All Tours
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Chicago Favorites Walking & Food Tour
11:30am DailyTaste your way through Chicago's most famous recipes on this relaxing and fun walking food tour. In an exciting two and a half hours, you'll feast on Chicago culinary legends such as deep dish pizza, locally crafted beer, a Chicago-style hot dog, and the...
Giordano’s Lake StreetSCHEDULE11:30am DailyLEVELTotally WalkableDURATION2.5 hoursLENGTH1.25 milesPRICE(includes Food & Beverage Samples)
Adults: $50.75
Students/Military/Seniors: $45.75Adult$48.75Student / Military$43.75Students / Seniors 65+Kids under 12Kids under 4HighlightsChicago 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 BrownieCustom Line11:30am DailyMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at: $45.75Gift CertificatesBikes, Bites & Brews Tour – Signature Dishes
11:30am Mon-Sat / 12:30pm SundayWorking 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 als...
Bobby’s Bike HikeSCHEDULE11:30am Mon-Sat / 12:30pm SundayLEVELEasy to ModerateDURATION4 hoursLENGTH13mi / 21kmPRICE(includes Bike, Food & Beverages)
Adults: $69.75
Students/Military/Senior: $64.75Adult$69.75Student / Military$64.75Students / Seniors 65+$64.75Kids under 12Kids under 4HighlightsGold Coast
Chicago Style Pizza
Lincoln Park
Savory Cupcake
Wrigleyville
Chicago-style Hot Dog
Locally Crafted Beer
Amazing LakefrontCustom Line11:30am Mon-Sat / 12:30pm SundayReserve NowMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrewsSignature.jpgBottom Link -1Bottom Link -2Private Group RequestPRICEStarting at $64.75Gift CertificatesLakefront Neighborhoods Bike Tour
1pm Daily (added 10:30am & 2:30pm Weekends)Rated the best Chicago sightseeing tour of 2018 by TripAdvisor, Most Organized Bike Ride of Chicago by the Chicago Reader, and Best Chicago Tour by Citysearch! This 'live like a local' Chicago bike tour experience is what made Bobby's famous, taking yo...
Bobby’s Bike HikeSCHEDULE1pm Daily (added 10:30am & 2:30pm Weekends)LEVELRidiculously EasyDURATION3 hoursLENGTH7 mi/11 kmPRICE(includes bike)
Adults: $42.75
Students/Military/Seniors: $37.75
Kids (under 12): $25.75
Kids (under 4): $13.75Adult$42.75Student / MilitaryStudentStudents / Seniors 65+StudentsKids under 12$25.75Kids under 4$13.75HighlightsGold Coast Mansions
Old Town Historic District
Lincoln Park Zoo
North Avenue Beach
St. Michael’s Church
Oprah’s Old Chicago home
Playboy Mansion
Chicago LakefrontMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Lakefront-Neighborhoods.jpgBottom Link -1Bottom Link -2Custom Line1pm Daily (added 10:30am & 2:30pm Weekends)Reserve NowPrivate Group RequestPRICEStarting from $25.75Gift CertificatesBikes, Bites & Brews Tour – Westside Foodie Ride
12:30pm Wed / 11:30am SundayHop on two wheels and discover a whole new side of Chicago dining! 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...
Bobby’s Bike HikeSCHEDULE12:30pm Wed / 11:30am SundayLEVELEasy/ModerateDURATION4 hoursLENGTH12mi / 20kmPRICE(includes Bike, Food & Beverages)
Adults: $69.75
Students/Military/Senior: $64.75Adult$69.75Student / Military$64.75Students / Seniors 65+$64.75Kids under 12Kids under 4HighlightsFulton 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 TrailCustom Line12:30pm Wed / 11:30am SundayMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrews-Foodie.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $64.75Gift CertificatesChinatown Food & Culture Walking Tour
4pm Friday & SaturdayCurious about Chinatown but unsure where to start? Let our Bobby's Bike Hike Chinatown Food and Culture Walking Tour be your guide! Chicago's Chinatown, located next door to the Loop on Cermak Street and Wentworth Avenue, bursts with colorful shops, impr...
Pui Tak CenterSCHEDULE4pm Fri & SatLEVELVery EasyDURATION2.5 hrsLENGTH1 milePRICE(includes Food & Beverage Samples)
Adults: $48.75
Students/Military/Seniors: $43.75
Kids (under 4): $10.75Adult$48.75Student / Military$43.75Students / Seniors 65+$43.75Kids under 12Kids under 4HighlightsWentworth Avenue
Dim Sum Treats
Egg Tarts
Lamb & Cumin Sandwich
Chinese Cultural Institution
Hot Pots
Hot Tea
Beijing DuckCustom Line4pm Friday & SaturdayMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chinatown-Chicago-Culture-and-Food-Tour.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $43.75Gift CertificatesComedy & Craft Beer Walking Tour of Old Town
2:30pm SaturdaysNo matter the season, the weather, or the political climate, The Windy City has two unparalleled passions: beer and improv comedy. For over a century, Chicago has been churning out some of America's all-time favorite comics and brews. Join Bobby's...
Second City – Old TownSCHEDULE2:30pm SaturdaysLEVELEasyDURATION2.5 hoursLENGTH1 milePRICE(includes Beer & Snack Samples)
Adults (21+ Only): $60.75
Adult$60.00Student / MilitaryStudents / Seniors 65+Kids under 12Kids under 4HighlightsAmazing Neighborhoods
Hidden Pubs
Well-known Chicago hangouts
Pilsners
India Pale Ales
Belgium BlondsCustom Line2:30pm SaturdaysReserve NowMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2018/03/OldTown.jpgBottom Link -1Bottom Link -2Private Group RequestPRICEStarting at $60.75Gift CertificatesHoliday Hike: Season Sampling Walking & Food Tour
11:30am Daily (Nov 20th - Dec 24th)Holiday Hike: Season Sampling Walking Tour Taste your way through the holiday season on this food and beverage walking tour! Beginning at the end of November and running through Christmas Eve, Bobby's Holiday Hike is a great way to experience all that Chicago has to offer during the winter holi...
Giordano’s Lake StreetSCHEDULE11:30am Daily (Nov 20th - Dec 24th)LEVELFestively EasyDURATION2.5 hoursLENGTH1.25 milePRICE(includes Food & Beverage Samples)
Adults: $55.75
Students/Military/Seniors: $50.75Adult$55.75Student / Military$50.75Students / Seniors 65+$50.75Kids under 12Kids under 4Highlights
Park's Christmas Tree
Ice Skating Rink
State Street's Holiday Lights
Marshall Field's Walnut Room
Brownie samples
Seasonal craft beer
Chicago-style pizza
German ciderCustom Line11:30am Daily (Nov 20th - Dec 24th)Reserve NowMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpgBottom Link -1Bottom Link -2Private Group RequestPRICEStarting at: $50.75Gift CertificatesOld Chicago Gangster Electric Bike Tour
9:00am SaturdaysBobby's Bike Hike is rolling out the best Chicago mafia tour every weekend of the summer! This electric bicycle tour of Old Chicago will introduce you to the crazy and colorful people and places of Chicago's bygone gangster days. Our Old Chicago Gangster e...
Bobby’s Bike HikeSCHEDULE9:00am SaturdaysLEVELModerate/IntermediateDURATION4 hoursLENGTH16mi/26kmPRICE(includes Electric Bike)
Adults: $52.75
Students(16+)/Military/Seniors: $47.75Adult$52.75Student / Military$47.75Students / Seniors 65+$47.75Kids under 12Kids under 4HighlightsBridgeport
Chinatown
Old Palmisano Park
Old Italian Outfit hangouts
McCormick Place
Prairie Ave District
Levee Red Light District
Italian Beef Sandwich
Chicago LakefrontCustom Line9:00am SaturdaysMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Southside-Gangster.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $47.75Gift CertificatesChicago’s ‘Greatest Hits’ Bike Tour
RESUMES SPRING 2019Experience our "Chicago 101" tour which offers you all of the City's most popular attractions rolled into one memorable activity. This tour includes our most popular parks, fountains, attractions, and lakefront museums! A...
Bobby’s Bike HikeSCHEDULERESUMES SPRING 2019LEVELEasyDURATION2.5 hoursLENGTH6 mi / 10kmPRICE(includes bike)
Adults: $37.75
Students/Military/Seniors: $33.75
Kids (under 12): $20.75
Kids (under 4): $9.75Adult$42.75Student / Military$37.75Students / Seniors 65+$27.75Kids under 12$25.75Kids under 4$13.75HighlightsMuseum Campus
Northerly Island
Buckingham Fountain
Adler Planetarium
Soldier Field
Grant Park
Chicago Lakefront
Amazing SunsetsCustom LineRESUMES SPRING 2019Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Museums-Parks-at-Sunset.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $20.75Gift CertificatesElectric Bikes @ Night Tour
RESUMES SPRING 2019Our nighttime Chicago electric bike tour is a party on wheels! Roll through the Windy City on two-wheels with ease, and see some of our most beautiful landmarks lit up after dark. This tour will ride up and down our incredible lakefront, exploring a few of Chicago's ...
Bobby’s Bike HikeSCHEDULERESUMES SPRING 2019LEVELE-E-EasyDURATION3 hoursLENGTH8 mi/13 kmPRICE(includes Electric Bike)
Adults: $52.75
Students(16+)/Military/Seniors: $47.75Adult$59.75Student / MilitaryStudents / Seniors 65+Kids under 12Kids under 4HighlightsElectric Bikes
Oak Street Beach
Rush Street Nightlife
Chicago River
Millennium Park
Cloud Gate at Night
Buckingham Fountain
Museum Campus
Chicago Lakefront & FireworksCustom LineRESUMES SPRING 2019Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $47.75Gift CertificatesBobby’s Tike Hike: Kid’s Edition Bike Tour
RESUMES SPRING 2019This tour was designed with your family in mind! Sometimes known as "Bobby's Adventure Series" or "The Best Thing to Do in Chicago with Kids," our 2-hour, easy riding 4-mile tour is perfect for you and your energetic, curious childre...
Bobby’s Bike HikeSCHEDULERESUMES SPRING 2019LEVELEasy, Easy, EasyDURATION2 hoursLENGTH4.5 milesPRICE(Includes bike)
Adults: $40.75
Students/Military/Seniors: $35.75
Kids (under 12): $10.75
Kids (under 4): FREEAdult$34.75Student / MilitaryStudents / Seniors 65+$27.75Kids under 12$19.50Kids under 4$9.75HighlightsLincoln Park Zoo
Chicago Lakefront
Oak Street Beach
Children’s Fountain
Petting Zoo
Peggy Notebaert Nature Museum
Abe Lincoln Stature
Kissing Bridge
Secret GardenCustom LineRESUMES SPRING 2019Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Tike-Hike-KidsEdition.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $10.75. Kid's under 4 FREEGift CertificatesBobby’s Fright Hike: Halloween Edition Night Bike Tour
RESUMES OCTOBER 2019Only in Chicago can you be scared witless while enjoying a rip-roaring entertaining bicycle tour! Bobby's Fright Hike - Halloween Edition bike tour is a three-hour guided adventure through Chicago's spookiest spots. You'll be...
Bobby’s Bike HikeSCHEDULERESUMES OCTOBER 2019LEVELMostly EasyDURATION3 hoursLENGTH8mi/13kmPRICE(includes bike)
Adults: $45.75
Students/Military/Seniors: $40.75Adult$45.75Student / Military$40.75Students / Seniors 65+$40.75Kids under 12Kids under 4HighlightsEastland Disaster
Rush Street Nightlife
Chicago River
Millennium Park
Cloud Gate
Buckingham Fountain
Museum Campus
Levee District
Haunted Chicago StoriesCustom LineRESUMES OCTOBER 2019Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $40.75Gift CertificatesSweets & Spirits Dessert Walking Tour
Private Groups OnlyOur incredible dessert-and-beverage walking tour is the perfect way to experience everything sweet about Chicago! You'll learn all about Chicago's rich dessert history and taste some of the finest flavors that the Windy City has to offer. Our Sweets &...
Chicago Cultural CenterSCHEDULEPrivate Groups OnlyLEVELEasyDURATION2.5 hoursLENGTH1 milePRICE(includes Food & Beverage Samples)
Adults: $50.75
Students/Military/Seniors: $45.75Adult$50.75Student / Military$45.75Students / Seniors 65+$45.75Kids under 12Kids under 4HighlightsMichigan Avenue
Decadent Treats
River North Nightlife
Trendy Cocktails
Local Chocolates
Dylan’s Candy Store
Fun, Fun, FunCustom LinePrivate Groups OnlyReserve NowMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpgBottom Link -1Bottom Link -2Private Group RequestPRICEStarting at: $45.75Gift CertificatesChicago River Walking Tour
Private Groups OnlyOur private walking tour is the perfect way to learn all about the history and breathtaking infrastructure of the Chicago River! Explore the rolling promenades, historic landmarks, and relaxing mini-parks that frame the legendary waterway. One of our enthusiastic and in...
SCHEDULEPrivate Groups OnlyLEVELEasyDURATION1.5 hoursLENGTH1 milePRICEAdults: $25.00
Students/Military/Seniors: $20.00
Kids (under 12): $15.00
Kids (under 4): $5.00Adult$25.00Student / Military$20.00Students / Seniors 65+$20.00Kids under 12Kids under 4HighlightsChicago Riverwalk
Amazing Architecture
Wrigley Building
Vietnam Memorial & Park
McCormick Bridge house and River Museum
Centennial Fountain & Water Arc
Gorgeous Bridges
Chicago’s LakefrontCustom LinePrivate Groups OnlyMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-River-walking-tour.jpgBottom Link -1Bottom Link -2Reserve NowPrivate Group RequestPRICEStarting at $15Gift Certificates
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.