Amazing Race near Little Sicily, Illinois

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Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Little Sicily

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!

Eric G.

This was really fun, it was a nice day and we learned a lot!

Bill S.

We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.

Sandi K.

Image © Hester

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Puzzling Adventures Highlights

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

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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.

Harvard University

https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/

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Rendering Map

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directions

20 E Randolph St, Chicago, IL 60601

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More Information

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Directory

Amazing Race

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Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

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