• Chicago Critical Mass!

    Join Chicago Critical Mass as thousands of bicyclists take over the downtown streets on a leisurely bike ride through Chicago.  The rides take place on the last friday of every month and are completely free and designed for all types of riders.  Chicago’s Critical Mass bike rides start from ...

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    SCHEDULE
    Pick-up btw 4–5:30pm Friday
    Return btw 8:30am-10am Saturday
    LEVEL
    Easy
    DURATION
    Overnight Rental
    LENGTH
    Variable
    PRICE

    Hybrid/Comfort
    $17.50
    Mtn Bike
    $19.50
    Road Bike
    $60.00
    Prem Road
    $80.00
    Tandem
    $62.50

    Adult
    Student / Military
    Students / Seniors 65+
    Kids under 12
    Kids under 4
    Highlights
    Daley Plaza
    Chicago attractions
    Chicago neighborhoods
    Chicago lakefront
    Chicago streets
    Happy Friday
    Custom Line
    Reserve Now
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/02/map-graphic.jpg
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    Private Group Request
    PRICE
    Starting at $15.50
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  • MB Bike the Drive

    Discounted Rentals for all participants and guests. Bobby’s Bike Hike is located just 3 blocks from the start/end point of MB’s Bike the Drive. Join 30,000 riders on the world-famous Lake Shore Drive for Chicago’s MB Financial Bank’s Bike the Drive, benefiting the Active Tran...

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    SCHEDULE
    Pick-up: 6pm-8pm
    May 26, 2018
    Return by 10:30am
    May 27, 2018
    LEVEL
    Easy
    DURATION
    Overnight Rental
    LENGTH
    Variable
    PRICE

    Child Bike
    $18.00
    Junior Bikes
    $25.00
    Comfort Bike
    $25.00
    Mountain Bikes
    $35.50
    Premium Mtn
    $45.50
    Tandems
    $65.00
    Road Bikes
    $62.00
    Premium Road
    $75.00
    Electric Bike
    $65.00
    Child Seat
    $16.00
    Child Tag-a-long
    $18.00
    Child Trailer
    $20.00
    Helmet Only (no bike)
    $10.00

    Adult
    Student / Military
    Students / Seniors 65+
    Kids under 12
    Kids under 4
    Highlights
    Lake Shore Drive
    Great people
    Amazing Views
    Car-Free Ride
    Numerous start points
    Good time
    Great cause
    FREE LOCK
    FREE HELMET
    FREE MAP
    Custom Line
    Reserve Now
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/02/map-graphic.jpg
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    Private Group Request
    PRICE
    Starting at $18
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  • World Naked Bike Ride

    World Naked Bike Ride (WNBR) is an international clothing-optional bike (or other person powered) event where participants ride en masse for the dual purpose of bringing attention to people powered transport and promoting positive body image. This is not a race, but a massive group ride through the ...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    P/u: 5:00pm-7pm
    on June 9, 2018
    Return by 10am
    on June 10
    LEVEL
    Refreshingly Easy
    DURATION
    Overnight Rental
    LENGTH
    Variable
    PRICE

    Comfort/Hybrid
    $25.00
    Mountain Bike
    $27.50
    Electric Bike
    $65.00
    Tandem
    $75.50

    Adult
    Student / Military
    Students / Seniors 65+
    Kids under 12
    Kids under 4
    Highlights
    Naked Fun
    Great people
    Chicago neighborhoods
    Chicago lakefront
    Amazing views
    Custom Line
    Reserve Now
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/02/map-graphic.jpg
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    Private Group Request
    PRICE
    Starting at $25
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  • Bike-to-palooza

    Bike-to-palooza. Bike Rental Specials for Lollapalooza ticket holders. The venue is located in Grant Park, right along the shores of Lake Michigan and the 20-mile Lakefront Bike Trail, which makes biking the most accessible and easiest way to get to/from the concerts. Free bike valets will be availa...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    1-day & 3-day rentals
    Aug 2-5, 2018
    LEVEL
    Variable
    DURATION
    Variable
    LENGTH
    Variable
    PRICE

    1-Day Rental
    $32.00
    3-Day Rental
    (Valid Aug 2-5)
    $75.00

    Adult
    Student / Military
    Students / Seniors 65+
    Kids under 12
    Kids under 4
    Highlights
    Amazing Music
    Beautiful people
    Chicago Lakefront
    Inexpensive Transportation
    Fun Festival
    Custom Line
    Reserve Now
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/02/map-graphic.jpg
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    Private Group Request
    PRICE
    Starting at $32
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  • Transamerica Chicago Triathlon

    Road Bike Rental Specials for all Transamerica Chicago Triathlon Participants. Includes two-day rental with FREE lock, helmet, and customized service. Standard Road Bikes are: 2018 Fuji Sportif 2.1 Premium Road Bikes are: 2018 Fuji SL 2.5 If you would like us to install your own pedals, or if you wo...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    Pick-up: 8am-7pm
    on Aug 25, 2018
    Return by 7pm
    August 26
    LEVEL
    Variable
    DURATION
    Two-day Rental
    LENGTH
    Triathlon
    PRICE

    Standard Male
    $125.00
    Standard Female
    $125.00
    Premium Male
    $158.00
    Premium Female
    $158.00
    Pedal Swap
    $5.00

    Adult
    Student / Military
    Students / Seniors 65+
    Kids under 12
    Kids under 4
    Highlights
    Bike
    Swim
    Run
    Great people
    Custom Line
    Reserve Now
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/02/map-graphic.jpg
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    Private Group Request
    PRICE
    Starting at $125
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  • Bike the Chicago Marathon

    Show support for friends and family and Bike the Chicago Marathon Course. Bobby’s Bike Hike offers bike rental specials for people who want to support their family and friends by riding the Marathon Course on bike. Keep up with your favorite runner and experience the unique Chicago neighborhoo...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    P/U 5:30pm-7pm
    Oct 6, 2018
    Return by 5pm
    October 7
    LEVEL
    You set the level
    DURATION
    Overnight
    LENGTH
    26.2 miles if you'd like
    PRICE

    Comfort/Hybrid
    $25.00
    Mountain Bike
    $29.50
    Road Bike
    $40.00

    Adult
    Student / Military
    Students / Seniors 65+
    Kids under 12
    Kids under 4
    Highlights
    Huge Crowds
    Amazing people
    Diverse neighborhoods
    Cafes/pubs
    Flat Terrain
    Custom Line
    Reserve Now
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/02/map-graphic.jpg
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    Private Group Request
    PRICE
    Starting at $25
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Types of Chicago Events

Bobby’s Bike Hike is proud to be involved with many various types of events that balance well with our tenets of Travel, Community, Health, & Service.  We are excited to offer discounted rentals for large scale Chicago events such as Bike the Drive, Chicago Triathlon, Chicago LATE Ride, Chicago’s World Naked Bike Ride, Lollapalooza, Chicago Marathon, Chicago Spring Break specials.

But even smaller organizations and fundraisers, even family reunions, can team up with us to create an event that is perfect for groups who do not want to pay as a group, instead wanting each person to sign up separately.  We can create a tour or customized package and provide you with a link for your group to sign up for independently.