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

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

This was so fun!

Bob A.

Fun fun fun! great way to experience a new area!

Rhonda R.

Our family had a great time!

Christi C.

Image © JustMe

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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.

McLean Hospital

https://www.mcleanhospital.org/essential/nature

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directions

20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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Treasure Hunt

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

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