Puzzling Adventures Customer Photo Make a Puzzling Adventures your personal urban escape room experience. Solve brain teasers and tackle questions to progress through different city locations. Only by completing the entire route can you successfully break free from this captivating interactive challenge!

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.

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 Little Sicily

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
This was a great experience!
Natalie M.
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

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

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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