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
  • 250+ Locations
  • Team building
  • Accessible
  • Outdoor activity
  • Enriching
  • Kid friendly
  • Informative
  • No reservations
  • Flat rate price
  • 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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More Information

Available 24 Hours a day 7 days a week

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Directory

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

Amazing Race

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