Puzzling Adventures Customer Photo Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

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 Prairie Courts

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
Had a blast! Would definitely do it again!
Candice B.
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 © Brima1310

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Puzzling Adventures Highlights

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

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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

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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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