Amazing Race near Little Sicily, Illinois

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If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Very enjoyable!

Kelly L.

I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!

Taylor V.

Image © DICKTOASS

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Puzzling Adventures Highlights

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

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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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directions

20 E Randolph St, Chicago, IL 60601

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More Information

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Directory

Walking Tour

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

Amazing Race

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Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

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