Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on 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

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.

Play on your own schedule at your own pace...

Since 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 speed.

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Puzzling Adventures near Rush

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!

Molly C.

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

Bill S.

Our family had a great time!

Christi C.

Image © lifespan

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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directions

20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

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