Puzzling Adventures Customer Photo Immerse yourself in the captivating realm of Puzzling Adventures, where self-guided tours merge seamlessly with interactive puzzles and questions. Reveal the city's secrets while sharpening your mental acuity. Enjoy urban exploration with a twist!

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

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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

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