Puzzling Adventures Customer Photo Puzzling Adventures are like an outdoor escape room experience! Engage your mind with brain teasers and questions as you navigate from one city location to another. Complete the full circuit to successfully conquer this immersive, 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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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 Cabrini Addition

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
This was really fun, it was a nice day and we learned a lot!
Bill S.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © lifespan
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Puzzling Adventures Highlights

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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