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

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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