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 Daily (12pm Sundays)HIGHLIGHTS: Deep-dish Pizza, Chicago-Style Hot Dogs, Craft Beer in America's Craft Beer Capital, Brownies or Cupcakes, the Gold Coast, Wrigley Field, Old Town, Lincoln Park
Bobby’s Bike HikeStudent / MilitaryKids under 12Kids under 4Students / Seniors 65+Related ToursArrayGift CertificatesArrayPrivate Group RequestArrayAdult$76.99Custom Line11:30am & 5:30pm Daily (12pm Sundays)SCHEDULE11:30am & 5:30pm Daily (12pm Sundays)LENGTH13mi / 21kmAGE21+DURATION4 hoursReserve NowPRICE(Discount Online Rate includes Bike, Food & Drinks)
Price: Fri-Sun Mon-Thurs Adults (Ages 21+) $79.99 $76.99 Squad Price: Private Group (up to 9 people) $649.99 $649.99 Electric Bike Upgrade $19.99 Bottom Link -2Bottom Link -1PRICEDiscount Online Rates at $76.99LEVELEasy to ModerateHighlightsGold Coast
Chicago Style Pizza
Lincoln Park
Savory Brownie
Wrigleyville
Chicago-style Hot Dog
Locally Crafted Beer
Amazing LakefrontMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrewsSignature.jpgLakefront Neighborhoods Bike Tour
Learn More1:30pm Weekdays, 10:30am & 2:30pm WeekendsHIGHLIGHTS: 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 Lakefront Trail
Bobby’s Bike HikeStudent / MilitaryKids under 12Kids under 4Students / Seniors 65+Related ToursArrayGift CertificatesArrayPrivate Group RequestArrayAdult$39.99AGE1+SCHEDULE1:30pm Weekdays, 10:30am & 2:30pm WeekendsCustom Line1:30pm Weekdays, 10:30am & 2:30pm WeekendsDURATION3 hoursLENGTH7 mi/11 kmReserve NowPRICE(Discount Online Rate includes bike)
Price: Fri-Sun Mon-Thurs Adults $42.99 $39.99 Youth (Ages: 4-11) $25.99 $22.99 Infants (Ages: 0-3) $5.99 $4.99 Squad Price (Private Groups up to 9 people) $349.99 $349.99 Electric Bike Upgrade $19.99 Bottom Link -1Bottom Link -2PRICEDiscount Online Rates at $39.99HighlightsGold 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.jpgChicago’s Ultimate City Bike Tour
Learn More9:30am & 1pm DailyHIGHLIGHTS: 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 HikeStudent / MilitaryKids under 12Kids under 4Students / Seniors 65+Related ToursArrayGift CertificatesArrayPrivate Group RequestArrayAdult$39.99AGE1+DURATION3 hoursLENGTH9 mi / 14kmSCHEDULE9:30am & 1pm DailyCustom Line9:30am & 1pm DailyReserve NowPRICE(Discount Online Rate includes bike)
Price: Fri-Sun Mon-Thurs Adults $42.99 $39.99 Youth (Ages: 4-11) $29.99 $26.99 Infants (Ages: 0-3) $9.99 $7.99 Squad Price: Private Group (up to 9 people) $349.99 $349.99 Electric Bike Upgrade $19.99 Bottom Link -1Bottom Link -2PRICEDiscount Online Rates at $39.99LEVELEasyHighlightsMuseum Campus
Northerly Island
Buckingham Fountain
Adler Planetarium
Soldier Field
Grant Park
Chicago Lakefront
Amazing ViewsMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Museums-Parks-at-Sunset.jpgWestside Foodie Ride Bike Tour
Learn More12pm Fri-Sat / 11:30am SunHIGHLIGHTS: Best Burgers on the Planet, Craft Beer, Polish Pierogi, Gourmet BBQ Sandwiches, Swedish Liqueur, Rich Drinking Chocolate, Fulton Market, Ukrainian Village, Wicker Park, Old Town, Lake Mich...
Bobby’s Bike HikeStudent / MilitaryKids under 12Kids under 4Students / Seniors 65+Related ToursArrayGift CertificatesArrayPrivate Group RequestArrayAdult$76.99SCHEDULE12:30pm Fri-Sat / 11:30am SunLENGTH12mi / 20kmCustom Line12pm Fri-Sat / 11:30am SunAGE21+DURATION4 hoursReserve NowPRICE(Discount Online Rate includes Bike and Food, VIP Drink optional)
Price: Fri-Sun Mon-Thurs Adults (Ages 21+) $79.99 $76.99 Squad Price (Private Groups up to 9 people) $649.99 $649.99 VIP Alcohol Pairing Upgrade $19.99 Bottom Link -2Bottom Link -1PRICEDiscount Online Rates at $76.99LEVELEasy/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
The ‘Chicago Handshake’
Lincoln Park
Scrumptious Macaroons
Chicago Lakefront TrailMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrews-Foodie.jpgUltimate Chicago Food Tour by Bike
Learn More11:00am & 4:30pm DailyThis could very well be the best food tour on the planet. Why? Nothing beats the freedom of a bicycle to explore so many...
Bobby’s Bike HikeKids under 12Kids under 4Students / Seniors 65+Student / MilitaryRelated ToursArrayGift CertificatesArrayPrivate Group RequestArrayAdult$61.99AGE1+SCHEDULE11:00am & 4:30pm DailyCustom Line11:00am & 4:30pm DailyDURATION4 hoursLENGTH9mi / 14kmReserve NowPRICE(Discount Online Rate includes Bike, Food & Water)
Price: Fri-Sun Mon-Thurs Adults $64.99 $61.99 Kids (under 12) $54.99 $48.99 Kids (under 4 – if no extra food required) $10.99 $7.99 Squad Price (Private Groups up to 9 people) $649.99 $649.99 Electric Bike Upgrade $19.99 VIP Craft Beer Upgrade $19.99 Bottom Link -2Bottom Link -1HighlightsDeep-dish Pizza
Gold Coast
Millennium Park
Italian Beef Sandwich
Chicago Riverwalk
Chicago-style Hot Dog
Buckingham Fountain
Craft Beer
Lakefront Trail
Oak Street BeachPRICEDiscount Online Rates at $61.99LEVELEasyMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgBobby’s Fright Hike: Halloween Edition Night Bike Tour
Learn MoreRESUMES OCTOBER 2021HIGHLIGHTS: 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 HikeStudent / MilitaryKids under 12Kids under 4Students / Seniors 65+Gift CertificatesArrayPrivate Group RequestArrayAdult$39.99AGE12+DURATION3 hoursLENGTH8mi/13kmReserve NowPRICE(Discount Online Rates includes bike)
Price: Fri-Sun Mon-Thurs Adults $42.99 $39.99 Youth (Ages: 4-11) $29.99 $26.99 Infants (Ages: 0-3) $9.99 $7.99 Squad Price (Private Groups up to 9 people) $349.99 $349.99 Electric Bike Upgrade $19.99 Bottom Link -1Bottom Link -2PRICEDiscount Online Rates at $39.99HighlightsEastland Disaster
Rush Street Nightlife
Chicago River
Millennium Park
Cloud Gate
Buckingham Fountain
Museum Campus
Levee District
Haunted Chicago StoriesLEVELMostly EasySCHEDULERESUMES OCTOBER 2021Custom LineRESUMES OCTOBER 2021Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgRIDEABOUT to Wrigley
Learn More1:30 pm SaturdaysHIGHLIGHTS: Streeterville & the Gold Coast, Lincoln Park Neighborhood & Park, Wrigley Field, Chicago-Style Hot Dog, Lakefront Trail
Bobby’s Bike HikeAdultKids under 12Kids under 4Students / Seniors 65+Student / MilitaryGift CertificatesArrayPrivate Group RequestArrayAGE1+LENGTH13mi/21kmSCHEDULE1:30 pm SaturdaysCustom Line1:30 pm SaturdaysDURATION3 to 3.5 hoursReserve NowPRICE(Discount Online Rate includes Bike)
Adults 39.99 Youth (ages 4-11) $29.99 Infant (ages 0-3) $9.99 Squad Pricing: Private Group up to 9 people) $249.99 Bottom Link -2Bottom Link -1LEVELEasy to ModeratePRICEPricing starts at $39.99HighlightsStreeterville & the Gold Coast
Lincoln Park Neighborhhod & Park
Wrigley Field
Chicago-Style Hot Dog
Lakefront TrailMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpg80s in Chicago RIDEABOUT
Learn More10am Tues, Thurs & SatHIGHTLIGHTS: Blues Bothers sights, State Street, sights from Ferris Bueller's Day Off, celebrating the Bears Superbowl victory, Harold Washington, Decade between the Daleys, Grant Park
Bobby’s Bike HikeAdultKids under 12Kids under 4Students / Seniors 65+Student / MilitaryGift CertificatesArrayPrivate Group RequestArraySCHEDULE10am Tues, Thurs & SatCustom Line10am Tues, Thurs & SatAGE12+DURATION2 to 2.5 hoursLENGTH9mi / 14kmReserve NowPRICE(Discount Online Rate includes Bike)
Adults 39.99 Youth (ages 4-11) $29.99 Infant (ages 0-3) $9.99 Squad Pricing: Private Group up to 9 people) $249.99 Bottom Link -2Bottom Link -1HighlightsBlues Bothers
State Street
Ferris Bueller's Day Off
Super Bowl Shuffle
Harold Washington
Decade between the Daleys
Grant ParkLEVELEasyPRICEPricing starts at $39.99Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgChicago’s Ultimate City Bike Tour at Night
Learn More7pm NightlyHIGHLIGHTS: City Sites Lit up at Night, Lincoln Park, Oak Street Beach, Chicago Riverwalk, The Chicago Theatre, Millennium Park, Buckingham Foutain, Museum Campus, Soldier Field, Navy Pier
Bobby’s Bike HikeStudent / MilitaryKids under 12Kids under 4Students / Seniors 65+Related ToursArrayGift CertificatesArrayPrivate Group RequestArrayAdult$59.75AGE12+DURATION3 hoursCustom Line7pm NightlySCHEDULE7pm NightlyLENGTH9 mi/14 kmReserve NowPRICE(Discount Online Rate includes bike)
Price: Fri-Sun Mon-Thurs Adults (Ages: 12+) $42.99 $39.99 Youth (Ages: 4-11) $29.99 $26.99 Infants (Ages: 0-3) $9.99 $7.99 Electric Bike Upgrade $19.99 Bottom Link -1Bottom Link -2PRICEDiscount Online Rates at $42.99LEVELMostly Easy to ModerateHighlightsOak Street Beach
Rush Street Nightlife
Chicago River
Millennium Park
Cloud Gate at Night
Buckingham Fountain
Museum Campus
Chicago Lakefront & FireworksMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgBobby’s Tike Hike: Kid’s Edition Bike Tour
Learn More2:30pm Daily (May - September)HIGHLIGHTS: Oak Street Beach, Chicago Lakefront Trail, Abraham Lincoln Statue, Kissing Bridge, Lincoln Park Zoo, Secret Garden, North Avenue Beach
Bobby’s Bike HikeStudent / MilitaryRelated ToursArrayGift CertificatesArrayPrivate Group RequestArrayKids under 12$19.50Students / Seniors 65+$27.75Adult$34.75Kids under 4$9.75DURATION2 hoursSCHEDULE2:30pm Daily (May - September)Custom Line2:30pm Daily (May - September)LENGTH4.5 milesAGE8+ to ride own bike, eqpt available for 2-7Reserve NowPRICE(Discount Online Rates include Bike)
Price: Fri-Sun Mon-Thurs Adults $39.75 $36.75 Students $34.75 $31.75 Military $34.75 $31.75 Senior $34.75 $31.75 Kids (under 12) $15.75 $14.75 Kids (under 4) FREE FREE Electric Bike Upgrade $19.99 Bottom Link -2Bottom Link -1PRICEDiscount Online Rates at $39.75. Kid's under 4 FREELEVELEasy, Easy, EasyHighlightsLincoln Park Zoo
Chicago Lakefront
Oak Street Beach
Children’s Fountain
Petting Zoo
Peggy Notebaert Nature Museum
Abe Lincoln Stature
Kissing Bridge
Secret GardenMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Tike-Hike-KidsEdition.jpg
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. 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.
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.
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.
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 Museums & Parks Bicycle Tour is our “Chicago’s Greatest Hits” city bike tour as it hits all of Chicago’s top attractions, all within an easy 2.5-hour ride. This tour is great for everyone, including 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.
The Electric Bike Night Tour is a party on wheels where you can see Chicago’s famous attractions light up at night, including Buckingham Fountain with its world-renowned light and sound show. The electric bikes make the ride fun and effortless. Wednesdays & Saturdays even include the Lakefront Fireworks from Navy Pier.
The Old Chicago Gangster Tour on E-bike, which focuses on the Chicago mafia, takes you into the exciting and seedy past of Chicago’s underworld where you’ll hear fascinating stories about the history of the mob and see their hangouts, some of which still exist today.
Our kid-friendly bike tour, Bobby’s Tike Hike: Kid’s Edition, will keep both you and the kids entertained all while showing you the best attractions and activities Chicago has to offer children. We have junior bikes 24″, kids Bikes 20″, bike trailers, child tag-a-longs, and child bike seats available for use.
We offer specialty holiday tours, like Bobby’s Fright Hike: Halloween Edition in the fall and the Icicles on Bicycles during the winter months.