Chicago’s bike tours connect visitors directly with the city’s essential sights and flavors. The standout Bikes, Bites, and Brews tour (13 miles) hits all the culinary must-tries – from deep-dish pizza to local craft beer spots. For scenic views, the Lakefront Neighborhoods route delivers, combining Lake Michigan vistas with stops at Lincoln Park Zoo.
We especially love the thoughtfully paced Bites and Brews tour for its perfect mix of pedaling and eating. The Lakefront ride earns high marks for its well-planned route and fascinating neighborhood insights.
Bike rentals come in various options: traditional day/half-day bikes or electric models for easier riding. Let’s explore Chicago’s most rewarding bike tours.
Key Points
- Chicago offers a range of highly-rated bike tours, including the 13-mile Bikes, Bites, and Brews Tour, the 9-mile Lakefront Neighborhoods Tour, and various themed experiences.
- Bike rental options provide flexibility, with day rentals starting at $35 and half-day rentals from $19.99, offering a variety of bicycles and e-bikes.
- Food-focused tours, such as the Westside Food Tasting Tour and Downtown Family Food Tour, allow visitors to explore Chicago’s diverse culinary landscape on two wheels.
- Themed tours like the Fright Hike Halloween Tour and family-friendly options cater to diverse interests, with engaging experiences and knowledgeable local guides.
- The bike tours in Chicago have consistently high ratings, with recommendation rates exceeding 90% and positive feedback on the quality of the experiences.
Bikes, Bites, and Brews: Chicagos Signature Dishes Bike Tour
This dynamic Bikes, Bites, and Brews tour allows visitors to explore Chicago’s culinary scene on two wheels.
Covering 13 miles over 4.5 hours, the tour takes guests through vibrant neighborhoods, stopping at iconic eateries and craft breweries.
Highlights include deep-dish pizza, Chicago-style hot dogs, and craft beer tastings.
Led by engaging local guides, the tour provides cultural insights into the city’s food specialties.
With a maximum group size of 16, the experience offers an intimate and personalized way to discover Chicago’s signature dishes.
Rated 5.0 overall with 99% traveler recommendations, this tour is a must for foodies and cycling enthusiasts alike.
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Bike and Roll Chicago: Day Bike Rental
For those seeking a flexible and affordable way to explore Chicago on two wheels, Bike and Roll Chicago‘s day bike rental offers a convenient solution. Priced at $35 per person, the rental includes a brand-new Trek bicycle, a helmet, and a trail map.
Customers can choose from 21-speed comfort bicycles or 3-speed cruisers in a variety of sizes to accommodate men and women. The rental location at Millennium Park is easily accessible, though the directions could be more precise.
With a 4.1/5 rating, the service and organization receive high marks, though the value for money is average. Overall, Bike and Roll Chicago provides a cost-effective way to enjoy the city’s sights at your own pace.
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Bike Tour of Chicagos Lakefront Neighborhoods
A captivating bike tour of Chicago’s picturesque lakefront neighborhoods awaits. This 3-hour, 9-mile excursion showcases the city’s stunning waterfront, historic districts, and iconic landmarks.
With a 5-star rating and 99% recommended by travelers, the tour offers an immersive experience led by knowledgeable local guides. Highlights include the Lincoln Park Zoo, North Avenue Beach, and the Lakefront Trail, complemented by scenic views of Lake Michigan and Chicago’s charming residential areas.
Suitable for all ages and fitness levels, the tour provides bicycles, helmets, and optional food/drink. Travelers praise the guides’ expertise and the tour’s ease of navigating the city by bike.
Whether a first-time visitor or a local, this bike tour is an excellent way to explore Chicago’s vibrant lakefront neighborhoods.
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Chicago: Best of Attractions Walking Tour +Bike/Kayak Rental
Visitors can experience the heart of Chicago’s iconic attractions through the guided Chicago: Best of Attractions Walking Tour combined with a complimentary 2-hour bike or kayak rental.
Priced at $44.99 per person, the 2-hour tour covers Millennium Park, the Riverwalk, Michigan Avenue, and the Chicago Theater, providing insights into the city’s history and architecture.
Guests can choose to explore further by renting a bike or kayak within 3 days of the tour booking.
With flexible scheduling and cancellation policies, this package offers an engaging way to discover Chicago’s top sights and enjoy the outdoors at an affordable price.
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Chicagos Ultimate City Bike Tour
Designed to showcase Chicago’s diverse landscapes and architectural marvels, the Chicagos Ultimate City Bike Tour provides an exhilarating 3-hour journey through the heart of the city.
Rated 5 stars and highly recommended, this tour covers 9 miles and features a mix of city highlights, parks, and scenic views along the Lake.
With maximum group sizes of 15, the tour is led by knowledgeable guides who provide historical insights and engaging stories.
Suitable for various fitness levels, the tour utilizes greenway paths and protected bike lanes for a safe and enjoyable experience.
Participants can expect well-maintained equipment, photo opportunities, and rest breaks throughout the ride.
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Bobbys Fright Hike: Halloween Edition Chicago Bike Tour
Bobby’s Fright Hike: Halloween Edition Chicago Bike Tour offers an exhilarating and spooky exploration of the Windy City’s darker side.
Priced at €52.03 per person, this 3-hour English-language tour departs from Bobby’s Bike Hike on Lake Shore Drive.
Riders will discover Chicago’s ghostly sites, listen to tales from expert guides, and visit a former cemetery and the Chicago River where tragedies occurred.
Included in the tour are bikes, helmets, and a professional guide.
With an overall 5/5 rating based on 2 reviews, the tour is recommended for couples, groups, solo travelers, and families seeking a unique and thrilling Halloween experience in Chicago.
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Chicago Family Food and Bike Tour With Top Attractions
The Chicago Family Food and Bike Tour provides an exhilarating way for visitors to explore the city’s iconic sights and savor its culinary delights.
With a 93% recommendation rate, this half-day tour takes participants on a guided journey by bike, showcasing landmarks like the Lakefront Trail, Millennium Park, and the Chicago Riverwalk.
Foodies will delight in sampling Chicago classics such as deep-dish pizza, hot dogs, and desserts.
The tour is ideal for first-time visitors, with a generous food allowance that equals a hearty lunch.
With VIP beer-pairing upgrades, comfort bikes, and accommodations for dietary restrictions, this tour offers an unparalleled experience for families and adventurous travelers alike.
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Chicago: Ultimate City Attractions Bike Tour
Travelers seeking an exhilarating way to explore Chicago’s iconic landmarks can embark on the Chicago: Ultimate City Attractions Bike Tour. Priced at Kč 1,306 per person, this 3-hour guided bike tour allows participants to discover the city’s skyline and lakefront.
Visitors will cycle through Millennium Park, Grant Park, Museum Campus, and Northerly Island, witnessing landmarks like Buckingham Fountain and modern sculptures. The knowledgeable tour guide provides insights into Chicago’s history and architecture, while the family-friendly tour is designed for all ages.
With well-maintained bikes, cycle paths, and a flexible cancellation policy, this tour offers an engaging and convenient way to experience the best of the Windy City.
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Chicagos West Side Foodie Ride Bike Tour
Frequently, travelers embark on the Chicago’s West Side Foodie Ride Bike Tour, a 3-hour excursion that showcases the city’s diverse culinary and cultural offerings.
This highly-rated tour, with a perfect 5.0/5 score, takes groups of up to 14 through neighborhoods like Streeterville, River North, and Wicker Park.
Cyclists enjoy food samples at local hotspots, including Antique Taco and Bonci Pizzeria, while a knowledgeable guide provides insights.
Dietary restrictions can be accommodated, and an optional VIP beer package is available for those 21+.
With safety a top priority, the tour offers a unique blend of exercise, education, and epicurean delights, earning it TripAdvisor’s Traveler’s Choice Award since 2002.
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Chicago: Lakefront Neighborhoods Bike Tour
Exploring Chicago’s vibrant lakefront neighborhoods is a cycling adventure that immerses visitors in the city’s rich cultural tapestry.
The 3-hour guided bike tour takes guests through the Gold Coast mansions, the historic Old Town district, and along the picturesque lakefront. Riders will enjoy the stunning views of Lincoln Park Zoo and North Avenue Beach as they follow bike paths for most of the tour.
With safety as a priority, the tour is designed for all ages and fitness levels, and includes a live English-speaking guide, a bicycle and helmet, and tips.
Positive reviews highlight the knowledgeable and personable guides, well-maintained bikes, and engaging tour content.
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Chicago Full Day Bike Rental
For those seeking a more independent way to explore Chicago’s vibrant sights, the Chicago Full Day Bike Rental offers a flexible and convenient option.
With a stellar 5.0/5 rating, this activity provides riders with a high-quality bicycle, helmet, and map to navigate the city at their own pace. Conveniently located near Lake Shore Drive, the rental includes a guide, lock, and optional infant seats.
Boasting a 96% recommendation rate and a Badge of Excellence, this tour is a fantastic choice for moderate fitness levels.
Visitors can freely cancel or reschedule up to 24 hours in advance, making it a hassle-free experience from start to finish.
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Chicago: Bikes, Bites, and Brews Biking Tour
The Chicago: Bikes, Bites, and Brews Biking Tour is a 4.5-hour adventure that invites explorers to sample the city’s renowned cuisine and craft beer while pedaling through its vibrant neighborhoods.
This tour covers 13 miles, with stops at historic landmarks and popular areas. Participants can expect to indulge in Chicago’s iconic foods, including pizza, hot dogs, and brownies, as well as local beers.
Bikes, helmets, water, and food are provided, and the tour is led by knowledgeable English-speaking guides.
With a 4.9/5 rating from over 123 reviews, this tour offers a unique and delicious way to experience the best of Chicago.
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Fright Hike: Chicago Halloween Bike Tour
On a moonlit night in Chicago, thrill-seekers can embark on the captivating Fright Hike: Chicago Halloween Bike Tour. This 9-mile bike adventure takes riders through the city, with a local guide sharing spooky stories along the way.
The tour meets at 540 N Lake Shore Dr and returns to the same location. Suitable for most ages and fitness levels, the tour provides bicycles, helmets, and expert guides who blend information, interaction, and fun.
With a consistently high rating from TripAdvisor, the Fright Hike offers an entertaining and informative way to experience Chicago’s haunting history on two wheels.
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Chicago: Classic Food Walking Tour With Bike or Kayak Rental
Shifting from the eerie charm of the Fright Hike, Chicago’s Classic Food Walking Tour provides a delectable dive into the city’s culinary landscape.
For €75.69, participants can embark on a 3-hour guided journey, sampling iconic local delicacies like deep-dish pizza, hot dogs, and Italian beef sandwiches.
The tour also includes a free 2-hour bike or kayak rental, allowing visitors to explore the city’s landmarks, such as Millennium Park and the Magnificent Mile.
With a 4.8/5 overall rating, this experience promises an engaging, informative, and flavorful adventure, thanks to its knowledgeable guides and diverse food offerings.
The tour’s flexibility, from the wheelchair accessibility to the free cancellation policy, makes it an appealing option for travelers of all kinds.
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Chicago Lakefront Electric Bike Tour
An electric bike tour along Chicago’s picturesque lakefront provides an exhilarating way to experience the city’s iconic sights.
The Chicago Lakefront Electric Bike Tour, with its 4.5-star rating from 12 reviews, offers a €66.74 per person adventure that includes bike usage, helmets, bottled water, and snacks.
While not wheelchair-accessible and with some health restrictions, the tour is suitable for most travelers.
However, customers have reported issues with the meeting location and tour cancellations, though the provider promises improved communication.
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Chicago: Downtown Family Food Tour by Bike With Sightseeing
For those seeking a more immersive and educational experience of Chicago’s vibrant food culture and iconic landmarks, the Chicago: Downtown Family Food Tour by Bike With Sightseeing offers an unparalleled opportunity.
Priced at €75.69 per person, this 4-hour tour takes participants on a bike ride through the city, where they’ll sample iconic Chicago foods, including deep-dish pizza, hot dogs, and Italian beef.
Along the way, they’ll explore landmarks like Millennium Park, the Riverwalk, and the Buckingham Fountain, all while enjoying live commentary from a local guide.
The tour is family-friendly and suitable for all ages and fitness levels, and participants can even upgrade to a VIP experience with unique beverage pairings.
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Chicago Half-Day Bike Rental
Why not explore Chicago’s iconic sights at your own pace with the Chicago Half-Day Bike Rental?
This private rental from Bobbys Bike Hike – Chicago provides the freedom to discover the city on two wheels. Choose from a range of bike types, including e-bikes and premium road bikes, and enjoy the convenience of a helmet, bike lock, and detailed map.
Cycle along the waterfront, explore Millennium Park and Museum Campus, and tour various neighborhoods – all at your own tempo.
With a 4.5-star rating and starting at just $19.99 per person, this half-day rental is an ideal option for independent and active travelers seeking to experience the best of Chicago.
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Chicago: Full-Day or Half-Day Bike Rental
Explore Chicago’s iconic landmarks and vibrant neighborhoods at your own pace with the Chicago Full-Day or Half-Day Bike Rental.
Starting at just $23.99 per person, you can choose from a variety of bike types, including hybrid, road, and electric. The rental includes a helmet, bike lock, and detailed map, allowing you to create your own sightseeing itinerary along the 20-mile Lakefront Bike Trail.
Rentals are available rain or shine, with flexible start times and return policies. Customers praise the ease of exploring the city, though some suggest improvements to bike maintenance.
Whether you’re a seasoned cyclist or new to biking, this rental offers a fun and convenient way to discover Chicago.
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Electric Bike Rental for All Day
Offering an all-day electric bike rental experience, Bike & Roll Chicago provides a convenient way to explore the city’s landmarks and neighborhoods.
Located near Millennium Park, the rental service is open daily from 9 AM to 7 PM between June 30, 2022, and December 11, 2025.
Customers can rent an electric bike, lock, and helmet, with infant seats available.
While the service isn’t wheelchair accessible, it’s close to public transportation.
However, it’s not recommended for travelers with back problems or serious medical conditions.
Despite the convenience, the rental has received only two 1-star reviews, indicating potential quality issues.
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Chicago: Westside Food Tasting Bike Tour With Guide
This 4-hour Chicago: Westside Food Tasting Bike Tour with Guide provides an immersive experience to sample the city’s diverse culinary offerings.
Priced at $89.99 per person, the tour takes participants on a cycling journey through neighborhoods like River North, Fulton Market, Ukrainian Village, and Wicker Park.
Along the way, they’ll taste Polish pierogis, Mexican tortas, and more. An optional VIP beer upgrade is available for $19.99, featuring 3 unique beverage pairings.
Beyond the food, the tour showcases historical architecture, murals, and the 606 elevated trail.
With a 4.8/5 overall rating based on 16 reviews, this bike tour is an excellent way to explore Chicago’s vibrant westside neighborhoods.
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Frequently Asked Questions
Can I Bring My Own Bike on the Tour?
Customers can typically bring their own bikes on the tour, but it’s best to check with the tour operator beforehand. Many tours provide rental bikes, so it’s worth considering that option as well.
Do I Need to Be an Experienced Cyclist to Participate?
No, you don’t need to be an experienced cyclist to participate. Most bike tours welcome riders of all skill levels and provide safety guidance and equipment to ensure an enjoyable experience for everyone.
Are the Tours Suitable for Children or Families?
The tours are suitable for children and families, as most providers offer bikes of various sizes and have routes that cater to different skill levels. Many tours even include fun, family-friendly activities along the way.
How Do I Get to the Starting Point of the Tour?
To get to the starting point of the bike tour, participants can typically take public transportation like the bus or train, or drive and park near the designated meeting location. The tour company may also offer shuttle services from nearby stations.
Are the Tours Wheelchair or Stroller Accessible?
The tours are generally wheelchair and stroller accessible, but it’s best to check with the tour operator in advance. They’ll be able to provide specific details on the accessibility of their routes and vehicles.
The Sum Up
Chicago offers an array of bike tours showcasing the city’s iconic sights, diverse neighborhoods, and local cuisine. Whether you’re looking for a leisurely lakefront ride or an action-packed food-tasting adventure, there’s a bike tour to suit every interest. From guided excursions to self-guided rentals, visitors can explore Chicago’s vibrant urban landscape on two wheels and discover the city’s unique character and flavors.