Puzzling Adventures Customer Photo Puzzling Adventures are like an outdoor escape room experience! Engage your mind with brain teasers and questions as you navigate from one city location to another. Complete the full circuit to successfully conquer this immersive, interactive challenge!

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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Carl Sandburg Village

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.
This was so much fun! What a great adventure!
Michele P.
Image © Brima1310
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Puzzling Adventures Highlights

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

Amazing Race

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

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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