All Chicago Tours offered by Bobby’s Bike Hike

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    • Kid-Friendly Tours
    • Neighborhood Tours
    • Downtown Attractions
    • Year-Round Tours
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    • Clear Selection

  • 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
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    Student / Military
    Kids under 12
    Kids under 4
    Number Secondary Header
    Gift Certificates
    Students / Seniors 65+
    Adult
    $69.99 (don't need)
    AGE
    1+
    LENGTH
    1.4 miles
    Custom Line
    11:30am & 5:30pm Daily
    SCHEDULE
    11:30am & 5:30pm Daily
    DURATION
    2.5 to 3 hours
    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 Craft Beer Tasting Upgrade $19.99
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    Bike Tours - We'll Lead the Way

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    Food Tours - Explore by bike or on foot. Schedule a Tour of Chicago for Vacation

    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
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  • 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, Day Tour Route: Gold Coast, Wrigley Field, Old Town, Lincoln Park. Night Tour Route: Millennium Park, Navy Pier, Buckingham Fountain

    Bobby’s Bike Hike
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    Kids under 12
    Kids under 4
    Number Secondary Header
    Students / Seniors 65+
    Student / Military
    Adult
    $84.99
    Custom Line
    11:30am & 5:30pm Daily
    SCHEDULE
    11:30am & 5:30pm Daily
    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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    food tours - explore by bike or on foot

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    walking tours - stroll instead of roll

    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
    Gift Certificates
    https://fareharbor.com/embeds/book/bobbysbikehike/items/45691/calendar/
    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 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
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    Student / Military
    Kids under 12
    Kids under 4
    Number Secondary Header
    Students / Seniors 65+
    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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    Food Tours - Explore by bike or on foot. Schedule a Tour of Chicago for Vacation

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    Stroll Through Chicago on a Top-Rated Tour

    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
    Gift Certificates
    https://fareharbor.com/embeds/book/bobbysbikehike/items/45691/calendar/
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Museums-Parks-at-Sunset.jpg
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  • chinese food on a chinatown food tour

    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
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    Kids under 12
    Kids under 4
    Number Secondary Header
    Students / Seniors 65+
    Student / Military
    Adult
    $69.99
    LENGTH
    1 mile
    AGE
    1+
    DURATION
    3 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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    bike tours - we'll lead the way

    Bottom Link -1

    food tours - explore by bike or on foot

    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
    Gift Certificates
    https://fareharbor.com/embeds/book/bobbysbikehike/items/45691/calendar/
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chinatown-Chicago-Culture-and-Food-Tour.jpg
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  • front facade of houses on the lakefront neighborhood bike tour

    Lakefront Neighborhoods Bike Tour

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    1:30pm Weekdays, 10:30am Weekends

    HIGHLIGHTS: Family Friendly, 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
    Kids under 12
    Kids under 4
    Students / Seniors 65+
    Student / Military
    Adult
    $49.99
    AGE
    1+
    SCHEDULE
    1:30pm Weekdays, 10:30am Weekends
    Custom Line
    1:30pm Weekdays, 10:30am Weekends
    DURATION
    3 hours
    LENGTH
    7 mi/11 km
    Reserve Now
    PRICE

    (Discount Online Rate includes bike)

    Price: Fri-Sun Mon-Thurs
    Adults $49.99 $45.99
    Youth (Ages: 4-11) $29.99 $25.99
    Infants (Ages: 0-3) $7.99 $6.99
    Electric Bike Upgrade $29.99
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    food tours - explore by bike or on foot

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    walking tours - stroll instead of roll

    PRICE
    Discount Online Rates at $49.99
    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
    Gift Certificates
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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-Sun

    HIGHLIGHTS: Best Burgers on the Planet, Craft Beer (VIP Upgrade), Polish Pierogi, Gourmet Tacos, Rich Drinking Chocolate, Fulton Market, Ukrainian Village, Wicker Park, Old Town, Lake Michigan

    Bobby’s Bike Hike
    Button URL Seconday Header
    Kids under 12
    Kids under 4
    Number Secondary Header
    Students / Seniors 65+
    Student / Military
    Adult
    $84.99
    SCHEDULE
    12:30pm Fri-Sun
    LENGTH
    12mi / 20km
    Custom Line
    12pm Fri-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+) $84.99 $79.99
    VIP Alcohol Pairing Upgrade $19.99
    Electric Bike Upgrade $29.99
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    food tours - explore by bike or on foot

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    walking tours - stroll instead of roll

    PRICE
    Discount Online Rates at $84.99
    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 (VIP Upgrade)
    Lincoln Park
    Artisan chocolate
    Chicago Lakefront Trail
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrews-Foodie.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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  • kids riding bikes with Bobby's Bike Hike on Chicago family friendly tour

    Chicago Family Food & Bike Tour (with Top Attractions)

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    11:00am Daily

    HIGHLIGHTS: Chicago Food Staples, Deep-Dish Pizza, Chicago-Style Hot Dog, Dessert, Millennium Park, The Loop, Navy Pier

    Bobby’s Bike Hike
    Kids under 12
    Kids under 4
    Students / Seniors 65+
    Student / Military
    Adult
    $74.99
    AGE
    1+
    Custom Line
    11:00am Daily
    SCHEDULE
    11:00am 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+) $74.99 $69.99
    Youth (Ages 4-11) $64.99 $59.99
    Infant(under 4 – if no extra food required) $10.99 $9.99
    Electric Bike Upgrade $29.99
    VIP Craft Beer Upgrade $19.99
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    food tours - explore by bike or on foot

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    walking tours - stroll instead of roll

    Highlights
    Deep-dish Pizza
    Gold Coast
    Millennium Park
    Chicago Riverwalk
    Chicago-style Hot Dog
    Buckingham Fountain
    Gelato
    Craft Beer
    Lakefront Trail
    Oak Street Beach
    PRICE
    Discount Online Rates at $74.99
    LEVEL
    Easy
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.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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  • Kayak and Sup Rentals from Bobby's Bike Hike

    Kayak & Paddleboard Rentals at Ohio Street Beach

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    10:30am - 6:30pm Daily | May-October

    Kayak and SUP rentals on Lake Michigan - single and tandem kayaks available. Paddle past: Ohio Street Bech, The Playboy Building, Navy Pier, The Wrigley Building, Marina City and Chicago Lakefront Trail.

    Related Tours
    Student / Military
    Kids under 12
    Kids under 4
    Students / Seniors 65+
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    Adult
    $39.99
    PRICE
    $39.99
    DURATION
    1 hr - 2hrs
    Custom Line
    10:30am - 6:30pm Daily | May-October
    SCHEDULE
    10:30am - 6:30pm | May-October
    AGE
    4+ (must be 18+ to sign for kayak/SUP)
    Reserve Now
    PRICE

    (Discount Online Rate Includes Kayak/SUP)

    Price: Daily
    1 Hour Single Kayak/SUP Rental $39.99
    2 Hour Single Kayak/SUP Rental $69.99
    1 Hour Double Kayak Rental $69.99
    2 Hour Double Kayak Rental $129.99
    LEVEL
    Easy
    Highlights
    Kayak & Paddleboard Lake Michigan with a rental at Ohio Street Beach (next to Navy Pier). Single/tandem kayaks and SUP paddleboards available.
    LENGTH
    at your leisure
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2023/02/Bobbys-Bike-Hike-Location-Map.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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  • kayaking on lake michigan at sunset

    Lakefront Sunset Kayak Rental

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    5pm Daily | May-October

    Sunset kayak rental experience on Lake Michigan. Paddle past: Ohio Street Bech, The Playboy Building, Navy Pier, The Wrigley Building, Marina City and Chicago Lakefront Trail.

    Related Tours
    Student / Military
    Kids under 12
    Kids under 4
    Map Graphic
    Students / Seniors 65+
    Adult
    $35.99
    PRICE
    $35.99
    DURATION
    1 -2 hrs
    AGE
    18+ to rent kayak (16+ if guardian signs)
    SCHEDULE
    5:00pm | May-October
    Custom Line
    5pm Daily | May-October
    Reserve Now
    Bottom Link -2

    Bike Tours Chicago - Let Bobby's Lead the Way!

    PRICE

    (Discount Online Rate includes kayak and life jacket)

    Price: Daily
    1 Hour Kayak Rental $35.99
    2 Hour Kayak Rental $69.99
    Bottom Link -1

    food tours - explore by bike or on foot

    LEVEL
    Easy
    Highlights
    Kayak Lake Michigan at your leisure with a rental. Single and tandem kayaks available.
    LENGTH
    at your leisure
    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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  • young boy kayaking on lake michigan on a family kayak tour

    Lake Michigan Family Paddle

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    11am - 6pm Daily | May-October

    Family kayak rentals on Lake Michigan. Those under 17 years old must paddle in a tandem kayak with an experienced paddler. Paddle with the family past: Ohio Street Bech, Ferris Wheel, Navy Pier, The Wrigley Building, Marina City and Chicago Lakefront Trail.

    Related Tours
    Student / Military
    Kids under 12
    Kids under 4
    Map Graphic
    Students / Seniors 65+
    Adult
    $35.99
    PRICE
    $35.99
    DURATION
    1 hr - 2hrs
    Custom Line
    11am - 6pm Daily | May-October
    SCHEDULE
    11am - 6pm | May-October
    AGE
    4+ (must be 18+ to rent kayak)
    Reserve Now
    Bottom Link -2

    Bike Tours Chicago - Let Bobby's Lead the Way!

    PRICE

    (Discount Online Rate includes kayak)

    Price: Daily
    1 Hour Kayak Rental $35.99
    2 Hour Kayak Rental $69.99
    Bottom Link -1

    food tours - explore by bike or on foot

    LEVEL
    Easy
    Highlights
    Kayak Lake Michigan at your leisure with family rentals. Single and tandem kayaks available.
    LENGTH
    at your leisure
    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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  • couple in tandem kayak on lake michigan

    Lake Michigan Couples Paddle

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    11am - 6pm Daily | May-October

    Couples kayak rentals on Lake Michigan. Paddle past: Ohio Street Bech, The Playboy Building, Navy Pier, The Wrigley Building, Marina City and Chicago Lakefront Trail.

    Related Tours
    Student / Military
    Kids under 12
    Kids under 4
    Map Graphic
    Students / Seniors 65+
    Adult
    $35.99
    PRICE
    $35.99
    DURATION
    1 hr - 2hrs
    Custom Line
    11am - 6pm Daily | May-October
    SCHEDULE
    11am - 6pm Daily | May-October
    AGE
    18+ to rent kayak (16+ if guardian signs)
    Reserve Now
    Bottom Link -2

    Bike Tours Chicago - Let Bobby's Lead the Way!

    PRICE

    (Discount Online Rate includes kayak)

    Price: Daily
    1 Hour Kayak Rental $35.99
    2 Hour Kayak Rental $69.99
    Bottom Link -1

    food tours - explore by bike or on foot

    Highlights
    Couples kayak rentals on Lake Michigan. Single and tandem kayaks available for rent.
    LEVEL
    Easy
    LENGTH
    at your leisure
    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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  • haunted tour chicago

    Bobby’s Fright Hike: Halloween Edition Night Bike Tour

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    October 11 - 31

    HIGHLIGHTS: The Cursed Energy of the John Hancock Center, Lingering Spirits of the SS Eastland, Trapped Souls of the Iroquois Theater, the Ghastly Elegance of the Congress Plaza Hotel

    Bobby’s Bike Hike
    Related Tours
    Student / Military
    Kids under 12
    Kids under 4
    Students / Seniors 65+
    Adult
    $49.99
    AGE
    12+
    DURATION
    3 hours
    SCHEDULE
    6pm, October 11 - 31, 2023
    LENGTH
    8mi/13km
    Reserve Now
    PRICE

    (Discount Online Rates includes bike)

    Price: Fri-Sun Mon-Thurs
    Adults $49.99 $44.99
    Youth (Ages: 4-11) $29.99 $26.99
    Infants (Ages: 0-3) $9.99 $7.99
    Electric Bike Upgrade $29.99
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    PRICE
    Discount Online Rates at $44.99
    Highlights
    Eastland Disaster
    Rush Street Nightlife
    Chicago River
    Millennium Park
    Cloud Gate
    Buckingham Fountain
    Museum Campus
    Levee District
    Haunted Chicago Stories
    LEVEL
    Mostly Easy
    Custom Line
    October 11 - 31
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpg
    Gift Certificates
    {"text":"","link":"","page_id":"3490","use_internal":""}
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  • chicago holiday market walking tour

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

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    November 18 - December 24, 2023

    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
    Button URL Seconday Header
    Kids under 12
    Kids under 4
    Number Secondary Header
    Related Tours
    Students / Seniors 65+
    Student / Military
    Adult
    $69.99
    AGE
    1+
    LENGTH
    1.25 mile
    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 $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 18 - December 24, 2023
    Gift Certificates
    https://fareharbor.com/embeds/book/bobbysbikehike/items/45691/calendar/
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpg
    Private Group Request
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  • bobby's bike hike holiday stroll through Chicago

    Chicago’s Seasonal Stroll – Walking Tour

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    November 18 - December 24, 2023

    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
    Button URL Seconday Header
    Kids under 12
    Kids under 4
    Number Secondary Header
    Related Tours
    Students / Seniors 65+
    Student / Military
    Adult
    $29.99
    AGE
    1+
    LENGTH
    1.25 mile
    DURATION
    2 hours
    SCHEDULE
    3:30pm Daily
    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 18 - December 24, 2023
    Gift Certificates
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Take Off on Unique Tours of Chicago With Bobby’s Bike Hike

When you visit a new place, you want to see what it has to offer. What better way than to experience it all firsthand with a Chicago tour. From interacting with people on the streets to hitting the town’s hottest restaurants or exploring sights a little off the beaten path, you can learn more about a city by taking a tour than you would reading about it or getting the scoop online.

Get out and experience Chicago with a city tour from Bobby’s Bike Hike. Our engaging guides can take you around while you enjoy the fresh air on our biking or walking tours. Indulge in delicious bites to eat along the way when you sign up for one of our foodie expeditions. Whatever option you choose, you will get to know Chicago and see it from a fresh new perspective.

Why Choose Bobby’s Bike Hike for Your Tour of Chicago?

We have been giving tours of Chicago for more than 15 years, so you know our business is well-established and well-organized. We are devoted to four central tenets that reflect the values of our company:

  • Travel
  • Community
  • Health
  • Service

Plus, we know Chicago. We are unabashedly proud to live and work here. Our guides act as ambassadors for the city, pointing out its best attributes and helping you to learn more about this fantastic town.

Our city tours are perfect for visitors to the city, people who have lived here for years and want to do something different with their time and residents who are entertaining guests from out of town. We love to host business groups and families. Everyone will have a good time when they set off on an adventure with us.

Group on Chicago Sightseeing Bike Tour

Bike Tours

We’ll Lead the Way
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Customer on Chicago-Style Pizza Food Tour

Food Tours

Sample Chicago Classics
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Group Drinking Tours with Bobby's Bike Hike

Walking Tours

Stroll instead of Roll
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