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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

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 Douglas

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Brima1310
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Puzzling Adventures Highlights

  • Flat rate price
  • Exploration
  • 250+ Locations
  • Accessible
  • No reservations
  • Kid friendly
  • Enriching
  • Informative
  • Outdoor activity
  • Team building
  • Photo Challenges
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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.
McLean Hospital
https://www.mcleanhospital.org/essential/nature
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Rendering Map
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20 E Randolph St, Chicago, IL 60601
More Information

Available 24 Hours a day 7 days a week

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Directory

Amazing Race

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

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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

Escape Room

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