All Tours

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  • Bike Tours
  • Walking Tours
  • Food Tours
  • Year-Round Tours
  • Family Friendly
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  • Clear Selection
  • Best ways to explore Chicago's Lakefront neighborhoods

    Lakefront Neighborhoods Bike Tour

    9am & 1pm Daily (added 10:30am & 2:30pm Weekends)

     Rated the best Chicago sightseeing tour of 2017 by TripAdvisor, Most organized bike ride of Chicago by the Chicago Reader, and Best Chicago Tour by Citysearch!  This tour is what made Bobby famous, taking you off the tourist beat and onto the quiet neighborhood streets, city parks, and packed be...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    Daily
    LEVEL
    Ridiculously Easy
    DURATION
    3 hours
    LENGTH
    7 mi/11 km
    PRICE

    (includes bike)

    Adults
    $42.75
    Students/Military/Seniors
    $37.75
    Kids (under 12)
    $25.75
    Kids (under 4)
    $13.75

    Adult
    $42.75
    Student / Military
    Student
    Students / Seniors 65+
    Students
    Kids under 12
    $25.75
    Kids under 4
    $13.75
    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
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Lakefront-Neighborhoods.jpg
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    Custom Line
    9am & 1pm Daily (added 10:30am & 2:30pm Weekends)
    Reserve Now
    Private Group Request
    PRICE
    Starting from $25.75
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  • Best ways to explore chicago - a food tour!

    Chicago Favorites Walking & Food Tour

    11:30am Daily

    Sample your way through Chicago’s most popular food scene. Enjoy Chicago-style deep dish pizza and hot dogs, craft beers, and indulge in a brownie from the folks who invented it. This walking tour showcases some of the most beautiful sites in downtown Chicago from Millennium Park to the lobby of t...

    Learn MoreGiordano’s Lake Street
    SCHEDULE
    11:30am Daily
    LEVEL
    Totally Walkable
    DURATION
    2.5 hours
    LENGTH
    1.25 miles
    PRICE

    Adults
    $48.75
    Students/Military/Seniors
    $43.75

     

    Adult
    $48.75
    Student / Military
    $43.75
    Students / Seniors 65+
    Kids under 12
    Kids under 4
    Highlights
    Chicago Loop
    Chicago Style Deep Dish Pizza
    Millennium Park
    Famous Chicago-mix popcorn
    Locally Crafted Beer
    Chicago-style Hot Dog
    State Street (that Great Street)
    Michigan Avenue
    Cloud Gate
    The Art Institute
    the start of Route 66
    The Original Brownie
    Custom Line
    11:30am Daily
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpg
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    Reserve Now
    Private Group Request
    PRICE
    Starting at: $43.75
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  • Chicago Chinatown Food Tours

    Chinatown Food & Culture Walking Tour

    4pm Friday & Saturday

    Discover the delicious and multi-regional cuisine of China without leaving Chicago on Bobby’s Chinatown Food Tour.  This tour is the brainchild of one of the biggest American actors in Chinese film today, George Tronsrue, who has a home in Chicago and happens to be a former Bobby’s Bike...

    Learn MorePui Tak Center
    SCHEDULE
    4pm Fri & Sat
    LEVEL
    Very Easy
    DURATION
    2.5 hrs
    LENGTH
    1 mile
    PRICE

    Adults
    $48.75
    Students/Military/Seniors
    $43.75
    Kids (under 4)
    $10.75

     

    Adult
    $48.75
    Student / Military
    $43.75
    Students / Seniors 65+
    $43.75
    Kids under 12
    Kids under 4
    Highlights
    Wentworth Avenue
    Dim Sum Treats
    Egg Tarts
    Lamb & Cumin Sandwich
    Chinese Cultural Institution
    Hot Pots
    Hot Tea
    Beijing Duck
    Custom Line
    4pm Friday & Saturday
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chinatown-Chicago-Culture-and-Food-Tour.jpg
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    Reserve Now
    Private Group Request
    PRICE
    Starting at $43.75
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  • Best way to tour the best pizza joints in chicago

    Bikes, Bites & Brews Tour – Signature Dishes

    11:30am Mon-Sat / 12:30pm Sunday

    Working up an appetite won’t be a problem on this tour! We’ll be sampling from each of Chicago’s four favorite food groups — pizza, hot dogs, cupcakes and beer. You’ll learn the history behind the foods that made Chicago famous and also get a taste for some of Chicago’s most popular ...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    11:30am Mon-Sat / 12:30pm Sunday
    LEVEL
    Somewhat Easy/Moderate
    DURATION
    4 hours
    LENGTH
    13mi / 21km
    PRICE

    (includes bike)

    Adults
    $69.75
    Students/Military/Senior
    $64.75

    Adult
    $69.75
    Student / Military
    $64.75
    Students / Seniors 65+
    $64.75
    Kids under 12
    Kids under 4
    Highlights
    Gold Coast
    Chicago Style Pizza
    Lincoln Park
    Savory Cupcake
    Wrigleyville
    Chicago-style Hot Dog
    Locally Crafted Beer
    Amazing Lakefront
    Custom Line
    11:30am Mon-Sat / 12:30pm Sunday
    Reserve Now
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrewsSignature.jpg
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    Private Group Request
    PRICE
    Starting at $64.75
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  • Best Pizza Tours in Chicago - Bobby's Bike Hike

    Bikes, Bites & Brews Tour – Westside Foodie Ride

    12:30pm Fri-Sat / 11:30am Sunday

    Taste your way through diverse neighborhoods as we explore Chicago’s immigrant history through food.  Enjoy the local eateries and unique foods that make Chicago such an amazing and delicious place to live as we ride and sample our way through Bucktown, Wicker Park, Fulton Market, Ukrainian V...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    12:30pm Fri-Sat / 11:30am Sunday
    LEVEL
    Somewhat Easy/Moderate
    DURATION
    4 hours
    LENGTH
    12mi / 20km
    PRICE

    (includes bike)

    Adults
    $69.75
    Students/Military/Senior
    $64.75

    Adult
    $69.75
    Student / Military
    $64.75
    Students / Seniors 65+
    $64.75
    Kids under 12
    Kids under 4
    Highlights
    Fulton Market
    Rick Bayless Cruz Blanca
    Ukrainian Village
    World Famous Pierogis
    Wicker Park
    Jeff Mauro's (Food Network) unique sandwiches
    Bucktown & 606 Bike Trail
    Locally Crafted Beer
    The ‘Chicago Handshake’
    Lincoln Park
    Scrumptious Macaroons
    Chicago Lakefront Trail
    Custom Line
    12:30pm Fri-Sat / 11:30am Sunday
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrews-Foodie.jpg
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    Reserve Now
    Private Group Request
    PRICE
    Starting at $64.75
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  • Chicago Mafia Mob Tours

    Old Chicago Gangster Bike Tour

    9:30am Friday, Saturday & Sunday

    Chicago’s seedier side will be unveiled on this ride through the Southside’s most notorious areas, including the old Bridgeport neighborhood.  Learn about the history of the Chicago Outfit as we roll by famous mob hangouts and homes, Chicago’s old red-light district, and Al Capone’s old sto...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    9:30am Fri, Sat & Sun
    LEVEL
    Moderate/
    Intermediate
    DURATION
    4 hours
    LENGTH
    16mi/26km
    PRICE

    (includes bike)

    Adults
    $52.75
    Students/Military/Seniors
    $47.75

    Adult
    $52.75
    Student / Military
    $47.75
    Students / Seniors 65+
    $47.75
    Kids under 12
    Kids under 4
    Highlights
    Bridgeport
    Chinatown
    Old Palmisano Park
    Old Italian Outfit hangouts
    McCormick Place
    Prairie Ave District
    Levee Red Light District
    Italian Beef Sandwich
    Chicago Lakefront
    Custom Line
    9:30am Friday, Saturday & Sunday
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Southside-Gangster.jpg
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    Reserve Now
    Private Group Request
    PRICE
    Starting at $47.75
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  • Explore Chicago at Night on a bike Tour

    Electric Bikes @ Night Tour

    7:30pm Nightly

    E-Bike through Chicago’s most attractive hotspots at night! Like a party on wheels, we’ll cruise through downtown to see the architecturally stunning Millennium Park, Museum Campus, and Buckingham Fountain, with its world-renowned light show. You’ll discover our favorite jaw-dropping va...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    7:30pm Nightly
    LEVEL
    E-E-Easy
    DURATION
    2.5 hours
    LENGTH
    8 mi/13 km
    PRICE

    (Includes Electric Bike)

    Adults 
    $59.75
    Students (16+)/Military/Seniors
    $55.75

    Adult
    $59.75
    Student / Military
    Students / Seniors 65+
    Kids under 12
    Kids under 4
    Highlights
    Electric Bikes
    Oak Street Beach
    Rush Street Nightlife
    Chicago River
    Millennium Park
    Cloud Gate at Night
    Buckingham Fountain
    Museum Campus
    Chicago Lakefront & Fireworks
    Custom Line
    7:30pm Nightly
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpg
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    Reserve Now
    Private Group Request
    PRICE
    Starting at $55.75
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  • Sunset Museum Tour in Chicago

    Museums & Parks at Sunset Bike Tour

    6:00pm Nightly (Memorial Day - Labor Day)

    Watch the sun setting over the world’s most beautiful skyline while cruising through the parks and gardens along the lakefront.  This kid-friendly ride takes you through the green spaces and monuments of Grant Park, the Museum Campus, and the hidden oasis of Northerly Island as the day’...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    6:00pm Nightly
    Memorial Day to
    Labor Day
    LEVEL
    Easy
    DURATION
    2 hours
    LENGTH
    5 mi / 9km
    PRICE

    (includes bike)
    Adult
    $34.75
    Student/Military/Seniors:
    $27.75
    Kids under 12
    $19.75
    Kids under 4
    $9.75

    Adult
    $34.75
    Student / Military
    $27.75
    Students / Seniors 65+
    $27.75
    Kids under 12
    $19.75
    Kids under 4
    $9.75
    Highlights
    Museum Campus
    Northerly Island
    Buckingham Fountain
    Adler Planetarium
    Soldier Field
    Grant Park
    Chicago Lakefront
    Amazing Sunsets
    Custom Line
    6:00pm Nightly (Memorial Day - Labor Day)
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Museums-Parks-at-Sunset.jpg
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    Reserve Now
    Private Group Request
    PRICE
    Starting at $19.75
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  • Family Friendly Activities in Chicago

    Bobby’s Tike Hike: Kid’s Edition Bike Tour

    3:00 pm Daily (May 1 - September 17)

    Bobby’s Tike Hike was created with your kids in mind, perfect for families with kids 10 and under. A wide array of fun things await your family such as a hidden garden, petting the animals at Lincoln Park Zoo, tossing coins at the wishing fountain, rubbing the foot of a GIANT Abe Lincoln, an...

    Learn MoreBobby’s Bike Hike
    SCHEDULE
    3:00pm Daily
    May 1 - September 17
    LEVEL
    Easy, Easy, Easy
    DURATION
    2 hours
    LENGTH
    4.5 miles
    PRICE

    (Includes bike)
    Adults
    $34.75
    Students/Military/Seniors
    $27.75
    Kids (under 12)
    $19.75
    Kids (under 4)
    $9.75

    Adult
    $34.75
    Student / Military
    Students / Seniors 65+
    $27.75
    Kids under 12
    $19.50
    Kids under 4
    $9.75
    Highlights
    Lincoln Park Zoo
    Chicago Lakefront
    Oak Street Beach
    Children’s Fountain
    Petting Zoo
    Peggy Notebaert Nature Museum
    Abe Lincoln Stature
    Kissing Bridge
    Secret Garden
    Custom Line
    3:00 pm Daily (May 1 - September 17)
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Tike-Hike-KidsEdition.jpg
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    Reserve Now
    Private Group Request
    PRICE
    Starting at $19.75
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  • Book a walking tour of Chicago River

    Chicago River Walking Tour

    Private Groups Only

    From hosting Chicago’s first inhabitants to reversing its flow to the transportation of today, the Chicago River is the life-blood of this great City.  We’ll explore the history of the Chicago River, it’s many bridges, as well as sample some of the many eateries that have brough...

    Learn More
    SCHEDULE
    1pm Saturdays
    LEVEL
    Easy
    DURATION
    1.5 hours
    LENGTH
    1 mile
    PRICE

    Adults
    $25.00
    Students/Military/Seniors
    $20.00
    Kids (under 12)
    $15.00
    Kids (under 4)
    $5.00

    Adult
    $25.00
    Student / Military
    $20.00
    Students / Seniors 65+
    $20.00
    Kids under 12
    Kids under 4
    Highlights
    Chicago Riverwalk
    Amazing Architecture
    Wrigley Building
    Vietnam Memorial & Park
    McCormick Bridge house and River Museum
    Centennial Fountain & Water Arc
    Gorgeous Bridges
    Chicago’s Lakefront
    Custom Line
    Private Groups Only
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-River-walking-tour.jpg
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    Reserve Now
    Private Group Request
    PRICE
    Starting at $15
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  • Cocktails and desserts tours in Chicago

    Sweets & Spirits Dessert Walking Tour

    Private Groups Only

    What could be better than fun drinks and delicious desserts in the River North area?  Sip and sample your way through many tasty treats like chocolates and cakes and try fantastic cocktails unique to Chicago!   Share fun stories about Chicago’s history with friends (21 and older, please) whi...

    Learn MoreChicago Cultural Center
    SCHEDULE
    Private Groups Only
    LEVEL
    Easy
    DURATION
    2.5 hours
    LENGTH
    1 mile
    PRICE

    Adults
    $46.75
    Students/Military/Seniors
    $41.75

     

     

    Adult
    $46.75
    Student / Military
    $41.75
    Students / Seniors 65+
    $41.75
    Kids under 12
    Kids under 4
    Highlights
    Michigan Avenue
    Decadent Treats
    River North Nightlife
    Trendy Cocktails
    Local Chocolates
    Dylan’s Candy Store
    Fun, Fun, Fun
    Custom Line
    Private Groups Only
    Reserve Now
    Map Graphic
    https://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpg
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    Private Group Request
    PRICE
    Starting at: $41.75
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  • Top Craft Brewery Tours Chicago

    Chicago Craft Beer-Tasting Walking Tour

    Private Groups Only

    What is Chicago’s favorite past time?  Baseball maybe?  Politics?  Ice fishing on Lake Michigan?  Nope, it’s beer brewing.  Chicago has so many high quality big and small brewers within it’s city limits that there is good reason that the City’s residents spend most of th...

    Learn MoreChicago Cultural Center
    SCHEDULE
    Private Groups Only
    LEVEL
    Easy
    DURATION
    2.5 hours
    LENGTH
    1 mile
    PRICE

    Adults
    $46.75
    Students/Military/Seniors
    $42.75

     

    Adult
    $46.75
    Student / Military
    Students / Seniors 65+
    Kids under 12
    Kids under 4
    Highlights
    Amazing Neighborhoods
    Hidden Pubs
    Well-known Chicago hangouts
    Pilsners
    India Pale Ales
    Belgium Blonds
    Custom Line
    Private Groups Only
    Reserve Now
    Map Graphic
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    Private Group Request
    PRICE
    Starting at $42.75
    Learn More

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. 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.