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

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

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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