Puzzling Adventures Customer Photo Puzzling Adventures are like an outdoor escape room experience! Engage your mind with brain teasers and questions as you navigate from one city location to another. Complete the full circuit to successfully conquer this immersive, interactive challenge!

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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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 Cabrini Addition

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
This was really fun, it was a nice day and we learned a lot!
Bill S.
This was so much fun! What a great adventure!
Michele P.
Image © Brima1310
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Puzzling Adventures Highlights

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

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Mapping 20 E Randolph St, Chicago, IL 60601
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

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