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

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

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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

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

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