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

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

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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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

Treasure Hunt

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