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

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

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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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Rendering Map
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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