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.
- 1:30pm Daily (added 3pm weekends)
Experience our "Chicago 101" tour which offers you all of the City's most popular attractions rolled into one memorable activi...Learn MoreBobby’s Bike HikeLearn MoreSCHEDULE1:30pm Daily (added 3pm weekends)LEVELEasyDURATION2.5 hoursLENGTH6 mi / 10kmPRICE
Kids (under 12): $20.75
Kids (under 4): $9.75Adult$42.75Student / Military$37.75Students / Seniors 65+$27.75Kids under 12$25.75Kids under 4$13.75HighlightsMuseum Campus
Amazing SunsetsCustom Line1:30pm Daily (added 3pm weekends)Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Museums-Parks-at-Sunset.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $20.75Gift Certificates
- 12:00pm Daily
Working up an appetite won't be a problem on this tour! We'll be sampling from each of Chicago's four favorite food groups - pizza, hot d...Learn MoreBobby’s Bike HikeLearn MoreSCHEDULE12:00pm DailyLEVELEasy to ModerateDURATION4 hoursLENGTH13mi / 21kmPRICE
(includes Bike, Food & Beverages)
Students/Military/Senior: $64.75Adult$69.75Student / Military$64.75Students / Seniors 65+$64.75Kids under 12Kids under 4HighlightsGold Coast
Chicago Style Pizza
Chicago-style Hot Dog
Locally Crafted Beer
Amazing LakefrontCustom Line12:00pm DailyReserve NowMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrewsSignature.jpgBottom Link -1Bottom Link -2Private Group RequestPRICEStarting at $64.75Gift Certificates
- 1:30pm Daily (added 10:30am Weekends)
Rated the best Chicago sightseeing tour of 2018 by TripAdvisor, Most Organized Bike Ride of Chicago by the Chicago Reader, and Best Chicago Tour by Citysearch! This &...Learn MoreBobby’s Bike HikeLearn MoreSCHEDULE1:30pm Daily (added 10:30am Weekends)LEVELRidiculously EasyDURATION3 hoursLENGTH7 mi/11 kmPRICE
Kids (under 12): $25.75
Kids (under 4): $13.75Adult$42.75Student / MilitaryStudentStudents / Seniors 65+StudentsKids under 12$25.75Kids under 4$13.75HighlightsGold Coast Mansions
Old Town Historic District
Lincoln Park Zoo
North Avenue Beach
St. Michael’s Church
Oprah’s Old Chicago home
Chicago LakefrontMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Lakefront-Neighborhoods.jpgBottom Link -1Bottom Link -2Custom Line1:30pm Daily (added 10:30am Weekends)Reserve NowPrivate Group RequestPRICEStarting from $25.75Gift Certificates
- 12:30pm Fri-Sat / 11:30am Sun
Hop on two wheels and discover a whole new side of Chicago dining! Taste your way through diverse neighborhoods as we explore Chicago's...Learn MoreBobby’s Bike HikeLearn MoreSCHEDULE12:30pm Fri-Sat / 11:30am SunLEVELEasy/ModerateDURATION4 hoursLENGTH12mi / 20kmPRICE
(includes Bike, Food & Beverages)
Students/Military/Senior: $64.75Adult$69.75Student / Military$64.75Students / Seniors 65+$64.75Kids under 12Kids under 4HighlightsFulton Market
Rick Bayless Cruz Blanca
World Famous Pierogis
Jeff Mauro's (Food Network) unique sandwiches
Bucktown & 606 Bike Trail
Locally Crafted Beer
The ‘Chicago Handshake’
Chicago Lakefront TrailCustom Line12:30pm Fri-Sat / 11:30am SunMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrews-Foodie.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $64.75Gift Certificates
- 7pm Nightly / 7:30pm Fri-Sat
Our nighttime Chicago electric bike tour is a party on wheels! Roll through the Windy City on two-wheels with ease, and see some of our most beautiful landmarks lit up a...Learn MoreBobby’s Bike HikeLearn MoreSCHEDULE7pm Nightly / 7:30pm Fri-SatLEVELE-E-EasyDURATION3 hoursLENGTH8 mi/13 kmPRICE
(includes Electric Bike)
Students(16+)/Military/Seniors: $47.75Adult$59.75Student / MilitaryStudents / Seniors 65+Kids under 12Kids under 4HighlightsElectric Bikes
Oak Street Beach
Rush Street Nightlife
Cloud Gate at Night
Chicago Lakefront & FireworksCustom Line7pm Nightly / 7:30pm Fri-SatMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $47.75Gift Certificates
- 2:30pm Daily (May - September)
This tour was designed with your family in mind! Sometimes known as "Bobby's Adventure Series" or "The Best Thing to Do in Chicago with...Learn MoreBobby’s Bike HikeLearn MoreSCHEDULE2:30pm Daily (May - September)LEVELEasy, Easy, EasyDURATION2 hoursLENGTH4.5 milesPRICE
Kids (under 12): $10.75
Kids (under 4): FREEAdult$34.75Student / MilitaryStudents / Seniors 65+$27.75Kids under 12$19.50Kids under 4$9.75HighlightsLincoln Park Zoo
Oak Street Beach
Peggy Notebaert Nature Museum
Abe Lincoln Stature
Secret GardenCustom Line2:30pm Daily (May - September)Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Tike-Hike-KidsEdition.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $10.75. Kid's under 4 FREEGift Certificates
- RESUMES SPRING 2019
Bobby's Bike Hike is rolling out the best Chicago mafia tour every weekend of the summer! This electric bicycle tour of Old Chicago will introduce you to the ...Learn MoreBobby’s Bike HikeLearn MoreSCHEDULERESUMES SPRING 2019LEVELModerate/IntermediateDURATION4 hoursLENGTH16mi/26kmPRICE
(includes Electric Bike)
Students(16+)/Military/Seniors: $47.75Adult$52.75Student / Military$47.75Students / Seniors 65+$47.75Kids under 12Kids under 4HighlightsBridgeport
Old Palmisano Park
Old Italian Outfit hangouts
Prairie Ave District
Levee Red Light District
Italian Beef Sandwich
Chicago LakefrontCustom LineRESUMES SPRING 2019Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Southside-Gangster.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $47.75Gift Certificates
- RESUMES OCTOBER 2019
Only in Chicago can you be scared witless while enjoying a rip-roaring entertaining bicycle tour! Bobby's Fright Hike - Halloween...Learn MoreBobby’s Bike HikeLearn MoreSCHEDULERESUMES OCTOBER 2019LEVELMostly EasyDURATION3 hoursLENGTH8mi/13kmPRICE
Students/Military/Seniors: $40.75Adult$45.75Student / Military$40.75Students / Seniors 65+$40.75Kids under 12Kids under 4HighlightsEastland Disaster
Rush Street Nightlife
Haunted Chicago StoriesCustom LineRESUMES OCTOBER 2019Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $40.75Gift Certificates
Why book a bike tour through Chicago?
Bobby’s Bike Hike offers a wide variety of award-winning Chicago city 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 bicycle tour companies.
Why are bike tours so popular in Chicago? Good Question. And we have the answer. Chicago is consistently ranked the #1 City for bicycling in the country because of its flat terrain, ease of use, miles of bike lane and extensive trail systems. You can safely and easily ride anywhere in Chicago, and bike trails connect the neighborhoods to the parks, beaches, and Chicago’s top attractions. Plus, 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 City.
What can I expect on a Bobby’s Bike Hike bike tour?
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 sample Chicago’s culinary delights, discover one-of-a-kind neighborhoods and parks, tap into local nightlife, visit famous gangster haunts or experience the joy of kid-friendly fun, we have a tour that speaks to you. You can cover much more ground than a Chicago walking tour, plus 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. We encourage you to experience Chicago through all five senses.
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 and your friends and family will enjoy for years to come.
Who would enjoy a Chicago Bicycle Tour?
Ever heard the phrase “It’s as easy as riding a bike?” Well, it’s just that easy. On a majority of our 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 bicycle 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 ride with us. And we even offer tandems, child bikes and equipment for those riders who might need additional assistance.
What types of bike tours do you offer?
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 Museums & Parks Bicycle Tour is our “Chicago’s Greatest Hits” 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.
Our Bikes, Bites & Brews : Signature Tour is designed for those craving the very foods that Chicago is famous for, including samples of Chicago-style pizza and hot dogs and 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 ride through the unique and quirky neighborhoods of Fulton Market, West Town, Wicker Park, Bucktown, Lincoln Park, and back along the Lakefront.
Bobby’s Electric Bikes @ 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. And the Electric bikes make the ride fun and effortless. Wednesdays & Saturdays even include the Lakefront Fireworks from Navy Pier.
The Old Chicago Gangster E-bike Tour, 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. Oh, and did we mention how much fun the Electric bikes are to ride?
Our kid-friendly 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.
And we even offer specialty tours around the holidays, like Bobby’s Fright Hike: Halloween Edition in the fall and the Icicles on Bicycles during the winter months.