Amazing Race near Little Sicily, Illinois

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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Little Sicily

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!

Alvin M.

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 © DeckerFamily

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Puzzling Adventures Highlights

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.

Web MD

https://www.webmd.com/balance/ss/slideshow-health-benefits-nature

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Rendering Map

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directions

Puzzling Adventures, 20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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