All Chicago Tours offered by Bobby’s Bike Hike
To filter the tours that show on the page, please select the tour options that you would like to see.
- Bike Tours
- Walking Tours
- Electric Bike Tours
- Kayak Tours
- Food Tours
- Year-Round Tours
- Family Friendly
- Holiday Theme
- Clear Selection
Bikes, Bites & Brews® Tour – Signature Dishes
12:00pm & 5:30pm DailyBike Chicago Bikes, Bites & Brews Tour - Signature Dishes 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 f...
Bobby’s Bike HikeKids under 12Kids under 4Gift CertificatesArrayPrivate Group RequestArrayReserve NowArrayStudents / Seniors 65+$64.75Student / Military$64.75Adult$69.75SCHEDULE12:00pm & 5:30pm DailyCustom Line12:00pm & 5:30pm DailyLENGTH13mi / 21kmDURATION4 hoursPRICE(Discount Online Rate includes Bike, Food & Drinks)
Price: Fri-Sun Mon-Thurs Adults $69.75 $66.75 Students $65.75 $62.75 Military $65.75 $62.75 Senior $65.75 $62.75 Electric Bike Upgrade $19.75 Bottom Link -2
Bottom Link -1PRICEDiscount Online Rates at $69.75LEVELEasy to ModerateHighlightsGold Coast
Chicago Style Pizza
Lincoln Park
Savory Cupcake
Wrigleyville
Chicago-style Hot Dog
Locally Crafted Beer
Amazing LakefrontMap Graphichttps://1eu32g2n7xjk2vsbqi2chy76-wpengine.netdna-ssl.com/wp-content/uploads/2017/01/BikesBitesBrewsSignature.jpgChicago-style Holiday Hike: Season Sampling Walking & Food Tour
RESUMES NOVEMBER 2019Chicago Holiday Theme Tour Chicago-style Holiday Hike: Season Sampling Walking Tour Taste your way through the holiday season on this food and beverage walking tour...Chicago-style! This holiday-themed tour begins at the end of November and runs through Christmas Eve. Bobby's Holiday Hike is a...
Giordano’s Lake StreetKids under 12Kids under 4Gift CertificatesArrayPrivate Group RequestArrayReserve NowArrayStudents / Seniors 65+$50.75Student / Military$50.75Adult$55.75LENGTH1.25 mileDURATION2.5 to 3 hoursPRICE(Discount Online Rate includes Food & non-alcohol Beverages)
Price: Fri-Sun Mon-Thurs Adults $57.75 $54.75 Students $52.75 $49.75 Military $52.75 $49.75 Senior $52.75 $49.75 Kids (under 4) $11.75 $10.75 VIP Holiday Cocktail/Beer Tasting Upgrade $19.75 Bottom Link -2Bottom Link -1HighlightsChristkindlmarket
Millennium Park's Christmas Tree
Deluxe Hot Cocoa
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)PRICEDiscount Online Rates at $57.75LEVELFestively EasySCHEDULERESUMES NOVEMBER 2019Custom LineRESUMES NOVEMBER 2019Map Graphichttps://1eu32g2n7xjk2vsbqi2chy76-wpengine.netdna-ssl.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpgLakefront Neighborhoods Bike Tour
1pm Tues & ThursOne of our most popular tours in Chicago 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 make it one of the best, if not the best family-friendly Chicago b...
Bobby’s Bike HikeGift CertificatesArrayPrivate Group RequestArrayReserve NowArrayKids under 4$13.75Kids under 12$25.75Adult$42.75SCHEDULE1pm Tues & ThursCustom Line1pm Tues & ThursDURATION3 hoursLENGTH7 mi/11 kmPRICE(Discount Online Rate includes bike)
Price: Fri-Sun Mon-Thurs Adults $40.75 $37.75 Students $35.75 $32.75 Military $35.75 $32.75 Senior $35.75 $32.75 Kids (under 12) $16.75 $15.75 Kids (under 4) $9.75 $8.75 Electric Bike Upgrade $19.75 Bottom Link -1Bottom Link -2PRICEDiscount Online Rates at $40.75HighlightsGold Coast Mansions
Old Town Historic District
Lincoln Park Zoo
North Avenue Beach
St. Michael’s Church
Oprah’s Old Chicago home
Playboy Mansion
Chicago LakefrontLEVELRidiculously EasyStudent / MilitaryStudentStudents / Seniors 65+StudentsMap Graphichttps://1eu32g2n7xjk2vsbqi2chy76-wpengine.netdna-ssl.com/wp-content/uploads/2017/01/Lakefront-Neighborhoods.jpgChicago’s ‘Greatest Hits’ Bike Tour
9am & 1:30pmChicago Attractions, Parks, and Museums Experience our "Chicago 101" tour which offers you all of the City's most popular attractions rolled into one memorable activity. This Chicago bike tour includes our most popular parks...
Bobby’s Bike HikeGift CertificatesArrayPrivate Group RequestArrayReserve NowArrayKids under 4$13.75Kids under 12$25.75Students / Seniors 65+$27.75Student / Military$37.75Adult$42.75DURATION2.5 hoursLENGTH6 mi / 10kmSCHEDULE9am & 1:30pmCustom Line9am & 1:30pmPRICE(Discount Online Rates include bike)
Price: Fri-Sun Mon-Thurs Adults $37.75 $32.75 Students $32.75 $27.75 Military $32.75 $27.75 Senior $32.75 $27.75 Kids (under 12) $14.75 $11.75 Kids (under 4) $8.75 $7.75 Electric Bike Upgrade $19.75 Bottom Link -1Bottom Link -2PRICEDiscount Online Rates at $37.75LEVELEasyHighlightsMuseum Campus
Northerly Island
Buckingham Fountain
Adler Planetarium
Soldier Field
Grant Park
Chicago Lakefront
Amazing ViewsMap Graphichttps://1eu32g2n7xjk2vsbqi2chy76-wpengine.netdna-ssl.com/wp-content/uploads/2017/01/Museums-Parks-at-Sunset.jpgChinatown Food & Culture Walking Tour
4pm Friday & SaturdayAn Introduction to Chicago's Chinatown Curious about Chinatown but unsure where to start? Let our Bobby's Bike Hike Chinatown Food and Culture Walking Tour be your guide on this Chicago Chinatown tour! Chicago's Chinatown, located next door to the ...
Pui Tak CenterKids under 12Kids under 4Gift CertificatesArrayPrivate Group RequestArrayReserve NowArrayStudents / Seniors 65+$43.75Student / Military$43.75Adult$48.75LENGTH1 mileDURATION2.5 hrsSCHEDULE4pm Fri & SatCustom Line4pm Friday & SaturdayPRICE(Discount Online Rate includes Food & Beverage Samples)
Price: Fri-Sun Mon-Thurs Adults $52.75 N/A Students $48.75 N/A Military $48.75 N/A Senior $48.75 N/A Kids (under 4) $11.75 N/A Bottom Link -2Bottom Link -1PRICEDiscount Online Rates at $52.75LEVELVery EasyHighlightsWentworth Avenue
Dim Sum Treats
Egg Tarts
Lamb & Cumin Sandwich
Chinese Cultural Institution
Hot Pots
Hot Tea
Beijing DuckMap Graphichttps://1eu32g2n7xjk2vsbqi2chy76-wpengine.netdna-ssl.com/wp-content/uploads/2017/01/Chinatown-Chicago-Culture-and-Food-Tour.jpgComedy & Craft Beer Walking Tour of Old Town
2:30pm SaturdaysChicago Craft Beer & Comedy Clubs No 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 fav...
Second City – Old TownKids under 12Kids under 4Students / Seniors 65+Student / MilitaryGift CertificatesArrayPrivate Group RequestArrayReserve NowArrayAdult$60.00LENGTH1 mileDURATION2.5 hoursSCHEDULE2:30pm SaturdaysCustom Line2:30pm SaturdaysPRICE(Discount Online Rate includes Beer & Snack Samples)
Price: Fri-Sun Mon-Thurs Adults (21+ Only) $52.75 N/A Bottom Link -2Bottom Link -1HighlightsAmazing Neighborhoods
Hidden Pubs
Well-known Chicago hangouts
Pilsners
India Pale Ales
Belgium BlondsPRICEDiscount Online Rates at $52.75LEVELEasyMap Graphichttps://1eu32g2n7xjk2vsbqi2chy76-wpengine.netdna-ssl.com/wp-content/uploads/2018/03/OldTown.jpgChicago Favorites Walking & Food Tour
11:30am DailyA Food Tour of Chicago Classics Taste your way through Chicago's most famous recipes on this relaxing and fun Chicago walking food tour. In an exciting two and a half hours, you'll feast on Chicago culinary legends such as deep dish pizza, Italian Beef, ...
Park Grill in Millennium ParkKids under 12Kids under 4Students / Seniors 65+Gift CertificatesArrayPrivate Group RequestArrayReserve NowArrayStudent / Military$43.75Adult$48.75LENGTH1.4 milesSCHEDULE11:30am DailyCustom Line11:30am DailyDURATION2.5 to 3 hoursPRICE(Discount Online Rate includes Food Samples.)
Price: Fri-Sun Mon-Thurs Adults $52.75 $49.75 Students/ $48.75 $45.75 Military $48.75 $45.75 Senior $48.75 $45.75 VIP Craft Beer Tasting Upgrade $19.75 Bottom Link -1Bottom Link -2HighlightsChicago Loop
Chicago Style Deep Dish Pizza
Millennium Park
Famous Chicago-mix popcorn
Chicago Theater
Italian Beef Sandwich
Riverwalk
Chicago-style Hot Dog
State Street
Michigan Avenue
Dessert
VIP Craft Beer Package upgradePRICEDiscount Online Rates at $52.75LEVELTotally WalkableMap Graphichttps://1eu32g2n7xjk2vsbqi2chy76-wpengine.netdna-ssl.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpgBikes, Bites & Brews® Tour – Westside Foodie Ride
12:30pm Fri-Sat / 11:30am SunChicago Food Tours: Better by Bike Bikes, Bites & Brews Tour - Westside Foodie Ride Hop on two wheels and discover a whole new side of Chicago dining! On this Chicago culinary tour, taste your way through diverse neighborhoods as we explore Chicago's immigrant history through food. ...
Bobby’s Bike HikeKids under 12Kids under 4Gift CertificatesArrayPrivate Group RequestArrayReserve NowArrayStudents / Seniors 65+$64.75Student / Military$64.75Adult$69.75SCHEDULE12:30pm Fri-Sat / 11:30am SunCustom Line12:30pm Fri-Sat / 11:30am SunLENGTH12mi / 20kmDURATION4 hoursPRICE(Discount Online Rate includes Bike, Food & Drinks)
Price: Fri-Sun Mon-Thurs Adults $69.75 $66.75 Students $65.75 $62.75 Military $65.75 $62.75 Senior $65.75 $62.75 Electric Bike Upgrade $19.75 Bottom Link -2Bottom Link -1PRICEDiscount Online Rates at $69.75LEVELEasy/ModerateHighlightsFulton 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
The ‘Chicago Handshake’
Lincoln Park
Scrumptious Macaroons
Chicago Lakefront TrailMap Graphichttps://1eu32g2n7xjk2vsbqi2chy76-wpengine.netdna-ssl.com/wp-content/uploads/2017/01/BikesBitesBrews-Foodie.jpgChicago Sites @ Night Bike Tour
7pm NightlyChicago Tour at Night Our nighttime Chicago bike tour is a Chicago night tour 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 lakefro...
Bobby’s Bike HikeKids under 12Kids under 4Students / Seniors 65+Student / MilitaryGift CertificatesArrayPrivate Group RequestArrayReserve NowArrayAdult$59.75DURATION3 hoursCustom Line7pm NightlySCHEDULE7pm NightlyLENGTH8 mi/13 kmPRICE(Discount Online Rate includes Bike)
Price: Fri-Sun Mon-Thurs Adults $37.75 $34.75 Students $32.75 $29.75 Military $32.75 $29.75 Senior $32.75 $29.75 Kids (under 4) $10.75 $9.75 Electric Bike Upgrade $19.75 Bottom Link -1Bottom Link -2PRICEDiscount Online Rates at $37.75LEVELMostly Easy to ModerateHighlightsOak Street Beach
Rush Street Nightlife
Chicago River
Millennium Park
Cloud Gate at Night
Buckingham Fountain
Museum Campus
Chicago Lakefront & FireworksMap Graphichttps://1eu32g2n7xjk2vsbqi2chy76-wpengine.netdna-ssl.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgBobby’s Tike Hike: Kid’s Edition Bike Tour
2:30pm Daily (May - September)Chicago Family Friendly Tour This 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 the perfect Chicago to...
Bobby’s Bike HikeStudent / MilitaryGift CertificatesArrayPrivate Group RequestArrayReserve NowArrayKids under 12$19.50Students / Seniors 65+$27.75Adult$34.75Kids under 4$9.75DURATION2 hoursCustom Line2:30pm Daily (May - September)SCHEDULE2:30pm Daily (May - September)LENGTH4.5 milesPRICE(Discount Online Rates include Bike)
Price: Fri-Sun Mon-Thurs Adults $39.75 $36.75 Students $34.75 $31.75 Military $34.75 $31.75 Senior $34.75 $31.75 Kids (under 12) $15.75 $14.75 Kids (under 4) FREE FREE Electric Bike Upgrade $19.75 Bottom Link -2Bottom Link -1PRICEDiscount Online Rates at $39.75. Kid's under 4 FREELEVELEasy, Easy, EasyHighlightsLincoln Park Zoo
Chicago Lakefront
Oak Street Beach
Children’s Fountain
Petting Zoo
Peggy Notebaert Nature Museum
Abe Lincoln Stature
Kissing Bridge
Secret GardenMap Graphichttps://1eu32g2n7xjk2vsbqi2chy76-wpengine.netdna-ssl.com/wp-content/uploads/2017/01/Tike-Hike-KidsEdition.jpgOld Chicago Gangster Electric Bike Tour
Private Groups OnlyBobby'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 HikeKids under 12Kids under 4Gift CertificatesArrayPrivate Group RequestArrayReserve NowArrayLEVELModerate/IntermediateStudents / Seniors 65+$47.75Student / Military$47.75Adult$52.75LENGTH16mi/26kmDURATION4 hoursPRICE(includes Electric Bike)
Price: Fri-Sun Mon-Thurs Adults $55.75 $55.75 Students (16+) $50.75 $50.75 Military $50.75 $50.75 Senior $50.75 $50.75 Electric Bike Upgrade $19.75 Bottom Link -1Bottom Link -2HighlightsBridgeport
Chinatown
Old Palmisano Park
Old Italian Outfit hangouts
McCormick Place
Prairie Ave District
Levee Red Light District
Italian Beef Sandwich
Chicago LakefrontSCHEDULEPrivate Groups OnlyCustom LinePrivate Groups OnlyPRICEStarting at $50.75Map Graphichttps://1eu32g2n7xjk2vsbqi2chy76-wpengine.netdna-ssl.com/wp-content/uploads/2017/01/Southside-Gangster.jpgSweets & Spirits Dessert Walking Tour
Private Groups OnlyA Sampling of Chicago Desserts Our 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 ...
Chicago Cultural CenterKids under 12Kids under 4Gift CertificatesArrayPrivate Group RequestArrayReserve NowArrayStudents / Seniors 65+$45.75Student / Military$45.75Adult$50.75LENGTH1 mileDURATION2.5 hoursPRICE(includes Food & Beverage Samples)
Price: Fri-Sun Mon-Thurs Adults $59.75 $59.75 Students $54.75 $54.75 Military $54.75 $54.75 Senior $54.75 $54.75 Bottom Link -2Bottom Link -1LEVELEasyHighlightsMichigan Avenue
Decadent Treats
River North Nightlife
Trendy Cocktails
Local Chocolates
Dylan’s Candy Store
Fun, Fun, FunSCHEDULEPrivate Groups OnlyCustom LinePrivate Groups OnlyPRICEStarting at: $54.75Map Graphichttps://1eu32g2n7xjk2vsbqi2chy76-wpengine.netdna-ssl.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpgBobby’s Fright Hike: Halloween Edition Night Bike Tour
OCTOBER 2020Only 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. On this Chi...
Bobby’s Bike HikeKids under 12Kids under 4Gift CertificatesArrayPrivate Group RequestArrayReserve NowArrayStudents / Seniors 65+$40.75Student / Military$40.75Adult$45.75DURATION3 hoursSCHEDULE6:30pm Friday & Saturday (and October 30 / 31)LENGTH8mi/13kmPRICE(Discount Online Rates includes bike)
Price: Fri-Sun Mon-Thurs Adults $39.75 $36.75 Students $35.75 $32.75 Military $35.75 $32.75 Senior $35.75 $32.75 Electric Bike Upgrade $19.75 Bottom Link -1Bottom Link -2PRICEDiscount Online Rates at $39.75HighlightsEastland Disaster
Rush Street Nightlife
Chicago River
Millennium Park
Cloud Gate
Buckingham Fountain
Museum Campus
Levee District
Haunted Chicago StoriesLEVELMostly EasyCustom LineOCTOBER 2020Map Graphichttps://1eu32g2n7xjk2vsbqi2chy76-wpengine.netdna-ssl.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgChicago River Walking Tour
Private Groups OnlyChicago Sightseeing Tour on the River Our private walking tour is the perfect way to learn all about the history and breathtaking infrastructure of the Chicago River! On this Chicago tour, we will explore the rolling promenades, historic landmarks, and relaxing mini-park...
Kids under 12Kids under 4Gift CertificatesArrayPrivate Group RequestArrayReserve NowArrayStudents / Seniors 65+$20.00Student / Military$20.00Adult$25.00LENGTH1 mileDURATION1.5 hoursPRICEPrice: Fri-Sun Mon-Thurs Adults $39.75 $39.75 Students $34.75 $34.75 Military $34.75 $34.75 Senior $34.75 $34.75 Kids (under 12) $20.75 $20.75 Kids (under 4) $10.75 $10.75 Bottom Link -2Bottom Link -1HighlightsChicago Riverwalk
Amazing Architecture
Wrigley Building
Vietnam Memorial & Park
McCormick Bridge house and River Museum
Centennial Fountain & Water Arc
Gorgeous Bridges
Chicago’s LakefrontLEVELEasySCHEDULEPrivate Groups OnlyCustom LinePrivate Groups OnlyPRICEStarting at $39.75Map Graphichttps://1eu32g2n7xjk2vsbqi2chy76-wpengine.netdna-ssl.com/wp-content/uploads/2017/01/Chicago-River-walking-tour.jpg
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.