Bike Tours in Chicago
Bobby’s Bike Hike is the longest-running city bike tour company in the country, offering award-winning tours for a variety of ages, interests, and skill levels. Our entertaining guides will take you to Chicago’s most popular neighborhoods and parks, as well as Chicago’s top attractions. Our bike tours consist of the classic Chicago bike tours as well as our electric bike tours which make it feasible for everyone to bike Chicago!
Bikes, Bites & Brews®- Chicago’s Signature Dishes Bike Tour
Learn More11:30am & 5:30pm DailyHIGHLIGHTS: Deep-dish Pizza, Chicago-Style Hot Dogs, Craft Beer in America's Craft Beer Capital, Brownies or Cupcakes, Day Tour Route: Gold Coast, Wrigley Field, Old Town, Lincoln Park. Night Tour Rou...
Bobby’s Bike HikeButton URL Seconday HeaderKids under 12Kids under 4Number Secondary HeaderLogo Secondary HeaderStudents / Seniors 65+Student / MilitaryAdult$84.99Custom Line11:30am & 5:30pm DailySCHEDULE11:30am & 5:30pm DailyLENGTH13mi / 21kmAGE21+DURATION4 hoursReserve NowPRICE(Discount Online Rate includes Bike, Food & Drinks)
Price: Fri-Sun Mon-Thurs Adults (Ages 21+) $84.99 $79.99 Electric Bike Upgrade $29.99 Bottom Link -2Bottom Link -1PRICEDiscount Online Rates at $84.99LEVELEasy to ModerateHighlightsGold Coast
Chicago Style Pizza
Lincoln Park
Savory Brownie
Wrigleyville
Chicago-style Hot Dog
Locally Crafted Beer
Amazing LakefrontGift Certificateshttps://fareharbor.com/embeds/book/bobbysbikehike/items/45691/calendar/Logo URL Secondary Headerhttps://www.bobbysbikehike.com/Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrewsSignature.jpgRelated ToursArrayPrivate Group RequestArrayChicago’s Ultimate City Bike Tour
Learn More9:30am Daily (1:30pm Added Weekends)HIGHLIGHTS: Chicago Lakefront Trail, Millennium Park & Cloud Gate (a.k.a. The Bean), Grant Park & the Buckingham Fountain, Chicago Theatre, Navy Pier, the Chicago Riverwalk, The Field Museum, Shedd Aq...
Bobby’s Bike HikeButton URL Seconday HeaderStudent / MilitaryKids under 12Kids under 4Number Secondary HeaderLogo Secondary HeaderStudents / Seniors 65+Adult$49.99AGE1+DURATION3 hoursLENGTH9 mi / 14kmSCHEDULE9:30am DailyCustom Line9:30am Daily (1:30pm Added Weekends)Reserve NowPRICE(Discount Online Rate includes bike)
Price: Fri-Sun Mon-Thurs Adults $49.99 $45.99 Youth (Ages: 4-11) $39.99 $35.99 Infants (Ages: 0-3) $9.99 $8.99 Electric Bike Upgrade $29.99 Bottom Link -1Bottom Link -2PRICEDiscount Online Rates at $49.99LEVELEasyHighlightsMuseum Campus
Northerly Island
Buckingham Fountain
Adler Planetarium
Soldier Field
Grant Park
Chicago Lakefront
Amazing ViewsGift Certificateshttps://fareharbor.com/embeds/book/bobbysbikehike/items/45691/calendar/Logo URL Secondary Headerhttps://www.bobbysbikehike.com/Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Museums-Parks-at-Sunset.jpgRelated ToursArrayPrivate Group RequestArrayLakefront Neighborhoods Bike Tour
Learn More1:30pm Weekdays, 10:30am WeekendsHIGHLIGHTS: Family Friendly, Streeterville, Museum of Contemporary Art, Gold Coast, Playboy Mansion, Lincoln Park & Lincoln Park Zoo, Old Town, St. Michael's Church, North Avenue Beach, the Chicago La...
Bobby’s Bike HikeKids under 12Kids under 4Students / Seniors 65+Student / MilitaryAdult$49.99AGE1+SCHEDULE1:30pm Weekdays, 10:30am WeekendsCustom Line1:30pm Weekdays, 10:30am WeekendsDURATION3 hoursLENGTH7 mi/11 kmReserve NowPRICE(Discount Online Rate includes bike)
Price: Fri-Sun Mon-Thurs Adults $49.99 $45.99 Youth (Ages: 4-11) $29.99 $25.99 Infants (Ages: 0-3) $7.99 $6.99 Electric Bike Upgrade $29.99 Bottom Link -1Bottom Link -2PRICEDiscount Online Rates at $49.99HighlightsGold Coast Mansions
Old Town Historic District
Lincoln Park Zoo
North Avenue Beach
St. Michael’s Church
Oprah’s Old Chicago home
Playboy Mansion
Chicago LakefrontLEVELRidiculously EasyMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Lakefront-Neighborhoods.jpgGift Certificates{"text":"Gift Certificates","link":"https:\/\/fareharbor.com\/embeds\/book\/bobbysbikehike\/items\/45691\/calendar\/?u=9efbf3d0-ddae-4331-8765-6f33490d72a6&from-ssl=yes&ga=UA-46449336-1,388302409.1507320438%3BUA-16142268-1,388302409.1507320438%3B","page_id":"3490","use_internal":"false"}Related ToursArrayPrivate Group RequestArrayWestside Foodie Ride Bike Tour
Learn More12pm Fri-SunHIGHLIGHTS: Best Burgers on the Planet, Craft Beer (VIP Upgrade), Polish Pierogi, Gourmet Tacos, Rich Drinking Chocolate, Fulton Market, Ukrainian Village, Wicker Park, Old Town, Lake Michigan
Bobby’s Bike HikeButton URL Seconday HeaderKids under 12Kids under 4Number Secondary HeaderLogo Secondary HeaderStudents / Seniors 65+Student / MilitaryAdult$84.99SCHEDULE12:30pm Fri-SunLENGTH12mi / 20kmCustom Line12pm Fri-SunAGE21+DURATION4 hoursReserve NowPRICE(Discount Online Rate includes Bike and Food, VIP Drink optional)
Price: Fri-Sun Mon-Thurs Adults (Ages 21+) $84.99 $79.99 VIP Alcohol Pairing Upgrade $19.99 Electric Bike Upgrade $29.99 Bottom Link -2Bottom Link -1PRICEDiscount Online Rates at $84.99LEVELEasy/ModerateHighlightsFulton Market
Kuma's Corner (a Chicago burger and banger institution)
Ukrainian Village
World Famous Pierogis
Wicker Park
Antique Taco, rated '50 best tacos in America'
Bucktown & 606 Bike Trail
Locally Crafted Beer (VIP Upgrade)
Lincoln Park
Artisan chocolate
Chicago Lakefront TrailLogo URL Secondary Headerhttps://www.bobbysbikehike.com/Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrews-Foodie.jpgGift Certificates{"text":"Gift Certificates","link":"https:\/\/fareharbor.com\/embeds\/book\/bobbysbikehike\/items\/45691\/calendar\/?u=9efbf3d0-ddae-4331-8765-6f33490d72a6&from-ssl=yes&ga=UA-46449336-1,388302409.1507320438%3BUA-16142268-1,388302409.1507320438%3B","page_id":"3490","use_internal":"false"}Related ToursArrayPrivate Group RequestArrayChicago Family Food & Bike Tour (with Top Attractions)
Learn More11:00am DailyHIGHLIGHTS: Chicago Food Staples, Deep-Dish Pizza, Chicago-Style Hot Dog, Dessert, Millennium Park, The Loop, Navy Pier
Bobby’s Bike HikeKids under 12Kids under 4Students / Seniors 65+Student / MilitaryAdult$74.99AGE1+Custom Line11:00am DailySCHEDULE11:00am DailyDURATION4 hoursLENGTH9mi / 14kmReserve NowPRICE(Discount Online Rate includes Bike, Food & Water)
Price: Fri-Sun Mon-Thurs Adults(Ages: 12+) $74.99 $69.99 Youth (Ages 4-11) $64.99 $59.99 Infant(under 4 – if no extra food required) $10.99 $9.99 Electric Bike Upgrade $29.99 VIP Craft Beer Upgrade $19.99 Bottom Link -2Bottom Link -1HighlightsDeep-dish Pizza
Gold Coast
Millennium Park
Chicago Riverwalk
Chicago-style Hot Dog
Buckingham Fountain
Gelato
Craft Beer
Lakefront Trail
Oak Street BeachPRICEDiscount Online Rates at $74.99LEVELEasyMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgGift Certificates{"text":"Gift Certificates","link":"https:\/\/fareharbor.com\/embeds\/book\/bobbysbikehike\/items\/45691\/calendar\/?u=9efbf3d0-ddae-4331-8765-6f33490d72a6&from-ssl=yes&ga=UA-46449336-1,388302409.1507320438%3BUA-16142268-1,388302409.1507320438%3B","page_id":"3490","use_internal":"false"}Related ToursArrayPrivate Group RequestArrayBobby’s Fright Hike: Halloween Edition Night Bike Tour
Learn MoreOctober 11 - 31HIGHLIGHTS: The Cursed Energy of the John Hancock Center, Lingering Spirits of the SS Eastland, Trapped Souls of the Iroquois Theater, the Ghastly Elegance of the Congress Plaza Hotel
Bobby’s Bike HikeRelated ToursStudent / MilitaryKids under 12Kids under 4Students / Seniors 65+Adult$49.99AGE12+DURATION3 hoursSCHEDULE6pm, October 11 - 31, 2023LENGTH8mi/13kmReserve NowPRICE(Discount Online Rates includes bike)
Price: Fri-Sun Mon-Thurs Adults $49.99 $44.99 Youth (Ages: 4-11) $29.99 $26.99 Infants (Ages: 0-3) $9.99 $7.99 Electric Bike Upgrade $29.99 Bottom Link -1Bottom Link -2PRICEDiscount Online Rates at $44.99HighlightsEastland Disaster
Rush Street Nightlife
Chicago River
Millennium Park
Cloud Gate
Buckingham Fountain
Museum Campus
Levee District
Haunted Chicago StoriesLEVELMostly EasyCustom LineOctober 11 - 31Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgGift Certificates{"text":"","link":"","page_id":"3490","use_internal":""}Private Group RequestArray
Learn More About Bike Tours with Bobby’s Bike Hike
Why are bike tours so popular in Chicago? Chicago is consistently ranked the #1 City for bicycling in the country because of its flat terrain, ease of use, miles of bike lanes, and extensive bike trail systems. You can safely and easily ride anywhere in Chicago. Bike trails connect the neighborhoods to the parks, beaches, and Chicago’s top attractions. You can cruise the Lakefront Bike Trail, stopping to relax on the beach. Or you could head into the city on a guided tour of the neighborhoods or downtown area. For everything you need to know about biking in Chicago, check out our guide!
To top it off, residents of Chicago are incredibly bike-friendly. Midwestern charm is real folks, and you can witness it first hand as we cruise through this amazing biking city.
Bobby’s Bike Hike offers a wide variety of award-winning Chicago bike tours and consistently ranks as having the top tours in Chicago. Plus, we’re proud to be one of the country’s longest-running city bike tour companies.
We consider ourselves to be America’s Bike Tour Experts. So prepare yourselves to be entertained, informed, and we’ll throw in a whole lot of fun as well. Whether you want to explore Chicago’s neighborhoods or downtown by bike, sample Chicago’s culinary delights, discover parks off the trail, tap into local nightlife, visit famous gangster haunts or experience the joy of kid-friendly fun, we have a bike tour that speaks to you.
Discover More of Chicago on Bike: You can cover more ground on a bike tour than a Chicago walking tour, and you can get more up close and personal to Chicago attractions and neighborhoods than you can when sitting idle and being narrated to on a Chicago bus or boat tour.
Our tour guides are top-notch, having propelled us to a #1 Ranking on TripAdvisor for the past 10 years. We consistently offer tours that bring Chicago history, food, and culture to life. A bike tour of Chicago with Bobby’s Bike Hike will truly be a moving experience that you, your friends, and your family will enjoy for years to come.
Ever heard the phrase “It’s as easy as riding a bike.”? Well, it’s just that easy. On the majority of our bike tours at least. While most of our tours are set at a relaxed pace, Bobby’s Bike Hike offers Chicago guided bicycle tours that are rated from kindergarten easy to advanced, so you can pick the bike tour appropriate for you. We offer tours of Chicago for a wide variety of audiences, ages, and skill levels. So as long as you can ride a bike, you’re ok to bike Chicago with us!
We offer tandem bikes, child bikes, electric and comfort bikes, and additional equipment for those riders who might need additional assistance.
If you’re looking for just a Chicago bike rental we can also help with that! You can rent bikes hourly, half the day, or for a full month.
We offer Chicago bike tours that cater to a variety of ages, interests, and skill levels:
The Lakefront Neighborhoods Tour, which is our most popular and longest-running tour, takes you out of the tourist beat and into the upscale neighborhoods, quiet parks, and Lakefront Trail where you can experience life like a Chicagoan.
Our Bikes, Bites & Brews: Signature Bicycle Tour is designed for those craving the very foods that Chicago is famous for; including samples of Chicago-style pizza, Chicago hot dogs, cupcakes and locally-crafted beer all while exploring the Northside’s most popular neighborhoods including Wrigleyville, which is the home of Wrigley Field.
The Bikes, Bites & Brews: Westside Foodie Ride is geared towards foodies, like us, who want to explore the culinary creations and unique ethnic eateries and neighborhoods that make up the diversity that is Chicago. Delight your pallet as we bike through the unique and quirky neighborhoods of Fulton Market, West Town, Wicker Park, Bucktown, Lincoln Park, and back along the Lakefront.
Our Ultimate City Bike Tour hits all of Chicago’s top attractions, all within an easy 3 hour ride. This tour is great for everyone, even younger riders, offering stunning views of the magnificent Chicago skyline as well as Grant Park, Museum Campus, Navy Pier, Millennium Park, and Buckingham Fountain.
We offer specialty holiday tours, like Bobby’s Fright Hike: Halloween Tour Edition in the fall, and Holiday Strolls and Holiday Food Tours during Christmas time.