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

  • Enriching
  • Accessible
  • Informative
  • Flat rate price
  • Outdoor activity
  • Team building
  • Photo Challenges
  • Kid friendly
  • Exploration
  • 250+ Locations
  • 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

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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

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