Pedal your way through the heart of the Midwest’s crown jewel on two wheels! Chicago’s bike tours offer a smorgasbord of experiences that’ll make you feel like a local in no time. Picture yourself gliding past towering skyscrapers, feeling the lakefront breeze on your face, and stopping to nibble on deep-dish pizza or a Chicago-style hot dog.

From architectural marvels to hidden neighborhood gems, these tours pack a punch. For the history buffs and foodies, half-day tours serve up a perfect blend of stories and flavors. If you’re more of a free spirit, grab a full-day rental and chart your own course along the scenic lakefront trails.

Feeling adventurous? Hop on a spooky Halloween ride that’ll give you goosebumps and giggles in equal measure. And for those who can’t decide between paddling or pedaling, why not do both? Some clever operators offer combo food tours with bike or kayak options.

It’s like choosing your own adventure in the Windy City! So strap on that helmet, adjust your seat, and get ready to experience Chicago’s vibrant tapestry of sights, sounds, and tastes from the best seat in the house – your bike saddle.

Top Tours

  • Chicago offers a variety of culinary bike tours that allow visitors to sample the city’s iconic dishes and local cuisine.
  • The city’s bike tour options include exploring major landmarks, attractions, and the lakefront trail at a leisurely pace.
  • Themed tours, such as the Halloween-focused “Bobby’s Fright Hike: Halloween Edition Chicago Bike Tour,” provide a unique and thrilling experience.
  • Bike rental services in Chicago offer flexibility, with options for full-day or half-day rentals, including hybrid, road, and electric bikes.
  • Bike tour participants consistently praise the knowledgeable guides, safety measures, and overall enjoyment of the experiences.

Bikes, Bites, and Brews: Chicagos Signature Dishes Bike Tour

Bikes, Bites, and Brews: Chicagos Signature Dishes Bike Tour

The Bikes, Bites, and Brews: Chicago’s Signature Dishes Bike Tour offers a unique opportunity to explore the city’s renowned culinary landscape on two wheels.

Starting at $97.67, this half-day tour covers approximately 13 miles, with stops at iconic Chicago locations like Wrigleyville, Old Town, and the Lakefront Trail. You’ll sample classic local fare, from pizza and hot dogs to craft beer and cupcakes, all while soaking in the city’s vibrant neighborhoods.

The tour’s knowledgeable guides ensure a safe and enjoyable experience, with a focus on local food and drink.

You’ll appreciate the flexibility, with options to change tours or receive a refund in case of extreme weather.

The tour’s positive reviews highlight the guides’ engaging personalities and the memorable experience of exploring Chicago’s renowned food scene on two wheels.

Whether you’re a first-time visitor or a local, this bike tour offers a delicious and exciting way to discover the heart of the Windy City.

Read our full review: Bikes, Bites, and Brews: Chicagos Signature Dishes Bike Tour Review
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Chicago: Full-Day or Half-Day Bike Rental

Chicago: Full-Day or Half-Day Bike Rental

Explore the vibrant city of Chicago at your own pace with a full-day or half-day bike rental. With this flexible offering, you can create a personalized sightseeing itinerary, cycling along Lake Michigan or in Lincoln Park. The rental includes a helmet, bike lock, and detailed city map to help you navigate the flat terrain and extensive bike trails that make Chicago the best U.S. city for cycling.

Opt for a hybrid bike, Fuji Sportif 2.1 road bike, or electric bike, with junior bike options, child trailers, and seats available for families.

Begin your rental at Navy Pier, near the 20-mile Lakefront Bike Trail, and explore attractions like Millennium Park, Grant Park, and the Lincoln Park Zoo. Don’t miss the iconic Wrigley Field, home of the Chicago Cubs.

With a 4.7/5 rating, this bike rental offers a great way to experience the city, with the option of a guided tour for added convenience.

Read our full review: Chicago: Full-Day or Half-Day Bike Rental Review
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Chicago: Ultimate City Attractions Bike Tour

Chicago: Ultimate City Attractions Bike Tour

Although Chicago is known for its bustling streets and towering skyscrapers, exploring the city’s iconic attractions by bike offers a unique and exhilarating experience. The “Chicago: Ultimate City Attractions Bike Tour” takes you on a 3-hour journey through the heart of the Windy City, allowing you to skip the ticket line and soak in the sights at your own pace.

You’ll cover major landmarks like Millennium Park, Grant Park, and the stunning Buckingham Fountain, all while enjoying refreshing lake breezes.

The tour also showcases the city’s vibrant Museum Campus and Burnham Harbor, providing ample opportunities to capture scenic views of the Chicago skyline. With a live English-speaking guide leading the way, you’ll gain valuable insights into the city’s history and culture.

The tour starts from €50.55 per person, and you can reserve your spot now and pay later, ensuring flexible travel plans.

Customer reviews praise the tour’s value, transportation quality, and the knowledgeable and entertaining guides. Don’t miss this chance to explore Chicago’s top attractions on two wheels.

Read our full review: Chicago: Ultimate City Attractions Bike Tour Review
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Chicago: Classic Food Walking Tour With Bike or Kayak Rental

Chicago: Classic Food Walking Tour With Bike or Kayak Rental

Enjoy Chicago’s rich culinary heritage on the “Chicago: Classic Food Walking Tour With Bike or Kayak Rental”.

You’ll enjoy a personalized experience with fewer participants, allowing for greater engagement with your live tour guide. Savor iconic Chicago foods like deep-dish pizza, Italian beef, hot dogs, and brownies. For an additional fee, you can also indulge in a VIP craft beer sampling.

The tour is wheelchair accessible and runs in all weather conditions, with the unique underground Pedway system utilized during colder months. Conveniently, you can reserve now and pay later, ensuring flexible travel plans.

The 3-hour tour is highly rated, with an overall score of 4.8/5 from 132 reviews. Your guide is exceptional, averaging 4.9/5, and the tour offers excellent value for money at 4.7/5.

To enhance your Chicago experience, the tour includes a free 2-hour bike or kayak rental, subject to weather conditions.

Pricing starts from €73.54 per person, and you can cancel up to 24 hours in advance for a full refund.

Read our full review: Chicago: Classic Food Walking Tour With Bike or Kayak Rental Review
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Bike and Roll Chicago: Day Bike Rental

Bike and Roll Chicago: Day Bike Rental

Why not explore Chicago’s vibrant lakefront by renting a bike from Bike and Roll Chicago?

With their convenient location at the McDonalds Cycle Center in Millennium Park, you can easily access 18 miles of designated bicycle trails along the lakeshore.

Bike and Roll offers brand-new Trek bicycles and 3-speed cruisers, perfect for comfortable, upright riding.

The rental package includes a helmet and bicycle lock, ensuring your safety and security.

And if you need more time, you can extend the rental period for $4 per full day or $15 for an overnight.

Best of all, you can reserve your spot now and pay later, giving you the flexibility to adjust your travel plans as needed.

Customer reviews highlight the scenic routes, despite some minor issues in locating the rental location.

With an overall rating of 4.1/5, Bike and Roll Chicago provides an enjoyable experience to explore the city on two wheels.

Read our full review: Bike and Roll Chicago: Day Bike Rental Review
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Chicago: Westside Food Tasting Bike Tour With Guide

Chicago: Westside Food Tasting Bike Tour With Guide

Explore Chicago’s vibrant west side neighborhoods on this guided food tasting bike tour.

Taste a variety of local favorites, including Polish pierogis, tacos, and burgers, while learning about the city’s immigrant history. You’ll skip the ticket line and enjoy a live English-speaking guide as you ride along the new 606 elevated trail and scenic Lakefront Trail.

The tour showcases the best food options in Chicago’s West Side, with stops at unique, non-chain vendors.

You’ll view historic homes, warehouses, and skyscrapers, and hear stories of how immigrants have contributed to the city’s cultural landscape. Upgrade your experience with a VIP beer tasting of local craft brews.

With free cancellation up to 24 hours in advance and a pay-later option, this 4-hour tour offers flexible travel plans.

Reviewers praise the guide’s professionalism and engagement, as well as the overall organization and transportation provided.

Don’t miss this chance to explore Chicago’s vibrant west side through its delicious and diverse food scene.

Read our full review: Chicago: Westside Food Tasting Bike Tour With Guide Review
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Chicago: Full Day Food Walking Tour + FREE Bike/Kayak Rental

Chicago: Full Day Food Walking Tour + FREE Bike/Kayak Rental

Spend a full day exploring Chicago’s vibrant downtown and diverse culinary offerings on this comprehensive walking tour. Accompanied by an expert local guide, you’ll visit iconic landmarks like Millennium Park, Michigan Avenue, and the Chicago Theatre, all while sampling the city’s renowned deep-dish pizza, hot dogs, Italian beef sandwiches, and original recipe brownies.

The tour is wheelchair accessible, making it inclusive for all. With the option to reserve now and pay later, you can enjoy the flexibility of planning your travel around this experience.

Plus, you’ll receive a free 2-hour bike or kayak rental to use within 3 days of booking, allowing you to further explore the city on your own time.

Recognized as one of the Top 10 Food Tours in America by USA Today, this 5-hour excursion offers a VIP craft beer pairing add-on and the opportunity to learn about Chicago’s history and current events from your knowledgeable guide.

With comfortable shoes, a camera, and a reusable water bottle, you’re set to learn about the vibrant culture and flavors of this renowned city.

Read our full review: Chicago: Full Day Food Walking Tour + FREE Bike/Kayak Rental Review
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Bobbys Fright Hike: Halloween Edition Chicago Bike Tour

Bobbys Fright Hike: Halloween Edition Chicago Bike Tour

Embarking on a thrilling Halloween-themed bike tour, you’ll explore Chicago’s ghostly side and discover its haunted history. Operated by Bobby’s Bike Hike, this 3-hour “Fright Hike” takes you to spooky sites throughout the city, from a former cemetery with thousands of buried bodies to the Chicago River where a tragic drowning incident claimed 844 lives.

Along the way, an expert guide will regale you with ghostly tales, including the legend of Resurrection Mary, Chicago’s famous ghost. You’ll also learn about notorious figures like H.H. Holmes and haunted locales from the Levee District to the Colombian Exposition.

For your convenience, you can skip the ticket line and enjoy free cancellation up to 24 hours in advance.

Reviewers praise the knowledgeable guides and emphasis on safety during the tour, reporting an enjoyable and engaging experience that blends fun and education.

Whether you’re a thrill-seeker or history buff, this unique Halloween bike tour is sure to delight.

Read our full review: Bobbys Fright Hike: Halloween Edition Chicago Bike Tour Review
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Common Questions

What Safety Precautions Are Taken During the Bike Tours?

Safety is paramount on bike tours. You’ll wear a helmet, ride in a group, and receive instructions on traffic laws and etiquette. Tour guides monitor the group, ensuring everyone’s well-being throughout the excursion.

Are the Bikes Suitable for Riders of All Skill Levels?

The bikes used in the tours are suitable for riders of all skill levels. They’re well-maintained, easy to handle, and accommodating regardless of your biking experience. You’ll feel comfortable and confident throughout the tour.

Can I Bring My Own Bike to the Tours?

You can typically bring your own bike to the bike tours, though the tour operator may have bikes available to rent. It’s best to check with the specific tour company about their policies on using your own bike.

Are There Any Age or Weight Restrictions for the Tours?

Most bike tour companies don’t have age or weight restrictions, but it’s best to check with the specific tour operator. They’ll want to ensure you can comfortably and safely participate in the tour.

How Do I Choose the Right Tour for My Interests and Fitness Level?

When choosing a bike tour, consider your interests and fitness level. Review tour options and descriptions to find one that matches your preferences and abilities. Don’t be afraid to ask the tour operator for recommendations based on your needs.

Sum Up

Explore the vibrant neighborhoods of Chicago on a bike tour. From classic food tours to spooky Halloween rides, there’s something for every interest. Enjoy the freedom of cycling while discovering the city’s signature dishes, top attractions, and hidden gems. With a range of full-day or half-day options, you’ll find the perfect tour to suit your schedule and preferences.