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

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

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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

Walking Tour

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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