Puzzling Adventures Customer Photo If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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

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

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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