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

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

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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

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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