Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

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 © Chi town shakers

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Puzzling Adventures Highlights

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

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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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

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