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

  • Enriching
  • Kid friendly
  • Team building
  • Outdoor activity
  • 250+ Locations
  • Exploration
  • Flat rate price
  • No reservations
  • Informative
  • Accessible
  • Photo Challenges
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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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Available 24 Hours a day 7 days a week

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Directory

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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