Puzzling Adventures Customer Photo Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance 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.
This was really fun, it was a nice day and we learned a lot!
Bill S.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Brima1310

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Puzzling Adventures Highlights

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

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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.
Forbes
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Walking Tour

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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