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

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

Walking Tour

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

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

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