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

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 Frances Cabrini Homes

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.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Brima1310
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Puzzling Adventures Highlights

  • Kid friendly
  • Team building
  • Informative
  • Enriching
  • Exploration
  • Photo Challenges
  • 250+ Locations
  • Accessible
  • Outdoor activity
  • Flat rate price
  • No reservations
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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.
Forbes
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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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Directory

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

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