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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

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.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.

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Puzzling Adventures near Chicago

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
This was really fun, it was a nice day and we learned a lot!
Bill S.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Brima1310
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Puzzling Adventures Highlights

  • Kid friendly
  • Team building
  • Outdoor activity
  • Accessible
  • Informative
  • No reservations
  • 250+ Locations
  • Exploration
  • Photo Challenges
  • Flat rate price
  • Enriching
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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.
Harvard University
https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/
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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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Escape Room

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

Scavenger Hunt

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