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

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

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

Walking Tour

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

Escape Room

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

Amazing Race

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

Scavenger Hunt

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

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