Puzzling Adventures Customer Photo Set off on an exciting outdoor expedition alongside friends or family, engaging in a Puzzling Adventure that unveils the concealed marvels of your city. Rediscover the art of sightseeing in a refreshingly unique manner!

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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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 Shantytown

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
This was really fun, it was a nice day and we learned a lot!
Bill S.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Brima1310
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Puzzling Adventures Highlights

  • Photo Challenges
  • 250+ Locations
  • Informative
  • Exploration
  • No reservations
  • Outdoor activity
  • Kid friendly
  • Accessible
  • Team building
  • Flat rate price
  • Enriching
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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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Rendering Map
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Purchase Now
directions
20 E Randolph St, Chicago, IL 60601
More Information

Available 24 Hours a day 7 days a week

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Directory

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Escape Room

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