All Chicago Tours offered by Bobby’s Bike Hike
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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 BuildingKids under 12Kids under 4Students / Seniors 65+Student / MilitaryRelated ToursArrayPrivate Group RequestArrayAdult$69.99 (don't need)AGE1+LENGTH1.4 milesSCHEDULE11:30am & 5:30pm DailyCustom Line11:30am & 5:30pm DailyDURATION2.5 to 3 hoursReserve NowPRICE(Discount Online Rate includes Food Samples.)
Price: Fri-Sun Mon-Thurs Adults $69.99 $65.99 Youth (Ages 4-11) $59.99 $55.99 Infants (Ages 0-3) when sharing w/ adult $10.99 $9.99 VIP Craft Beer Tasting Upgrade $19.99 Bottom Link -1
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HighlightsChicago 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 WalkableMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpgGift 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"}
Chicago-style Holiday Hike: Season Sampling Food & Walking Tour
Learn MoreNovember 19 - December 24, 2022HIGHLIGHTS: 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 BuildingRelated ToursKids under 12Kids under 4Students / Seniors 65+Student / MilitaryPrivate Group RequestArrayAdult$69.99AGE1+LENGTH1.25 mileSCHEDULE11:30am DailyDURATION2.5 to 3 hoursGift CertificatesReserve 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 Holiday Cocktail/Beer Tasting Upgrade $19.99 Bottom Link -2Bottom Link -1HighlightsChristkindlmarket
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)PRICEDiscount Online Rates at $69.99LEVELFestively EasyCustom LineNovember 19 - December 24, 2022Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpg
Chicago’s Seasonal Stroll – Walking Tour
Learn MoreNovember 19 - December 24, 2022HIGHLIGHTS: 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 RestaurantRelated ToursKids under 12Kids under 4Students / Seniors 65+Student / MilitaryPrivate Group RequestArrayAdult$29.99AGE1+LENGTH1.25 mileDURATION2 hoursSCHEDULE3:30pm DailyGift CertificatesReserve NowPRICE(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 Bottom Link -2Bottom Link -1LEVELAn easy strollHighlightsChristkindlmarket
Millennium Park's Christmas Tree
Ice Skating Rink
State Street and Michigan Avenue Holiday Lights
Marshall Field's (Macy's)
Wrigley Building
Chicago TheatrePRICEDiscount Online Rates at $29.99Custom LineNovember 19 - December 24, 2022Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chicago-Favorites-Walking.jpg
Bikes, Bites & Brews®- Chicago’s Signature Dishes Bike Tour
Learn More11:30am & 5:30pm Daily (12pm Sundays)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 HikeKids under 12Kids under 4Students / Seniors 65+Student / MilitaryRelated ToursArrayPrivate Group RequestArrayAdult$84.99SCHEDULE11:30am & 5:30pm Daily (12pm Sundays)Custom Line11:30am & 5:30pm Daily (12pm Sundays)LENGTH13mi / 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 -1
PRICEDiscount Online Rates at $84.99LEVELEasy to ModerateHighlightsGold Coast
Chicago Style Pizza
Lincoln Park
Savory Brownie
Wrigleyville
Chicago-style Hot Dog
Locally Crafted Beer
Amazing LakefrontMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrewsSignature.jpgGift 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"}
Chinatown 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 – ChinatownKids under 12Kids under 4Students / Seniors 65+Student / MilitaryRelated ToursArrayPrivate Group RequestArrayAdult$69.99LENGTH1 mileAGE1+DURATION2.5 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 EasyMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Chinatown-Chicago-Culture-and-Food-Tour.jpgGift 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"}
Chicago’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 HikeStudent / MilitaryKids under 12Kids under 4Students / Seniors 65+Related ToursArrayPrivate Group RequestArrayAdult$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 ViewsMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Museums-Parks-at-Sunset.jpgGift 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"}
Lakefront Neighborhoods Bike Tour
Learn More1:30pm Weekdays, 10:30am WeekendsHIGHLIGHTS: 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 HikeStudent / MilitaryKids under 12Kids under 4Students / Seniors 65+Related ToursArrayPrivate Group RequestArrayAdult$49.99AGE1+SCHEDULE1:30pm Weekdays, 10:30am WeekendsCustom Line1:30pm Weekdays, 10:30am WeekendsDURATION3 hoursLENGTH7 mi/11 kmReserve NowPRICE(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 Bottom Link -1Bottom Link -2PRICEDiscount Online Rates at $49.99HighlightsGold 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 EasyMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/Lakefront-Neighborhoods.jpgGift 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"}
Westside Foodie Ride Bike Tour
Learn More12pm Fri-Sat / 11:30am SunHIGHLIGHTS: 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 HikeKids under 12Kids under 4Students / Seniors 65+Student / MilitaryRelated ToursArrayPrivate Group RequestArrayAdult$84.99SCHEDULE12:30pm Fri-Sat / 11:30am SunLENGTH12mi / 20kmCustom Line12pm Fri-Sat / 11:30am SunAGE21+DURATION4 hoursReserve NowPRICE(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 Bottom Link -2Bottom Link -1PRICEDiscount Online Rates at $84.99LEVELEasy/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 (VIP Upgrade)
Lincoln Park
Artisan chocolate
Chicago Lakefront TrailMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/BikesBitesBrews-Foodie.jpgGift 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"}
Chicago Family Food & Bike Tour (with Top Attractions)
Learn More11:00am DailyHIGHLIGHTS: Chicago Food Staples, Deep-Dish Pizza, Chicago-Style Hot Dog, Dessert, Millennium Park, The Loop, Navy Pier
Bobby’s Bike HikeKids under 12Kids under 4Students / Seniors 65+Student / MilitaryRelated ToursArrayPrivate Group RequestArrayAdult$74.99AGE1+SCHEDULE11:00am DailyCustom Line11:00am DailyDURATION4 hoursLENGTH9mi / 14kmReserve NowPRICE(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 Bottom Link -2Bottom Link -1HighlightsDeep-dish Pizza
Gold Coast
Millennium Park
Chicago Riverwalk
Chicago-style Hot Dog
Buckingham Fountain
Gelato
Craft Beer
Lakefront Trail
Oak Street BeachPRICEDiscount Online Rates at $74.99LEVELEasyMap Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgGift 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"}
Kayak Rentals at Ohio Street Beach
Learn More11am - 6pm Daily | May-OctoberKayak 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 ToursStudent / MilitaryKids under 12Kids under 4Map GraphicBottom Link -1Bottom Link -2Students / Seniors 65+Private Group RequestArrayAdult$35.99PRICE$35.99DURATION1 hr - 2hrsCustom Line11am - 6pm Daily | May-OctoberSCHEDULE11am - 6pm | May-OctoberAGE4+ (must be 18+ to sign for kayak)Reserve NowPRICE(Discount Online Rate includes kayak)
Price: Fri-Sun 1 Hour Kayak Rental $35.99 2 Hour Kayak Rental $69.99 LEVELEasyHighlightsKayak Lake Michigan with a rental at Ohio Street Beach (next to Navy Pier). Single/tandem kayaks available.LENGTHat your leisureGift 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"}
Lakefront Sunset Kayak Rental
Learn More5pm Daily | May-OctoberSunset 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 ToursStudent / MilitaryKids under 12Kids under 4Map GraphicStudents / Seniors 65+Private Group RequestArrayAdult$35.99PRICE$35.99DURATION1 -2 hrsAGE18+ to rent kayak (16+ if guardian signs)SCHEDULE5:00pm | May-OctoberCustom Line5pm Daily | May-OctoberReserve NowBottom Link -2PRICE(Discount Online Rate includes kayak and life jacket)
Price: Daily 1 Hour Kayak Rental $35.99 2 Hour Kayak Rental $69.99 Bottom Link -1LEVELEasyHighlightsKayak Lake Michigan at your leisure with a rental. Single and tandem kayaks available.LENGTHat your leisureGift 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"}
Lake Michigan Family Paddle
Learn More11am - 6pm Daily | May-OctoberFamily 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 ToursStudent / MilitaryKids under 12Kids under 4Map GraphicStudents / Seniors 65+Private Group RequestArrayAdult$35.99PRICE$35.99DURATION1 hr - 2hrsCustom Line11am - 6pm Daily | May-OctoberSCHEDULE11am - 6pm | May-OctoberAGE4+ (must be 18+ to rent kayak)Reserve NowBottom Link -2PRICE(Discount Online Rate includes kayak)
Price: Daily 1 Hour Kayak Rental $35.99 2 Hour Kayak Rental $69.99 Bottom Link -1LEVELEasyHighlightsKayak Lake Michigan at your leisure with family rentals. Single and tandem kayaks available.LENGTHat your leisureGift 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"}
Lake Michigan Couples Paddle
Learn More11am - 6pm Daily | May-OctoberCouples 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 ToursStudent / MilitaryKids under 12Kids under 4Map GraphicStudents / Seniors 65+Private Group RequestArrayAdult$35.99PRICE$35.99DURATION1 hr - 2hrsCustom Line11am - 6pm Daily | May-OctoberSCHEDULE11am - 6pm Daily | May-OctoberAGE18+ to rent kayak (16+ if guardian signs)Reserve NowBottom Link -2PRICE(Discount Online Rate includes kayak)
Price: Daily 1 Hour Kayak Rental $35.99 2 Hour Kayak Rental $69.99 Bottom Link -1HighlightsCouples kayak rentals on Lake Michigan. Single and tandem kayaks available for rent.LEVELEasyLENGTHat your leisureGift 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"}
Bobby’s Fright Hike: Halloween Edition Night Bike Tour
Learn MoreResumes October 2023HIGHLIGHTS: 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+Private Group RequestArrayAdult$49.99AGE12+DURATION3 hoursSCHEDULE6pm, October 12 - 31, 2022LENGTH8mi/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 LineResumes October 2023Map Graphichttps://www.bobbysbikehike.com/wp-content/uploads/2017/01/City-Lights-at-Night-walking-tour.jpgGift Certificates{"text":"","link":"","page_id":"3490","use_internal":""}
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.
Bike Tours
We’ll Lead the Way
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Food Tours
Sample Chicago Classics
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Walking Tours
Stroll instead of Roll
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