Puzzling Adventures Customer Photo Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop 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

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

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

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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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