Amazing Race near Little Sicily, Illinois

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Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

Embark on a thrilling adventure in Chicago's Millennium Park! Uncover the city's rich history, from its founding in 1837 to its rise as a global hub. Learn about the birth of the Twinkie, the origins of the Wrigley Company, and the legacy of the Pritzker family. Marvel at iconic sculptures like Cloud Gate, cross the BP Bridge, and explore the Art Institute of Chicago. Test your knowledge with fun quizzes, and don't forget to snap a selfie or two!

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About Puzzling Adventures

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.

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Puzzling Adventures near Little Sicily

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Really enjoyed learning things we didn't know about the history and culture of the city.

Dianne M.

Our family had a great time!

Christi C.

Image © Lincoln Lynx

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Puzzling Adventures Highlights

Team building
Accessible
Exploration
Informative
No reservations
Flat rate price
250+ Locations
Kid friendly
Enriching
Photo Challenges
Outdoor activity

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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.

United States Department of Health

https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0

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Rendering Map

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directions

20 E Randolph St, Chicago, IL 60601

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Escape Room

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Amazing Race

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Scavenger Hunt

Duncans Addition Scavenger Hunt Cityfront Place Scavenger Hunt Harbor Square Scavenger Hunt Rush & Division Scavenger Hunt Fuller Park Scavenger Hunt Bucktown Scavenger Hunt Near South Side Scavenger Hunt Armour Square Scavenger Hunt Fort Dearborn Addition Scavenger Hunt Kinzies Addition Scavenger Hunt South Branch Addition Scavenger Hunt Maplewood Courts Scavenger Hunt Douglas Scavenger Hunt Little Hell Scavenger Hunt Millenium Park Scavenger Hunt Oakland Scavenger Hunt Carville Scavenger Hunt Hamlin Park Scavenger Hunt Mccormickville Scavenger Hunt Burnham Place Scavenger Hunt Garibaldi Square Scavenger Hunt Claremont Cottages Scavenger Hunt Magnificent Mile Scavenger Hunt Wicker Park Scavenger Hunt East Village Scavenger Hunt Cleaverville Scavenger Hunt West Town Scavenger Hunt South Commons Scavenger Hunt Aldine Square Scavenger Hunt Printers Row Scavenger Hunt Central Station Scavenger Hunt Oakenwald Scavenger Hunt Bronzeville Scavenger Hunt United Center Scavenger Hunt Logan Square Scavenger Hunt Carpenters Addition Scavenger Hunt Locks Scavenger Hunt Humboldt Scavenger Hunt Lake View Scavenger Hunt Chicago Scavenger Hunt Shantytown Scavenger Hunt Killgubbin Scavenger Hunt Grant Village Scavenger Hunt Old Town Scavenger Hunt Little Sicily Scavenger Hunt Swede Town Scavenger Hunt River North Scavenger Hunt Pilsen Scavenger Hunt Grant Park Scavenger Hunt Conleys Patch Scavenger Hunt Canal Trustees Scavenger Hunt Towertown Scavenger Hunt Marshall Field Garden Apartments Scavenger Hunt Garfield Park Scavenger Hunt Fifty Acres Scavenger Hunt Near North Side Scavenger Hunt Cityfront Center Scavenger Hunt Prairie Courts Scavenger Hunt Prairie Shores Scavenger Hunt Olsen Hansen Row Houses Scavenger Hunt Chinatown Scavenger Hunt Carl Sandburg Village Scavenger Hunt Mid North District Scavenger Hunt Museum Campus Scavenger Hunt Little Italy Uic Scavenger Hunt Bohemian California Scavenger Hunt Lake Meadows Scavenger Hunt Stateway Gardens Historical Scavenger Hunt Park Row Scavenger Hunt Grace Abbott Homes Scavenger Hunt Bridgeport Scavenger Hunt William Green Homes Scavenger Hunt Wolcotts And Bushnells Additions Scavenger Hunt Loop Scavenger Hunt Lincoln Park Scavenger Hunt Greektown Scavenger Hunt Ukrainian Village Scavenger Hunt Maplewood Scavenger Hunt Frances Cabrini Homes Scavenger Hunt Cabrini Addition Scavenger Hunt Robert Brooks Homes Scavenger Hunt Prairie Avenue Courts Scavenger Hunt Ida B Wells Housing Project Scavenger Hunt Lower West Side Scavenger Hunt Mckinley Park Scavenger Hunt Gold Coast Scavenger Hunt Belgravia Terrace Scavenger Hunt Canalport Scavenger Hunt East Garfield Park Scavenger Hunt Sheffield & Depaul Scavenger Hunt Victor A Olander Homes Scavenger Hunt Mount Pleasant Scavenger Hunt Ducktown Scavenger Hunt Film Row Scavenger Hunt Dearborn Homes Scavenger Hunt Boystown Scavenger Hunt Near West Side Scavenger Hunt Jane Addams Homes Scavenger Hunt Streeterville Scavenger Hunt West Loop Scavenger Hunt

Treasure Hunt

Lake View Treasure Hunt Near South Side Treasure Hunt Ducktown Treasure Hunt Prairie Shores Treasure Hunt Grant Park Treasure Hunt Aldine Square Treasure Hunt Near West Side Treasure Hunt Harbor Square Treasure Hunt Fuller Park Treasure Hunt Dearborn Homes Treasure Hunt Conleys Patch Treasure Hunt Park Row Treasure Hunt Central Station Treasure Hunt Hamlin Park Treasure Hunt Burnham Place Treasure Hunt Fort Dearborn Addition Treasure Hunt Chinatown Treasure Hunt Mckinley Park Treasure Hunt Film Row Treasure Hunt Carl Sandburg Village Treasure Hunt South Branch Addition Treasure Hunt Ida B Wells Housing Project Treasure Hunt Cabrini Addition Treasure Hunt Gold Coast Treasure Hunt Canalport Treasure Hunt River North Treasure Hunt Prairie Avenue Courts Treasure Hunt Wolcotts And Bushnells Additions Treasure Hunt Frances Cabrini Homes Treasure Hunt Humboldt Treasure Hunt Near North Side Treasure Hunt Oakenwald Treasure Hunt East Village Treasure Hunt Armour Square Treasure Hunt Little Italy Uic Treasure Hunt Grant Village Treasure Hunt Little Hell Treasure Hunt Canal Trustees Treasure Hunt Claremont Cottages Treasure Hunt Bohemian California Treasure Hunt Cleaverville Treasure Hunt Marshall Field Garden Apartments Treasure Hunt West Town Treasure Hunt Museum Campus Treasure Hunt Pilsen Treasure Hunt Millenium Park Treasure Hunt Greektown Treasure Hunt Little Sicily Treasure Hunt Maplewood Courts Treasure Hunt Maplewood Treasure Hunt Duncans Addition Treasure Hunt Olsen Hansen Row Houses Treasure Hunt Sheffield & Depaul Treasure Hunt Old Town Treasure Hunt Loop Treasure Hunt Logan Square Treasure Hunt Mccormickville Treasure Hunt Stateway Gardens Historical Treasure Hunt Mount Pleasant Treasure Hunt Fifty Acres Treasure Hunt Lincoln Park Treasure Hunt Magnificent Mile Treasure Hunt Streeterville Treasure Hunt Cityfront Place Treasure Hunt Cityfront Center Treasure Hunt Boystown Treasure Hunt Douglas Treasure Hunt Carpenters Addition Treasure Hunt South Commons Treasure Hunt Garfield Park Treasure Hunt Oakland Treasure Hunt Shantytown Treasure Hunt Prairie Courts Treasure Hunt Belgravia Terrace Treasure Hunt Bridgeport Treasure Hunt Ukrainian Village Treasure Hunt Bucktown Treasure Hunt Lake Meadows Treasure Hunt William Green Homes Treasure Hunt Mid North District Treasure Hunt Towertown Treasure Hunt Carville Treasure Hunt Rush & Division Treasure Hunt West Loop Treasure Hunt Jane Addams Homes Treasure Hunt Grace Abbott Homes Treasure Hunt Wicker Park Treasure Hunt Locks Treasure Hunt Bronzeville Treasure Hunt East Garfield Park Treasure Hunt Chicago Treasure Hunt Garibaldi Square Treasure Hunt Swede Town Treasure Hunt Victor A Olander Homes Treasure Hunt Robert Brooks Homes Treasure Hunt United Center Treasure Hunt Kinzies Addition Treasure Hunt Killgubbin Treasure Hunt Printers Row Treasure Hunt Lower West Side Treasure Hunt

Walking Tour

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