• Discounted Bike Rentals for Chicago's Critical Mass at Bobby's Bike Hike

    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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    PRICE

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

    Highlights
    Daley Plaza
    Chicago attractions
    Chicago neighborhoods
    Chicago lakefront
    Chicago streets
    Happy Friday
    LEVEL
    Easy
    DURATION
    Overnight Rental
    SCHEDULE
    Pick-up btw 4–5:30pm Friday
    Return btw 8:30am-10am Saturday
    PRICE
    Starting at $15.50
    LENGTH
    Variable
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  • Fifth Third Bank – Bike the Drive

    Discounted Chicago bike rentals for all participants and guests. Bobby's Bike Hike is located just 3 blocks from the start/end point of Fifth Third Bank's Bike the Drive. Join 30,000 riders on the world-famous Lake Shore Drive for Chicago's Fifth Third Bank's Bike the Drive, ...

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    PRICE

    Comfort Bike: $35.00
    Child Bike: $20.00
    Junior Bikes: $25.00
    Child Seat: $18.00
    Tandems: $75.50
    Road Bikes: $62.00
    Premium Road:$79.00
    High Performance Mountain Bike: $50.50
    Early Bird Pick-up Special at 4pm: $12
    Bike Insurance: $5
    Helmet Only (no bike): $10.00

    LEVEL
    Easy
    Highlights
    Lake Shore Drive
    Great people
    Amazing Views
    Car-Free Ride
    Numerous start points
    Good time
    Great cause
    FREE LOCK
    FREE HELMET
    FREE MAP
    DURATION
    Overnight Rental
    SCHEDULE
    Pick-up: 6pm-8pm
    May 25, 2019
    Return 7am-10:30am
    May 26, 2019
    PRICE
    Starting at $18
    LENGTH
    Variable
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  • where to find discounted bike rentals for world naked bike ride chicago

    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 ...

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    PRICE

    Comfort/Hybrid: $25.00
    Premium Mountain Bike: $35.00
    Tandem: $75.50

    Highlights
    Naked Fun
    Great people
    Chicago neighborhoods
    Chicago lakefront
    Amazing views
    DURATION
    Overnight Rental
    SCHEDULE
    P/u: 5:00pm-7pm
    on June 8, 2019
    Return by 10am
    on June 9
    LEVEL
    Refreshingly Easy
    PRICE
    Starting at $25
    LENGTH
    Variable
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  • Lollapalooza Logo

    Bike-to-palooza

    Not sure how you're getting to Lolapalooza? . 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/...

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    SCHEDULE
    1-day & 3-day rentals
    Aug 1-4, 2019
    PRICE

    1-Day Rental: $32.00
    3-Day Rental (Valid Aug 1-4): $75.00

    Highlights
    Amazing Music
    Beautiful people
    Chicago Lakefront
    Inexpensive Transportation
    Fun Festival
    PRICE
    Starting at $32
    LEVEL
    Variable
    LENGTH
    Variable
    DURATION
    Variable
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  • Chicago Triathlon Logo

    Transamerica Chicago Triathlon

    Road Bike Rental Specials for all Participants. Includes two-day rental with FREE lock, helmet, and customized service. Standard Road Bikes are: 2019 Fuji Sportif 2.1 Premium Road Bikes are: 2019 Fuji SL 2.5 If you would like us to install your own pedals, or if you wo...

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    PRICE

    Standard Male: $130.75
    Standard Female: $130.75
    Premium Male: $169.75
    Premium Female: $169.75
    Pedal Swap: $5.75

    Highlights
    Bike
    Swim
    Run
    Great people
    SCHEDULE
    Pick-up: 8am-7pm on Aug 24, 2019
    Return by 7pm on August 25
    PRICE
    Starting at $130
    LENGTH
    Triathlon
    DURATION
    Two-day Rental
    LEVEL
    Variable
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  • Bank of American Chicago Marathon

    Bike the Chicago Marathon

    Not running the Chicago Marathon? ! Show support for friends and family and 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 a bike. Keep up with you...

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    Kids under 4
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    LENGTH
    26.2 miles if you'd like
    PRICE

    Comfort/Hybrid
    $25.00
    Premium Mountain Bike
    $35.75
    Road Bike
    $45.75

    Highlights
    Huge Crowds
    Amazing people
    Diverse neighborhoods
    Cafes/pubs
    Flat Terrain
    DURATION
    Overnight
    SCHEDULE
    P/U 5:30pm-7pm
    Oct 12, 2019
    Return by 5pm
    October 13
    PRICE
    Starting at $25
    LEVEL
    You set the level
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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.