Guided Bike, Food & Walking Tours in Chicago

Bike Tours
Food Tours
Walking Tours

Guided Bike, Food & Walking Tours in Chicago

Bike Tours
Food Tours
Walking Tours

What Our Guests Say

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What Our Guests Say

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Featured Experiences

These tours are a perfect choice for your summer trip to Chicago!

Excited tour group racing up steps toward the camera with the Chicago skyline glowing at sunset.
Walking & Food Tour

Chicago Favorites Walking & Food Tour

FromUSD$74.99
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3 Hours
Availability : 11:30am & 5:30pm Daily

Food & Walking

A Chicago-style food tour you can sink your teeth into! Deep-dish pizza, Chicago hot dogs, craft beers and more— all from long-time vendors.
Walking tour group posing outside Lao Sze Chuan restaurant in Chicago's Chinatown.
Walking & Food Tour

Chinatown Food & Culture Walking Tour

FromUSD$79.99
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3 Hours
Availability : 4pm Daily & 11:30am Sat/Sun

Food & Walking

Curious about Chicago’s Chinatown but unsure where to start? Let our Bobby’s Bike Hike Chinatown Food and Culture Walking Tour be your local guide on this tour!
Food tour group raising beers around deep dish pizzas at a Chicago-style pizza restaurant.
Bike & Food Tour

Bikes, Bites & Views® Chicago’s Signature Dishes Bike Tour – Adults

FromUSD$79.99
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4 Hours
Availability : 11:30am & 5:30pm Daily

Biking & Food

Working up an appetite won’t be a problem on this tour, rated the best Chicago sightseeing bike tour of 2023 by TripAdvisor, and rated Top 20 Food Tour in the World by TripAdvisor!

Popular Food Tours

Explore unique eateries and famous dishes by bike or on foot.

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Excited tour group racing up steps toward the camera with the Chicago skyline glowing at sunset.
Walking & Food Tour

Chicago Favorites Walking & Food Tour

FromUSD$74.99
Learn MoreBook Now
3 Hours
Availability : 11:30am & 5:30pm Daily

Food & Walking

A Chicago-style food tour you can sink your teeth into! Deep-dish pizza, Chicago hot dogs, craft beers and more— all from long-time vendors.
Walking tour group posing outside Lao Sze Chuan restaurant in Chicago's Chinatown.
Walking & Food Tour

Chinatown Food & Culture Walking Tour

FromUSD$79.99
Learn MoreBook Now
3 Hours
Availability : 4pm Daily & 11:30am Sat/Sun

Food & Walking

Curious about Chicago’s Chinatown but unsure where to start? Let our Bobby’s Bike Hike Chinatown Food and Culture Walking Tour be your local guide on this tour!
Food tour group raising beers around deep dish pizzas at a Chicago-style pizza restaurant.
Bike & Food Tour

Bikes, Bites & Views® Chicago’s Signature Dishes Bike Tour – Adults

FromUSD$79.99
Learn MoreBook Now
4 Hours
Availability : 11:30am & 5:30pm Daily

Biking & Food

Working up an appetite won’t be a problem on this tour, rated the best Chicago sightseeing bike tour of 2023 by TripAdvisor, and rated Top 20 Food Tour in the World by TripAdvisor!

Popular Walking Tours

Exploring Chicago’s top attractions, giving you an insider’s view to the stories that make this City great.

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Excited tour group racing up steps toward the camera with the Chicago skyline glowing at sunset.
Walking & Food Tour

Chicago Favorites Walking & Food Tour

FromUSD$74.99
Learn MoreBook Now
3 Hours
Availability : 11:30am & 5:30pm Daily

Food & Walking

A Chicago-style food tour you can sink your teeth into! Deep-dish pizza, Chicago hot dogs, craft beers and more— all from long-time vendors.
Walking tour group posing outside Lao Sze Chuan restaurant in Chicago's Chinatown.
Walking & Food Tour

Chinatown Food & Culture Walking Tour

FromUSD$79.99
Learn MoreBook Now
3 Hours
Availability : 4pm Daily & 11:30am Sat/Sun

Food & Walking

Curious about Chicago’s Chinatown but unsure where to start? Let our Bobby’s Bike Hike Chinatown Food and Culture Walking Tour be your local guide on this tour!
Guide leading a walking tour group past the Chicago Theatre marquee in the Loop Theatre District.
Walking Tour

Chicago Highlights & Attractions Walking Tour

FromUSD$39.99
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2 Hours
Availability : 3:30pm Daily

Walking

Walk your way through Chicago’s most popular attractions and locations as our guides share amazing stories of Chicago's unique history, characters, and attractions.

Popular Bike Tours

These tours made Bobby’s famous, taking you into the neighborhoods where Chicagoans live, work & play

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Food tour group raising beers around deep dish pizzas at a Chicago-style pizza restaurant.
Bike & Food Tour

Bikes, Bites & Views® Chicago’s Signature Dishes Bike Tour – Adults

FromUSD$79.99
Learn MoreBook Now
4 Hours
Availability : 11:30am & 5:30pm Daily

Biking & Food

Working up an appetite won’t be a problem on this tour, rated the best Chicago sightseeing bike tour of 2023 by TripAdvisor, and rated Top 20 Food Tour in the World by TripAdvisor!
Families jumping with arms raised on the lakefront with the John Hancock Center and Chicago skyline behind.
Bike Tour

Lakefront Neighborhoods Bike Tour

FromUSD$49.99
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3 Hours
Availability : 1:30pm Weekdays | 10:30am & 2:30pm Weekends

Biking

You can bet this tour is one of the best family-friendly Chicago bike tour along the Lakefront Trail and local neighborhoods.
Guide pointing out the Chicago skyline to bike tour riders stopped along the Lake Michigan lakefront.
Bike Tour

Chicago’s Ultimate City Bike Tour

FromUSD$49.99
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3 Hours
Availability : 9:30am Daily

Biking

Experience our “Chicago 101” city tour which offers you all of the city’s most popular attractions rolled into one memorable activity.

Award Winning Tours

Awards

  • Top 10 Culinary Experience in America by USA TodayChicago Favorites Food & Walking Tour
  • "Best of the Best" by TripAdvisorChicago Favorites Food & Walking Tour
  • Top 20 Food Tours in World by TripAdvisorBikes, Bites & Brews Tour
  • Top 15 Vacation Experiences in USA
Award for 2026 TripAdvisor Travelers Choice Best of the Best.
2023 USA Today top 10 Readers' Choice award logo.

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Be Inspired

Discover Chicago’s urban hub, favorite cuisines, rich cultures, diverse neighborhoods, and memorable activities in our blogs.

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A comparison photo of chicago in the spring vs winter.
29 September 2026

Best Time to Visit Chicago: A Month-by-Month Guide

Chicago has a season for everyone, but not every season is right for every traveler. This month-by-month guide breaks down the weather, crowds, festivals, and best activities so you can...
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A group of people on a food tour standing in front of Lou Malnatis sign.
24 July 2026

Must-Try Chicago Foods: The Iconic Dishes to Eat When Visiting

Discover the must-try foods that define Chicago, from deep dish pizza and Chicago-style hot dogs to Italian beef, tavern-style pizza, neighborhood favorites and sweet local treats.
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chicago riverwalk at night.
29 June 2026

Things to Do in Chicago at Night: A Local’s After-Dark Guide

Skip the tourist trail. Discover where locals actually go in Chicago after dark, from night bike tours and live jazz to late-night deep dish, rooftop bars, and neighborhood bar crawls.
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