Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing experience!

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!

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.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Jane Addams Homes

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
Amazing experience. Very well set up.
Melissa 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

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

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

Escape Room

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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