Puzzling Adventures Customer Photo Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the top spot on our Puzzling Adventures leaderboard?

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!

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 Jane Addams Homes

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Brima1310
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Puzzling Adventures Highlights

  • Enriching
  • Photo Challenges
  • Outdoor activity
  • Exploration
  • Team building
  • Accessible
  • Kid friendly
  • 250+ Locations
  • No reservations
  • Flat rate price
  • Informative
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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.
Centers for Disease Control and Prevention
https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm
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directions
20 E Randolph St, Chicago, IL 60601
More Information

Available 24 Hours a day 7 days a week

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Directory

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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

Walking Tour

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