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

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

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.

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 Millenium Park

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Brima1310
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Puzzling Adventures Highlights

  • Exploration
  • Flat rate price
  • Team building
  • Photo Challenges
  • No reservations
  • 250+ Locations
  • Informative
  • Kid friendly
  • Outdoor activity
  • Enriching
  • Accessible
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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.
United States Department of Health
https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0
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Mapping 20 E Randolph St, Chicago, IL 60601
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directions
20 E Randolph St, Chicago, IL 60601
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More Information

Available 24 Hours a day 7 days a week

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Directory

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

Amazing Race

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