuisine. Through the combination of traditional and fusion flavors, you’ll learn about ancient China and the cultural diversity of contemporary Chicago. This walking food tour lasts about 2.5 hours and is open to all ages.

Note: This Chicago food tour is currently not open for bookings due to COVID-19. We recommend checking out the Chicago Favorites Walking & Food Tour in the meantime.

Secret Food Tour of the Loop

This Chicago Loop “Secret Food Tour” will take you past many downtown Chicago landmarks, like the Chicago Cultural Center. You’ll get to sample some deep dish pizza, and there are drink upgrades available for purchase. The tour lasts about 3 hours.

Comedy & Craft Beer Pub Crawl of Old Town

Bobby’s Bike Hike knows that the best way to experience Chicago is to have fun and relax into the vibe. You’ll experience the city just like a Chicagoan on this Comedy & Craft Beer Pub Crawl, during which you’ll drink locally brewed beers and discover Chicago’s vibrant comedy scene. The beers will be a combination of well-recognized names like Goose Island as well as smaller microbreweries like Begyle. We all need a laugh, so why not do so over some beer on this popular Old Town Chicago food tour? For (hopefully) obvious reasons, this 2.5 hour tour is for those 21 and over.

Note: This Chicago food tour is currently not open for bookings due to COVID-19.