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

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

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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

Treasure Hunt

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

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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