• Bike Tours in Chicago

Group on Chicago Bike Tour along Lakefront

Bike Tours

We’ll Lead the Way
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Couple on Bike Rentals from Bobby's Bike Hike in Chicago

Bike Rentals

Cruise as you Choose
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Hot Italian Beef Sandwich on Chicago Food Tour

Food Tours

Sample Chicago Classics
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Group on Chicago Walking Tour in Downtown 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 Daily

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

    Giordano’s Lake Street
    Student / Military
    Kids under 12
    Kids under 4
    Students / Seniors 65+
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    Adult
    $54.99 (don't need)
    AGE
    1+
    LENGTH
    1.4 miles
    Custom Line
    11:30am Daily
    SCHEDULE
    11:30am Daily
    DURATION
    2.5 to 3 hours
    Reserve Now
    PRICE

    (Discount Online Rate includes Food Samples.)

    Price: Fri-Sun Mon-Thurs
    Adults $59.99 $54.99
    Youth (Ages 4-11) $54.99 $49.99
    Infants (Ages 0-3) when sharing w/ adult $10.99 $9.99
    Squad Price: Private Group(up to 9 people) $549.99 $549.99
    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 $54.99
    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 (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 Hike
    Student / Military
    Kids under 12
    Kids under 4
    Students / Seniors 65+
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    Adult
    $76.99
    Custom Line
    11:30am & 5:30pm Daily (12pm Sundays)
    SCHEDULE
    11:30am & 5:30pm Daily (12pm Sundays)
    LENGTH
    13mi / 21km
    AGE
    21+
    DURATION
    4 hours
    Reserve Now
    PRICE

    (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
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    PRICE
    Discount Online Rates at $76.99
    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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  • Lakefront Neighborhoods Bike Tour

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    1:30pm Weekdays, 10:30am & 2:30pm Weekends

    HIGHLIGHTS: 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 Hike
    Student / Military
    Kids under 12
    Kids under 4
    Students / Seniors 65+
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    Adult
    $39.99
    AGE
    1+
    SCHEDULE
    1:30pm Weekdays, 10:30am & 2:30pm Weekends
    Custom Line
    1:30pm Weekdays, 10:30am & 2:30pm Weekends
    DURATION
    3 hours
    LENGTH
    7 mi/11 km
    Reserve Now
    PRICE

    (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
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    PRICE
    Discount Online Rates at $39.99
    Highlights
    Gold Coast Mansions
    Old Town Historic District
    Lincoln Park Zoo
    North Avenue Beach
    St. Michael’s Church
    Oprah’s Old Chicago home
    Playboy Mansion
    Chicago Lakefront
    LEVEL
    Ridiculously Easy
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Lakefront-Neighborhoods.jpg
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  • Small Group on Ultimate Chicago Bike Tour

    Chicago’s Ultimate City Bike Tour

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    9:30am & 1pm Daily

    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
    Student / Military
    Kids under 12
    Kids under 4
    Students / Seniors 65+
    Related Tours
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    Adult
    $39.99
    AGE
    1+
    DURATION
    3 hours
    LENGTH
    9 mi / 14km
    SCHEDULE
    9:30am & 1pm Daily
    Custom Line
    9:30am & 1pm Daily
    Reserve Now
    PRICE

    (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
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    PRICE
    Discount Online Rates at $39.99
    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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  • Chicago-style Pizza on Food Tour with Bobby's Bike Hike

    Westside Foodie Ride Bike Tour

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    12pm Fri-Sat / 11:30am Sun

    HIGHLIGHTS: 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 Michigan

    Bobby’s Bike Hike
    Student / Military
    Kids under 12
    Kids under 4
    Students / Seniors 65+
    Related Tours
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    Adult
    $69.99
    SCHEDULE
    12:30pm Fri-Sat / 11:30am Sun
    LENGTH
    12mi / 20km
    Custom Line
    12pm Fri-Sat / 11:30am Sun
    AGE
    21+
    DURATION
    4 hours
    Reserve Now
    PRICE

    (Discount Online Rate includes Bike and Food, VIP Drink optional)

    Price: Fri-Sun Mon-Thurs
    Adults (Ages 21+) $74.99 $69.99
    Squad Price (Private Groups up to 9 people) $649.99 $649.99
    VIP Alcohol Pairing Upgrade $19.99
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    PRICE
    Discount Online Rates at $74.99
    LEVEL
    Easy/Moderate
    Highlights
    Fulton 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
    Artisan chocolate
    Chicago Lakefront Trail
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrews-Foodie.jpg
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  • Active Chicago Food Tours

    Chicago Family Food & Bike Tour (with Top Attractions)

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    11:00am & 4:30pm Daily

    This 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 Hike
    Kids under 12
    Kids under 4
    Students / Seniors 65+
    Student / Military
    Related Tours
    Array
    Gift Certificates
    Array
    Private Group Request
    Array
    Adult
    $61.99
    AGE
    1+
    SCHEDULE
    11:00am & 4:30pm Daily
    Custom Line
    11:00am & 4:30pm Daily
    DURATION
    4 hours
    LENGTH
    9mi / 14km
    Reserve Now
    PRICE

    (Discount Online Rate includes Bike, Food & Water)

    Price: Fri-Sun Mon-Thurs
    Adults(Ages: 12+) $69.99 $65.99
    Youth (Ages 4-11) $59.99 $55.99
    Infant(under 4 – if no extra food required) $10.99 $9.99
    Squad Price (Private Groups up to 9 people) $649.99 $649.99
    Electric Bike Upgrade $19.99
    VIP Craft Beer Upgrade $19.99
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    Highlights
    Deep-dish Pizza
    Gold Coast
    Millennium Park
    Italian Beef Sandwich
    Chicago Riverwalk
    Chicago-style Hot Dog
    Buckingham Fountain
    Craft Beer
    Lakefront Trail
    Oak Street Beach
    PRICE
    Discount Online Rates at $65.99
    LEVEL
    Easy
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpg
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  • Chinatown Food & Culture Walking Tour

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    4pm Friday & Saturday

    HIGHLIGHTS: Cantonese Dim Sum, Chinese Tea, Portuguese-Chinese Bakery Treats, Xi'an Cuisine, Sichuan Chicken, Mongolian Hot Pot

    Lao Sze Chuan – Chinatown
    Kids under 12
    Kids under 4
    Students / Seniors 65+
    Student / Military
    Related Tours
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    Adult
    $54.99
    LENGTH
    1 mile
    AGE
    1+
    DURATION
    2.5 hrs
    SCHEDULE
    4pm Fri & Sat
    Custom Line
    4pm Friday & Saturday
    Reserve Now
    PRICE

    (Discount Online Rate includes Food Samples.)

    Price: Fri-Sun Mon-Thurs
    Adults $59.99 $54.99
    Youth (Ages 4-11) $54.99 $49.99
    Infants (Ages 0-3) when sharing w/ Adult $9.99 $8.99
    Squad Price (Private Groups up to 9 people) $549.99 $549.99
    VIP bubbly tea, Beer/Wine Tasting Upgrade $19.99
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    PRICE
    Discount Online Rates at $54.99
    LEVEL
    Very Easy
    Highlights
    Wentworth Avenue
    Dim Sum Treats
    Egg Tarts
    Lamb & Cumin Sandwich
    Chinese Cultural Institution
    Award-winning noodles
    VIP Upgrade for beer, wine and bubbly tea
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chinatown-Chicago-Culture-and-Food-Tour.jpg
    Learn More

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.