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

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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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