Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on 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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

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 Oakland

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

Fun fun fun! great way to experience a new area!

Rhonda R.

This was so much fun! What a great adventure!

Michele P.

Image © Detective heavy Hornings

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Puzzling Adventures Highlights

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

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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.

Harvard University

https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/

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Rendering Map

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View Purchase Options

directions

20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Amazing Race

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

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