Chicago: Bikes, Bites, and Brews Biking Tour

Wrigleyville, Chicago



Sample Chicago’s four favorite food groups – pizza, hot dogs, brownies, and beer – on this city bike tour. Tour Chicago's famous neighborhoods and top attractions, day and night tour routes.

The Chicago Bike & Food Tour offers a 4.5-hour guided cycling experience through Chicago’s neighborhoods with iconic local food tastings, ideal for adults aged 16+

Highlights

  • Savor five iconic Chicago dishes—enough to satisfy a full meal
  • Taste deep dish pizza, classic hot dogs, Italian beef sandwiches, brownies, and Garrett’s popcorn
  • Local expert guides narrate Chicago’s food history and culture during the tour
  • Daytime tour option includes a ride up to historic Wrigley Field
  • Night tour option features a light show at Buckingham Fountain

Description

This Chicago Bike & Food Tour combines sightseeing, local stories, and signature Chicago flavors into a 4.5-hour bike ride. Riders will visit several neighborhoods including Wrigleyville, Gold Coast, Old Town, Lakeview, Lincoln Park, and the Lakefront Trail.

Participants sample five classic Chicago foods: deep dish pizza, hot dogs, Italian beef sandwiches, brownies, and beer (available with a VIP beverage upgrade). Each tasting stop highlights authentic local flavors while guides share the history behind the food.

The experience is designed for adults seeking a fun and relaxed way to explore Chicago. Whether visitors, couples, or locals, the tour blends movement, culture, and cuisine along comfortable bike paths and city streets.

Day tours include a route to Wrigley Field through iconic neighborhoods. Night tours showcase illuminated landmarks such as Millennium Park, Buckingham Fountain, and the Museum Campus. Both options offer scenic stretches along the Lakefront Trail with skyline views and lake breeze.

The ride covers about 13 miles at a relaxed pace, with well-timed breaks to eat and explore. Bikes, helmets, and water bottles are provided, accommodating riders of all abilities.

Bobby’s Bike Hike, America’s first city bike tour company, operates the tour, recognized by USA Today, TripAdvisor, and Yelp for its leading food tours.

Includes

  • 4.5-hour bike tour
  • Professional guide
  • All food samples
  • Helmet
  • Bike
  • Water bottle
  • Beer pairings available with a VIP upgrade (offered upon arrival)

Excludes

  • Gratuity for the guide (15-20% suggested)
  • VIP adult drink package upgrade ($19.99 per person, adults only, optional)

Important Information

  • All meals are included
  • Suitable for participants aged 16 and over
  • Vegetarian options are available
  • Tours run in all weather conditions
  • Gratuity is appreciated; bring cash as there is no ATM on site
  • Minimum of 2 participants required for the tour to operate. If not met 2 hours before start, the operator may reschedule or cancel with a full refund
  • VIP drink package upgrade available upon arrival, including 3 unique beverage pairings ($19.99 per person, adults only)

Cancellation Policy

Cancel up to 24 hours in advance for a full refund.

For the best experience, bring comfortable clothing and wear suitable shoes for biking. Booking in advance is recommended due to group size limits.

Frequently Asked Questions

The tour includes tastings of deep dish pizza, classic Chicago hot dogs, Italian beef sandwiches, brownies, and Garrett’s popcorn.
The guided cycling tour lasts approximately 4.5 hours.
The tour is suitable for adults and teens aged 16 and older.
The daytime tour includes a ride up to historic Wrigley Field in Chicago.
The night tour features a light show at Chicago’s Buckingham Fountain.
Yes, local expert guides narrate Chicago’s food history and culture throughout the tour.
Yes, the five tastings offered are enough to satisfy a full meal.
Basic cycling ability is recommended, but the tour is designed for casual riders through Chicago’s neighborhoods.
Please check the official website for up-to-date hours and booking details.

Trusted local guides, read by millions every month

  • 2006 online since
  • 26.2M page views a month across the network
  • 14 languages

180+ destination guides, one network

Every guide covers a single destination on its own website, with events, restaurants, things to do and places to stay chosen from local recommendations.

My Guide Network Locations

Nearby Destinations

Add to your trip

Add your travel dates so we can place this on the right day, or save it for later.

Added to your trip Added to day {[{trip.toast.day}]}, MorningAfternoonEvening Saved to your trip Already in your trip Transfer saved to your trip Save your trip to get fresh suggestions Staying in {[{trip.toast.label}]} Base cleared Trip deleted Link copied Could not save your trip Something went wrong, please try again