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

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

Walking Tour

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

Escape Room

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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