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

  • Photo Challenges
  • Flat rate price
  • No reservations
  • Outdoor activity
  • Accessible
  • Team building
  • Informative
  • Enriching
  • Kid friendly
  • 250+ Locations
  • Exploration
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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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Available 24 Hours a day 7 days a week

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Directory

Amazing Race

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Treasure Hunt

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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