Puzzling Adventures Customer Photo Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive 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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining 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 Cityfront Center

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
Very enjoyable!
Kelly L.
Our family had a great time!
Christi C.
Image © Brima1310

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Puzzling Adventures Highlights

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

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Directory

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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