10 Best Food Tours In Chicago (With Prices)

Chicago’s reputation as a culinary hub is well-earned, thanks to its diverse neighborhoods, iconic dishes, and vibrant street life. Unlike many cities where food tours tend to be one-dimensional, Chicago offers a variety of ways to explore its food scene—be it on foot, bike, or by private tour—paired with visits to landmarks, architecture, or local culture. Our guide sorts through the top options, highlighting what makes each experience unique, from sampling deep-dish pizzas in historic gangster settings to tasting authentic Asian dishes in Chinatown.

Whether you’re after a quick bite, a deep dive into Chicago’s Prohibition-era history, or a family-friendly bike ride that combines sightseeing and eating, these tours have been carefully selected for their quality, value, and local flavor. We’ll help you find the perfect match for your schedule and interests, with detailed insights into each experience so you can plan ahead confidently.

Quick Overview

This list includes half-day comprehensive city tours like Chicago in a Day: Explore Food, History, and Iconic Architecture, which combine walking, architecture, and food tastings. It features specialized walking tours such as the Chicago Gangster and Food Walking Tour that pair Prohibition-era stories with local eats. For those with more active appetites, bike tours like the Chicago West Side Foodie Ride offer a dynamic way to see neighborhoods and taste a variety of dishes. Also included are private tours for personalized experiences, and seasonal holiday walks that showcase Chicago’s festive spirit.

1. Chicago in a Day: Explore Food, History, and Iconic Architecture

Rating: 5.0/5 (976 reviews) | Price: $100.95 | Duration: approx. 5 hours

At number 1, this tour is ideal for first-timers looking for a comprehensive introduction to Chicago. It combines walking past landmarks like Millennium Park, Chicago Riverwalk, and the Wrigley Building with tastings of Chicago staples like deep-dish pizza and Italian beef sandwiches. What sets this tour apart is its blend of architecture, history, and food—delivered through lively narration by a guide who makes the city’s past and present come alive.

It’s perfect if you want to see the skyline, learn about Chicago’s Prohibition legacy, and enjoy enough bites for a generous lunch, all in just five hours. The small-group size (maximum 12) ensures personalized attention, which many reviewers appreciate: “Rich our tour guide was great. Never overwhelmed you with too much information, always gave time for pics, and questions.” This tour is best suited for visitors with limited time but high curiosity about Chicago’s architecture and culinary scene.

Bottom Line: The most balanced way to cover Chicago’s top sights, history, and food in one accessible tour.

2. Chicago Walking Food Tour With Secret Food Tours

Rating: 5.0/5 (709 reviews) | Price: $89.00 | Duration: approx. 3 hours

This tour is a smart pick for those wanting an urban walking experience that combines Chicago’s iconic foods with a look at the Loop’s architectural highlights. It’s a compact, two-in-one outing that covers landmarks like the Chicago Public Library and the Federal Plaza while indulging in Chicago-style deep-dish pizza and Italian beef sandwiches. As you stroll, your guide shares insights into the city’s civic and architectural history.

One of the tour’s strengths is its moderate duration—just about three hours—and its focus on authentic foods that add up to a satisfying meal. Reviewers call it “the perfect way to see and learn about the city while getting the chance to sample 6 classic foods,” making it ideal for travelers with limited time but big appetites. The option to upgrade for a private experience means you can tailor the pace and focus.

Bottom Line: A quick, flavorful deep dive into Chicago’s architecture and culinary classics, with enough tastings to replace a meal.

3. Chicago Gangster and Food Walking Tour

Rating: 5.0/5 (471 reviews) | Price: $79 | Duration: approx. 2 hours

Step into Chicago’s 1920s gangster era on this tour through River North, a neighborhood rich with mob history and great food. You’ll visit Harry Caray’s Steakhouse—once a gangster hideout with a secret tunnel—and enjoy deep-dish pizza in a mansion once owned by gangsters. The mix of food stops and history makes this tour stand out, especially for visitors keen on Prohibition stories and local culinary legends.

The small group format (usually just your group plus guide) enhances the storytelling and tasting experience. Reviewers highlight the authentic atmosphere: “Harry Caray’s steakhouse, an old hideout for Al Capone’s men, with a secret tunnel used by gangsters in the 1920s.” It’s a fun option for those interested in Chicago’s criminal past combined with satisfying bites.

Bottom Line: A spirited walk that pairs gangster lore with some of Chicago’s favorite foods, perfect for history buffs and foodies alike.

4. Chicago’s Chinatown Food and Walking Tour

Rating: 5.0/5 (437 reviews) | Price: $79.99 | Duration: approx. 3 hours

At number 4, this tour takes you into Chicago’s vibrant Chinatown, offering a culinary journey across China’s regions. You’ll visit Phoenix Restaurant for dim sum, Yummy Yummy Noodles for a noodle dish, and Pui Tak Center to learn about Chinese culture. The tastings are generous, making it a full meal that explores some of the best regional cuisines.

The tour’s strength is its cultural storytelling, giving context to each dish and the neighborhood’s history. “A great way to experience authentic Chinese cuisine and learn about the community,” says one reviewer. It’s ideal for culture lovers and foodies who want a deeper understanding of Chinese culinary traditions within Chicago.

Bottom Line: An immersive experience blending cuisine and culture, suitable for those craving authentic Chinese flavors in a lively setting.

5. Chicago’s West Side Foodie Ride Bike Tour

Rating: 5.0/5 (105 reviews) | Price: $99.00 | Duration: approx. 4 hours

For those who prefer a more active approach, this bike tour covers Chicago’s West Side neighborhoods, blending architecture, local flavor, and exercise. You’ll follow your guide through the Fulton Market District, West Loop, and Wicker Park, stopping for Polish pierogis, chocolates, and Mexican tacos. The 14-person cap helps keep the experience personal and lively.

The highlight is its combination of cycling and tasting—offering a chance to see more neighborhoods than a walking tour while still sampling some of Chicago’s best food. Reviewers love how “great guides and food make this a fun way to explore Chicago’s local favorites.” The VIP beer option adds a relaxed touch, though it’s an optional extra.

Bottom Line: A dynamic, energetic way to explore Chicago’s diverse neighborhoods and enjoy a hearty variety of local bites.

6. Chicago Family Food and Bike Tour with Top Attractions

Rating: 5.0/5 (86 reviews) | Price: $79.00 | Duration: approx. 4 hours

This family-friendly bike and food tour hits the highlights of Chicago’s lakeside and downtown neighborhoods. You’ll cycle along the Lakefront Trail, stop at Oak Street and North Avenue Beaches, and learn about the city’s top sights like Millennium Park and the Chicago Riverwalk. Along the way, enjoy classic Chicago eats such as hot dogs, deep-dish pizza, and a special dessert.

It’s a practical way to cover a lot of ground with kids or less-avid cyclists while still tasting the city’s culinary staples. Reviewers appreciate the balance of sightseeing and food: “We loved the combination of biking and eating, and our guide was fantastic.” Suitable for families or anyone wanting an active, fun day.

Bottom Line: An engaging way for families to see Chicago and try its signature foods without spending all day on foot.

7. Chicago: Classic Food Walking Tour with Bike or Kayak Rental

Rating: 4.8/5 (135 reviews) | Price: $80 | Duration: approx. 3 hours

This tour offers a bit of everything—walking through Chicago’s highlights while enjoying bike or kayak rentals. You’ll visit Millennium Park, the Chicago Riverwalk, and other city icons, sampling Chicago-style deep-dish pizza, hot dogs, and brownies. The inclusion of a bike or kayak rental (free for two hours) gives flexibility to extend your exploration after the tour.

Guests praise the “fantastic stories and delicious food,” and it’s a popular choice for those wanting a multi-activity experience that mixes sightseeing with taste. The free rental adds value, allowing you to revisit favorite spots afterward.

Bottom Line: A well-rounded, flexible experience ideal for those who want to combine walking, tasting, and active exploration.

8. Chicago-Style Holiday Hike: Festive Food and Walking Tour

Rating: 5.0/5 (68 reviews) | Price: $84.99 | Duration: approx. 3 hours

This seasonal tour is perfect if you’re visiting during the holidays. It covers Chicago’s festive sights like the Christkindlmarket, decorated State Street windows, and Millennium Park’s ice rink. You’ll sample holiday treats and traditional Chicago foods in a cozy, small-group setting.

It’s ideal for travelers who want a seasonal experience with a Christmas twist, along with insights into Chicago’s holiday customs. “Mickey as a guide made the tour both fun and informative,” says one reviewer. It’s especially suited for those who want to enjoy Chicago’s winter charm without the hassle.

Bottom Line: A festive, relaxed way to enjoy Chicago’s holiday traditions along with delicious bites.

9. Chicago in a Day: Food and Architecture Private Walking Tour

Rating: 5.0/5 (53 reviews) | Price: $272.50 | Duration: approx. 5 hours

For a personalized, luxury experience, this private tour combines Chicago’s architectural marvels with delicious food. You can choose between morning or afternoon, meeting at the Chicago Theatre to start your exploration. Highlights include the John Hancock Building, the Chicago River, and deep-dish pizza.

Ideal for those wanting a tailored experience with a maximum of 12 people, it offers an intimate view of Chicago’s skyline and culinary scene. Reviewers note that “the guide was very knowledgeable and shared fascinating stories about each landmark,” making it well worth the higher price point for those seeking exclusivity.

Bottom Line: The ultimate private tour pairing architecture with Chicago’s classic eats, perfect for small groups or special occasions.

10. Total Chicago: Food, History and Architecture Tour

Rating: 4.8/5 (92 reviews) | Price: $99 | Duration: approx. 5 hours

This tour offers a comprehensive look at Chicago’s architecture, food, and Prohibition history. It features stops at the Chicago Pedway, Millennium Park, and the Wrigley Building, with tastings of hot dogs, pizza, and Italian beef. The small-group format (max 12) ensures personalized attention.

It’s a good all-rounder for those who want to cover diverse aspects of Chicago in one day. Reviews mention the passionate guide and the “fun and informative” style, making it a solid choice for anyone who wants a deep yet manageable Chicago experience.

Bottom Line: An immersive, multi-layered tour that balances history, architecture, and cuisine for a full-day adventure.

How to Choose Your Perfect Chicago Food Tour

When selecting among these Chicago food tours, consider your budget, schedule, and interests. If you want a rundown that blends architecture, history, and food, Chicago in a Day is a reliable choice. For a more focused experience in neighborhoods like Chinatown or Wicker Park, tours like the Chinatown Food and Walking Tour and West Side Bike Tour provide deeper dives.

Travelers with limited time might opt for the Secret Food Tour or Classic Food Walking Tour, both offering rich bites in a few hours. For a personalized experience, the Private Food Tour guarantees exclusivity.

Booking early, especially for popular dates or during peak seasons, helps secure your spot. Consider the tour’s length, focus, and whether you prefer walking, biking, or private guidance to match your travel style.

Chicago’s food scene is as diverse as its architecture, offering everything from deep-dish pizza to Asian delicacies, gangster stories, and seasonal treats. Whether you’re interested in history, neighborhood flavors, or active exploration, there’s a tour tailored for you. We recommend picking one that suits your pace and curiosity—then enjoy the city’s delicious and architectural riches firsthand. Remember, booking ahead can make your visit smoother, so plan early and savor Chicago’s flavors at every turn.