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

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

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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

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

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