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

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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