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

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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

Escape Room

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

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