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

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

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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

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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

Walking Tour

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

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