Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing experience!

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

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!


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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 a great experience!
Natalie M.
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

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

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As with other types of exercise, walking is good for both your physical health and your mental health. Studies have suggested it can improve your mood, reduce stress and provide mental and emotional satisfaction. Scientists think that exercise causes the release of particular hormones (chemicals produced naturally by your body) called endorphins. These may create a natural high bringing about changes in your body that make you feel better and happier.
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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

Amazing Race

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