Puzzling Adventures Customer Photo Puzzling Adventures offer a unique blend of self-guided exploration and interactive gaming, allowing you to discover the city's concealed treasures while stimulating your intellect. Embark on a journey that reshapes your perspective of urban exploration!

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!

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 Oakenwald

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
This was a great experience!
Natalie M.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Brima1310
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Puzzling Adventures Highlights

  • Informative
  • Exploration
  • Outdoor activity
  • Team building
  • 250+ Locations
  • Flat rate price
  • Kid friendly
  • Accessible
  • No reservations
  • Photo Challenges
  • Enriching
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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.
United States Department of Health
https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0
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Mapping 20 E Randolph St, Chicago, IL 60601
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Available 24 Hours a day 7 days a week

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20 E Randolph St, Chicago, IL 60601
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Directory

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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