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

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

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.

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 Canal Trustees

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
Very enjoyable!
Kelly L.
This was so much fun! What a great adventure!
Michele P.
Image © Brima1310

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture

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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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