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.

Play on your own schedule at your own pace...

Since 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 speed.

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Puzzling Adventures near Canalport

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Amazing experience. Very well set up.
Melissa 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

  • Team building
  • Informative
  • Outdoor activity
  • 250+ Locations
  • Flat rate price
  • Enriching
  • Exploration
  • Kid friendly
  • Photo Challenges
  • Accessible
  • No reservations
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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD
https://www.webmd.com/balance/ss/slideshow-health-benefits-nature
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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

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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