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

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

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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

Amazing Race

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

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

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