Puzzling Adventures Customer Photo If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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

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

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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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Amazing Race

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