• Bike Tours in Chicago

bike tour through chicago

Bike Tours

We’ll Lead the Way
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bobbys bike hike rental bikes

Bike Rentals

Cruise as you Choose
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chicago food tour

Food Tours

Sample Chicago Classics
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guided walking tour in chicago

Walking Tours

Stroll instead of Roll
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  • Active Chicago Food Tours

    Chicago Favorites Walking & Food Tour

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    11:30am Friday & Saturdays

    HIGHLIGHTS: Chicago Food Staples, Deep-Dish Pizza, Chicago-Style Hot Dog, Italian Beef Sandwich, Millennium Park, The Loop, Chicago Riverwalk

    Park Grill in Millennium Park
    Kids under 12
    Kids under 4
    Students / Seniors 65+
    Gift Certificates
    Array
    Private Group Request
    Array
    Student / Military
    $43.75
    Adult
    $48.75
    AGE
    1+
    LENGTH
    1.4 miles
    SCHEDULE
    11:30am Friday & Saturdays
    Custom Line
    11:30am Friday & Saturdays
    DURATION
    2.5 to 3 hours
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    PRICE

    (Discount Online Rate includes Food Samples.)

    Price: Fri-Sun Mon-Thurs
    Adults $55.99 $52.99
    Youth (Ages 4-11) $49.99 $46.99
    Infants (Ages 0-3) when sharing w/ adult $9.99 $8.99
    Squad Pricing: Private Group (up to 9 people) $499.99 $499.99
    VIP Craft Beer Tasting Upgrade $19.99
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    Highlights
    Chicago Loop
    Chicago Style Deep Dish Pizza
    Millennium Park
    Chicago Theater
    Italian Beef Sandwich
    Riverwalk
    Chicago-style Hot Dog
    State Street
    Michigan Avenue
    Dessert
    VIP Craft Beer Package upgrade
    PRICE
    Discount Online Rates at $55.99
    LEVEL
    Totally Walkable
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpg
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  • Chicago Deep-Dish Pizza

    Bikes, Bites & Brews®- Chicago’s Signature Dishes Bike Tour

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    11:30am & 5:30pm Daily

    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 Hike
    Kids under 12
    Kids under 4
    Gift Certificates
    Array
    Private Group Request
    Array
    Students / Seniors 65+
    $64.75
    Student / Military
    $64.75
    Adult
    $69.75
    SCHEDULE
    11:30am & 5:30pm Daily
    Custom Line
    11:30am & 5:30pm Daily
    LENGTH
    13mi / 21km
    AGE
    21+
    DURATION
    4 hours
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    PRICE

    (Discount Online Rate includes Bike, Food & Drinks)

    Price: Fri-Sun Mon-Thurs
    Adults (Ages 21+) $79.99 $74.99
    Squad Pricing: Private Group (up to 9 people) $499.99 $499.99
    Electric Bike Upgrade $19.99
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    PRICE
    Discount Online Rates at $74.99
    LEVEL
    Easy to Moderate
    Highlights
    Gold Coast
    Chicago Style Pizza
    Lincoln Park
    Savory Brownie
    Wrigleyville
    Chicago-style Hot Dog
    Locally Crafted Beer
    Amazing Lakefront
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrewsSignature.jpg
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  • Small Group on Ultimate Chicago Bike Tour

    Chicago’s Ultimate City Bike Tour

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    9:30am Fri, Sat & Sun

    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 Aquarium, Soldier Field, and Adler Planetarium

    Bobby’s Bike Hike
    Gift Certificates
    Array
    Private Group Request
    Array
    Kids under 4
    $13.75
    Kids under 12
    $25.75
    Students / Seniors 65+
    $27.75
    Student / Military
    $37.75
    Adult
    $42.75
    AGE
    1+
    DURATION
    3 hours
    LENGTH
    9 mi / 14km
    SCHEDULE
    9:30am Fri, Sat & Sun
    Custom Line
    9:30am Fri, Sat & Sun
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    PRICE

    (Discount Online Rate includes bike)

    Price: Fri-Sun Mon-Thurs
    Adults $42.99 $39.99
    Youth (Ages: 4-11) $32.99 $29.99
    Infants (Ages: 0-3) $9.99 $9.99
    Squad Pricing: Private Group (up to 9 people) $249.99 $249.99
    Electric Bike Upgrade $19.99
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    PRICE
    Discount Online Rates at $42.99
    LEVEL
    Easy
    Highlights
    Museum Campus
    Northerly Island
    Buckingham Fountain
    Adler Planetarium
    Soldier Field
    Grant Park
    Chicago Lakefront
    Amazing Views
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Museums-Parks-at-Sunset.jpg
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  • Wrigley Field Sign on Chicago Tour with Bobby's Bike Hike

    RIDEABOUT to Wrigley

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    1:30 pm Saturdays

    HIGHLIGHTS: Streeterville & the Gold Coast, Lincoln Park Neighborhood & Park, Wrigley Field, Chicago-Style Hot Dog, Lakefront Trail

    Bobby’s Bike Hike
    Adult
    Kids under 12
    Kids under 4
    Students / Seniors 65+
    Student / Military
    Gift Certificates
    Array
    Private Group Request
    Array
    AGE
    1+
    LENGTH
    13mi/21km
    SCHEDULE
    1:30 pm Saturdays
    Custom Line
    1:30 pm Saturdays
    DURATION
    3 to 3.5 hours
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    PRICE

    (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

     

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    LEVEL
    Easy to Moderate
    PRICE
    Pricing starts at $39.99
    Highlights
    Streeterville & the Gold Coast
    Lincoln Park Neighborhhod & Park
    Wrigley Field
    Chicago-Style Hot Dog
    Lakefront Trail
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpg
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bobbys bike hike team

best tour company in chicago on tripadvisor

Why Take a Guided Chicago Tour?

Good question! Did you know that the Second City is actually first when it comes to bike riding? Chicago consistently ranks at the top for both walking and biking because it’s flat and easy to access (take that NYC!). Plus, all the neighborhoods, parks, and attractions are connected through a network of sidewalks and trails. So it makes sense that the best way to experience life in Chicago is on two wheels (or two feet) alongside fun folks just like yourself.