The verdict
Our pick
Chicago: Food Walking Tour with Deep Dish Pizza & Hot Dog★ 4.85 (2,335) · 3h
Best value
Chicago: Downtown Pizza Tour & Deep Dish vs. Italian Styles★ 4.97 (130) · 2h–3h
Top rated
Chicago: Private Food Tour with Deep Dish & Beef Sandwich★ 4.99 (87) · 3h
The 12 best-value of 14 options, side by side
✓ 2026-09-28Real price per person across the 14 options: US$ 63–US$ 225 (median US$ 85). With 100+ reviews: 9 of 14.
Default order: price per person.
Sort
Up to 2 hours (4)
Chicago Donut Tour: 8 Tastings in 2 HoursThe Underground Donut Tour is a two-hour guided walking tour in downtown Chicago where you taste donuts at four shops—Doughnut Vault, an artisan bakery, a California-style spot, and Do-Rite Donuts—while crossing the Chicago River and passing iconic architecture on Michigan Avenue. All tastings are included, and the tour is led by a local guide in English; children from age 4 are welcome.Is it for me?Choose this if you want a guide leading you through multiple donut shops while learning Chicago's architecture and skyline stories—all covered on foot in one outing.
Chicago Loop Food Tour: Deep-Dish, Hot Dogs & Local GuideYou taste three signature Chicago dishes—hot dog, deep-dish pizza, Italian beef—at local spots in the Loop with a guide who knows the food and the city's history. The walk between stops covers about 1.5 miles at a relaxed pace with regular breaks. Vegetarian options are available if you request them ahead of time. You're back where you started in roughly three hours, full and oriented to one of Chicago's most walkable neighborhoods.Is it for me?A good fit if you want to understand Chicago's food culture through the dishes that built it, guided by someone who actually knows the spots and the stories. Plan for about three hours of walking and eating at a comfortable pace—that's what lets you taste three iconic meals and see the Loop without rushing.
Chicago West Loop Food Tour: Donuts, Coffee & Street ArtA 1.5 to 2 hour guided walking tour through Chicago's West Loop that starts at Do-Rite Donuts and moves through the Randolph corridor, stopping at Matcha-Cita, Voodoo Donuts, and Sawada Coffee while learning the neighborhood's shift from industrial hub to dining hotspot. A local guide leads the route, shares stories about each location and Chicago's food culture, and the tour stays accessible for all fitness levels.Is it for me?Book this if you want to walk the West Loop corridor visiting three distinct donut shops—from Do-Rite's classics to Matcha-Cita's specialty creations to Voodoo Donuts' bold styles—with a guide explaining the neighborhood's industrial past and recent revitalizations along the way.
Chicago Brewery Tour: 5 Micro Breweries with Homemade GuacamoleA 90-minute brewery expedition through five handcrafted micro breweries in Chicago's Fulton Market and Brewery District, led by a guide in English or Spanish. You start with homemade guacamole and tortilla chips prepared by Chef Carla, plus three 5-ounce craft beer tastings included; then walk to four more breweries where you order additional beers and stay as long as you want. All locations are within walking distance.Is it for me?At 90 minutes for the guided portion, this tour leaves your afternoon open—you can do it early and still have time for lunch or other plans, or stay longer at any brewery after the group portion ends. The walk between breweries means you're exploring the neighborhood itself, not just tasting beer in one spot.
2 to 5 hours (7)
Chicago Food Tour: 6 Dishes with Deep Dish Pizza & Beef SandwichA food tour through Chicago's Loop District where you taste six dishes rooted in the city's culinary heritage, including deep dish pizza and an Italian beef sandwich, while passing the Rookery Building, Palmer House Hilton, Willis Tower and other architectural landmarks. The tour involves a fair amount of walking; a live English-speaking guide leads the group and reveals a secret dish on the day itself. Choose between a private tour or a small group option at checkout.Is it for me?Book the private option if you want the route and timing to yourself; the small group tour works well if you're comfortable sharing the experience and want to meet other food travelers in Chicago.
Chicago Chinatown Food Tour: 5 tastings with local guideChicago's Chinatown Food Tour is a 3-hour guided walk through the neighborhood's most storied restaurants, where you taste five dishes—steamed dumplings, hand-pulled noodles, cumin lamb flatbread, Sichuan chicken, and Portuguese egg tarts—while learning the history of how these cuisines arrived in the city. An English-speaking local guide leads groups through Chinatown Square, the Pui Tak Center, and the Nine Dragon Wall, sharing the stories behind the architecture and the food. The tour includes five tastings that add up to a full meal, insider tips on what to do next in the neighborhood, and VIP access to the restaurants you visit; a beverage upgrade with three drink pairings is available at checkout for ages 21+.Is it for me?Three hours leaves your afternoon free, so you can book this tour and still have time to explore other neighborhoods or rest before dinner. The guide leads a small group, which means you get reserved seating at each restaurant and the places know you're coming—no waiting at the door or competing for a table.
Chicago: Signature Dishes Bike Tour with Pizza & Craft BeerYou’ll ride through Chicago’s neighborhoods on a guided bike tour, sampling deep dish pizza, brownies, hot dogs, and craft beer along the way. Expect stories from locals, laughter outside Wrigley Field, city views along Lake Michigan, and those small moments—like biting into real Chicago pizza—that stick with you long after.
Chicago: Neighborhood Pizza Bus Tour & Historic PizzeriasYou’ll ride through Chicago’s neighborhoods with a local guide, tasting everything from classic deep dish at Pizano’s to caramelized-crust pies at Pequod’s and coal-fired slices near United Center. Expect stories, laughs, and a full stomach as you discover why pizza means so much here — plus bus transport and four generous slices included.
Chicago: Family Bike & Food Tour with Pizza, Hot Dogs & LakefrontYou’ll ride safe city trails past Chicago’s icons with local guides who make every stop fun for kids and adults alike. Taste real deep-dish pizza, try a loaded hot dog (no ketchup allowed!), and finish with dessert—all while soaking up lake views and city energy you can feel in your bones.
River North Food Walking Tour Chicago: 5 tastings in 3 hoursA 3-hour guided food walking tour of Chicago's River North neighborhood with tastings at five restaurants, including deep-dish pizza, Mexican cuisine from a Top Chef Masters winner, and a European-style café. Your local guide discusses the area's food scene and history; vegetarian options are available at all stops, and the group stays under five people.Is it for me?Book this tour if you want to taste Chicago's signature dishes without spending the day researching restaurants and navigating between them—the small group size and fixed route mean you eat and walk at a pace that lets you actually enjoy the neighborhood.
Chicago Full-Day Walking Food Tour: Cloud Gate to deep dishYou walk 5 hours through downtown Chicago, stopping for deep-dish pizza, a Chicago hot dog, Italian beef, Garrett's popcorn, and the original Palmer House brownie, with a local guide pointing out Millennium Park, Cloud Gate, the Riverwalk, and the Chicago Theater along the way. The tour includes all tastings and ends with a voucher for a free 2-hour bike or kayak rental to use within three days—perfect for extending your time on the water or the lakefront path.Is it for me?Book this if you want to taste Chicago's most famous foods and see the main landmarks in one day without arranging separate restaurant reservations, museum tickets, or transport—the guide handles the route and the stories, and the free bike or kayak rental lets you explore the lakefront on your own time afterward.
Frequently asked questions
Can I book with free cancellation?
Yes: 14 of the 14 options offer free cancellation, so you can book now and confirm your plans later.
How long do these experiences last?
Most options last between 2 and 5 hours. There are also shorter and longer formats to fit your itinerary.
Which one is the travelers' favorite?
Chicago: Food Walking Tour with Deep Dish Pizza & Hot Dog is the travelers' favorite, rated 4.85 out of 5 across 2,335 reviews.
More things to do in Chicago
360 Chicago Tickets5 optionsMuseums in Chicago10 optionsChicago City Tour10 optionsChicago Ghost Tour9 optionsChicago Walking Tour29 optionsChicago Bus Tour7 optionsChicago Crime Tour8 optionsChicago Airport Taxi22 optionsChicago Segway Tour5 optionsLake Michigan Boat Tour6 optionsE-Bike Tours in Chicago8 options
