Puzzling Adventures Customer Photo Set off on an exciting outdoor expedition alongside friends or family, engaging in a Puzzling Adventure that unveils the concealed marvels of your city. Rediscover the art of sightseeing in a refreshingly unique manner!

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!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

Embark on your journey, your way, your time...

As 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 pace.

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Puzzling Adventures near Chicago

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
This was really fun, it was a nice day and we learned a lot!
Bill S.
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

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

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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

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Rendering Map
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Treasure Hunt

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

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