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 © Tolone Fam

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Puzzling Adventures Highlights

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

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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

Treasure Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

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