Bike Tours

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couple eat chicago hot dog on food tour of chicago

Food Tours

Sample Chicago Classics
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Walking Tours

Stroll through Chicago
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Popular Tours of Chicago

  • Active Chicago Food Tours

    Chicago Favorites Walking & Food Tour

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    11:30am & 5:30pm Daily

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

    Lou Malnati’s Pizzeria – Wrigley Building
    Kids under 12
    Kids under 4
    Students / Seniors 65+
    Student / Military
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    Adult
    $69.99 (don't need)
    AGE
    1+
    LENGTH
    1.4 miles
    SCHEDULE
    11:30am & 5:30pm Daily
    Custom Line
    11:30am & 5:30pm Daily
    DURATION
    2.5 to 3 hours
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    PRICE

    (Discount Online Rate includes Food Samples.)

    Price: Fri-Sun Mon-Thurs
    Adults $69.99 $65.99
    Youth (Ages 4-11) $59.99 $55.99
    Infants (Ages 0-3) when sharing w/ adult $10.99 $9.99
    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 $69.99
    LEVEL
    Totally Walkable
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpg
    Gift Certificates
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  • chicago holiday market walking tour

    Chicago-style Holiday Hike: Season Sampling Food & Walking Tour

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    November 19 - December 24, 2022

    HIGHLIGHTS: Traditional German Christmas Market, Millennium Park Christmas Tree, Deep-Dish Pizza, Chicago-Style Hot Dog, Marshall Fields Holiday Window Displays, Hot Apple Cider

    Lou Malnati’s Pizzeria – Wrigley Building
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    Kids under 12
    Kids under 4
    Students / Seniors 65+
    Student / Military
    Private Group Request
    Array
    Adult
    $69.99
    AGE
    1+
    LENGTH
    1.25 mile
    SCHEDULE
    11:30am Daily
    DURATION
    2.5 to 3 hours
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    Reserve Now
    PRICE

    (Discount Online Rate includes Food Samples.)

    Price: Fri-Sun Mon-Thurs
    Adults $74.99 $69.99
    Youth (Ages: 4-11) $64.99 $59.99
    Infants (Ages: 0-3) when sharing w/ Adult $10.99 $9.99
    VIP Holiday Cocktail/Beer Tasting Upgrade $19.99
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    Highlights
    Christkindlmarket
    Millennium Park's Christmas Tree
    Deluxe Hot Apple Cider
    Ice Skating Rink
    State Street's Holiday Lights
    Marshall Field's Walnut Room
    The original Brownie recipe
    Chicago-style pizza
    German holiday food
    Locally-crafted Holiday spirits (for an additional fee)
    PRICE
    Discount Online Rates at $69.99
    LEVEL
    Festively Easy
    Custom Line
    November 19 - December 24, 2022
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpg
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  • bobby's bike hike holiday stroll through Chicago

    Chicago’s Seasonal Stroll – Walking Tour

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    November 19 - December 24, 2022

    HIGHLIGHTS: Traditional German Christmas Market, Millennium Park Christmas Tree, Magnificent Mile Shopping district, Wrigley Building Christmas display, Marshall Fields Holiday Window Displays, Chicago Theatre

    Petterino’s Restaurant
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    Kids under 12
    Kids under 4
    Students / Seniors 65+
    Student / Military
    Private Group Request
    Array
    Adult
    $29.99
    AGE
    1+
    LENGTH
    1.25 mile
    DURATION
    2 hours
    SCHEDULE
    3:30pm Daily
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    Reserve Now
    PRICE

    (Discounted Online Rates Shown)

    Price: Fri-Sun Mon-Thurs
    Adults $29.99 $29.99
    Youth (Ages: 4-11) $25.99 $25.99
    Infants (Ages: 0-3) $9.99 $9.99
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    LEVEL
    An easy stroll
    Highlights
    Christkindlmarket
    Millennium Park's Christmas Tree
    Ice Skating Rink
    State Street and Michigan Avenue Holiday Lights
    Marshall Field's (Macy's)
    Wrigley Building
    Chicago Theatre
    PRICE
    Discount Online Rates at $29.99
    Custom Line
    November 19 - December 24, 2022
    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, Day Tour Route: Gold Coast, Wrigley Field, Old Town, Lincoln Park. Night Tour Route: Millennium Park, Navy Pier, Buckingham Fountain

    Bobby’s Bike Hike
    Kids under 12
    Kids under 4
    Students / Seniors 65+
    Student / Military
    Related Tours
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    Private Group Request
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    Adult
    $84.99
    SCHEDULE
    11:30am & 5:30pm Daily (12pm Sundays)
    Custom Line
    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+) $84.99 $79.99
    Electric Bike Upgrade $29.99
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    PRICE
    Discount Online Rates at $84.99
    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
    Gift Certificates
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  • Chinatown Food & Culture Walking Tour

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    4pm Friday - Sunday, Added 11:30am Saturdays

    HIGHLIGHTS: Cantonese Dim Sum, Portuguese-Chinese Bakery Treats, Xi'an Cuisine, Sichuan Dry Chili Chicken, Yummy Noodles

    Phoenix Restaurant – Chinatown
    Kids under 12
    Kids under 4
    Students / Seniors 65+
    Student / Military
    Related Tours
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    Private Group Request
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    Adult
    $69.99
    LENGTH
    1 mile
    AGE
    1+
    DURATION
    2.5 hrs
    SCHEDULE
    4pm Fri - Sun, Added 11:30am Saturdays
    Custom Line
    4pm Friday - Sunday, Added 11:30am Saturdays
    Reserve Now
    PRICE

    (Discount Online Rate includes Food Samples.)

    Price: Fri-Sun Mon-Thurs
    Adults $74.99 $69.99
    Youth (Ages 4-11) $64.99 $59.99
    Infants (Ages 0-3) when sharing w/ Adult $10.99 $9.99
    VIP bubbly tea, Beer/Wine Tasting Upgrade $19.99
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    PRICE
    Discount Online Rates at $69.99
    Highlights
    Dry Chili Chicken
    Dim Sum Treats
    Egg Tarts
    Lamb & Cumin Sandwich
    Chinese Cultural Institution
    Award-winning noodles
    VIP Upgrade for beer, wine and bubbly tea
    LEVEL
    Very Easy
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chinatown-Chicago-Culture-and-Food-Tour.jpg
    Gift Certificates
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  • Small Group on Ultimate Chicago Bike Tour

    Chicago’s Ultimate City Bike Tour

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    9:30am Daily (1:30pm Added Weekends)

    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
    Array
    Private Group Request
    Array
    Adult
    $49.99
    AGE
    1+
    DURATION
    3 hours
    LENGTH
    9 mi / 14km
    SCHEDULE
    9:30am Daily
    Custom Line
    9:30am Daily (1:30pm Added Weekends)
    Reserve Now
    PRICE

    (Discount Online Rate includes bike)

    Price: Fri-Sun Mon-Thurs
    Adults $49.99 $45.99
    Youth (Ages: 4-11) $39.99 $35.99
    Infants (Ages: 0-3) $9.99 $8.99
    Electric Bike Upgrade $29.99
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    PRICE
    Discount Online Rates at $49.99
    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
    Gift Certificates
    {"text":"Gift Certificates","link":"https:\/\/fareharbor.com\/embeds\/book\/bobbysbikehike\/items\/45691\/calendar\/?u=9efbf3d0-ddae-4331-8765-6f33490d72a6&from-ssl=yes&ga=UA-46449336-1,388302409.1507320438%3BUA-16142268-1,388302409.1507320438%3B","page_id":"3490","use_internal":"false"}
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Discover Chicago Your Way

Whether by bike or kayak, explore the city or lake at your leisure. Various rental times and types are available for those of all ages and skill types. Our bike rentals allow you the ease of cruising the city at your own pace, on the bike you’re comfort with. A kayak rental gets you out on Lake Michigan, paddling the coastline and taking in the skyline views.

couple renting bikes in chicago on lakefront trail

Bike Rentals

Cruise as you Choose
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Kayak Rentals

Paddle Lake Michigan
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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.