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

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

  • Informative
  • Exploration
  • Kid friendly
  • Outdoor activity
  • 250+ Locations
  • Enriching
  • No reservations
  • Team building
  • Flat rate price
  • Photo Challenges
  • Accessible
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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
https://www.webmd.com/balance/ss/slideshow-health-benefits-nature
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Mapping 20 E Randolph St, Chicago, IL 60601
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directions
20 E Randolph St, Chicago, IL 60601
More Information

Available 24 Hours a day 7 days a week

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Directory

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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

Scavenger Hunt

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