Puzzling Adventures Customer Photo Puzzling Adventures are an urban experience, similar to an outdoor escape room. Test your wits by solving puzzles and responding to challenges as you journey through the city. Only by overcoming each stage can you ultimately triumph in this engaging interactive escapade!

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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Fifty Acres

What are people saying about Puzzling Adventures?

Customer Reviews

This scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!
Karen B.
This was really fun, it was a nice day and we learned a lot!
Bill S.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Brima1310
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Puzzling Adventures Highlights

  • Accessible
  • Flat rate price
  • 250+ Locations
  • Enriching
  • Outdoor activity
  • Informative
  • Photo Challenges
  • Exploration
  • Kid friendly
  • No reservations
  • 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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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

Amazing Race

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

Treasure Hunt

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

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