Bike Tours
We’ll Lead the Way
View Tours
Food Tours
Sample Chicago Classics
View Tours
Walking Tours
Stroll through Chicago
View Tours
Popular Tours of Chicago
Chicago Favorites Walking & Food Tour
Learn More11:30am & 5:30pm DailyHIGHLIGHTS: Chicago Food Staples, Deep-Dish Pizza, Chicago-Style Hot Dog, Italian Beef Sandwich, Millennium Park, The Loop, Chicago Riverwalk
Lou Malnati’s Pizzeria – Wrigley BuildingButton URL Seconday HeaderStudent / MilitaryKids under 12Kids under 4Number Secondary HeaderLogo Secondary HeaderGift CertificatesStudents / Seniors 65+Adult$69.99 (don't need)AGE1+LENGTH1.4 milesCustom Line11:30am & 5:30pm DailySCHEDULE11:30am & 5:30pm DailyDURATION2.5 to 3 hoursReserve NowPRICE(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 Bottom Link -1Bottom Link -2HighlightsChicago 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 upgradePRICEDiscount Online Rates at $69.99LEVELTotally WalkableLogo URL Secondary Headerhttps://www.bobbysbikehike.com/Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpgRelated ToursArrayPrivate Group RequestArrayBikes, Bites & Brews®- Chicago’s Signature Dishes Bike Tour
Learn More11:30am & 5:30pm DailyHIGHLIGHTS: 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 HikeButton URL Seconday HeaderKids under 12Kids under 4Number Secondary HeaderLogo Secondary HeaderStudents / Seniors 65+Student / MilitaryAdult$84.99Custom Line11:30am & 5:30pm DailySCHEDULE11:30am & 5:30pm DailyLENGTH13mi / 21kmAGE21+DURATION4 hoursReserve NowPRICE(Discount Online Rate includes Bike, Food & Drinks)
Price: Fri-Sun Mon-Thurs Adults (Ages 21+) $84.99 $79.99 Electric Bike Upgrade $29.99 Bottom Link -2Bottom Link -1PRICEDiscount Online Rates at $84.99LEVELEasy to ModerateHighlightsGold Coast
Chicago Style Pizza
Lincoln Park
Savory Brownie
Wrigleyville
Chicago-style Hot Dog
Locally Crafted Beer
Amazing LakefrontGift Certificateshttps://fareharbor.com/embeds/book/bobbysbikehike/items/45691/calendar/Logo URL Secondary Headerhttps://www.bobbysbikehike.com/Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrewsSignature.jpgRelated ToursArrayPrivate Group RequestArrayChicago’s Ultimate City Bike Tour
Learn More9:30am 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 HikeButton URL Seconday HeaderStudent / MilitaryKids under 12Kids under 4Number Secondary HeaderLogo Secondary HeaderStudents / Seniors 65+Adult$49.99AGE1+DURATION3 hoursLENGTH9 mi / 14kmSCHEDULE9:30am DailyCustom Line9:30am Daily (1:30pm Added Weekends)Reserve NowPRICE(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 Bottom Link -1Bottom Link -2PRICEDiscount Online Rates at $49.99LEVELEasyHighlightsMuseum Campus
Northerly Island
Buckingham Fountain
Adler Planetarium
Soldier Field
Grant Park
Chicago Lakefront
Amazing ViewsGift Certificateshttps://fareharbor.com/embeds/book/bobbysbikehike/items/45691/calendar/Logo URL Secondary Headerhttps://www.bobbysbikehike.com/Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Museums-Parks-at-Sunset.jpgRelated ToursArrayPrivate Group RequestArrayChinatown Food & Culture Walking Tour
Learn More4pm Friday - Sunday, Added 11:30am SaturdaysHIGHLIGHTS: Cantonese Dim Sum, Portuguese-Chinese Bakery Treats, Xi'an Cuisine, Sichuan Dry Chili Chicken, Yummy Noodles
Phoenix Restaurant – ChinatownButton URL Seconday HeaderKids under 12Kids under 4Number Secondary HeaderLogo Secondary HeaderStudents / Seniors 65+Student / MilitaryAdult$69.99LENGTH1 mileAGE1+DURATION3 hrsSCHEDULE4pm Fri - Sun, Added 11:30am SaturdaysCustom Line4pm Friday - Sunday, Added 11:30am SaturdaysReserve NowPRICE(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 Bottom Link -2Bottom Link -1PRICEDiscount Online Rates at $69.99HighlightsDry Chili Chicken
Dim Sum Treats
Egg Tarts
Lamb & Cumin Sandwich
Chinese Cultural Institution
Award-winning noodles
VIP Upgrade for beer, wine and bubbly teaLEVELVery EasyGift Certificateshttps://fareharbor.com/embeds/book/bobbysbikehike/items/45691/calendar/Logo URL Secondary Headerhttps://www.bobbysbikehike.com/Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chinatown-Chicago-Culture-and-Food-Tour.jpgRelated ToursArrayPrivate Group RequestArrayBobby’s Fright Hike: Halloween Edition Night Bike Tour
Learn MoreOctober 11 - 31HIGHLIGHTS: 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 HikeRelated ToursStudent / MilitaryKids under 12Kids under 4Students / Seniors 65+Adult$49.99AGE12+DURATION3 hoursSCHEDULE6pm, October 11 - 31, 2023LENGTH8mi/13kmReserve NowPRICE(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 Bottom Link -1Bottom Link -2PRICEDiscount Online Rates at $44.99HighlightsEastland Disaster
Rush Street Nightlife
Chicago River
Millennium Park
Cloud Gate
Buckingham Fountain
Museum Campus
Levee District
Haunted Chicago StoriesLEVELMostly EasyCustom LineOctober 11 - 31Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgGift Certificates{"text":"","link":"","page_id":"3490","use_internal":""}Private Group RequestArray
Discover Chicago Your Way!
Bike & Kayak Rentals in Chicago
- Flexible rental times
- Various sizes and styles
- Kids and adult rental options
Bike Rentals
Bike At Your Pace
View Rentals
Kayak/SUP Rentals
Paddle Lake Michigan
View Rentals
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.
Explore Other Cities With Us!
Visit Us in Miami for More
Tour with Bobby’s Bike Hike in Miami and Chicago! From visiting popular landmarks to indulging in the local foods, no matter the city you’re exploring, you’ll have an unforgettable experience of the local culture with us.