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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

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