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

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

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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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

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