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

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

Walking Tour

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

Amazing Race

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

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