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

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

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 Bridgeport

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Brima1310
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Puzzling Adventures Highlights

  • Enriching
  • Exploration
  • Team building
  • Kid friendly
  • No reservations
  • Accessible
  • Flat rate price
  • Informative
  • Photo Challenges
  • Outdoor activity
  • 250+ Locations
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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
https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/
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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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More Information

Available 24 Hours a day 7 days a week

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Directory

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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