Puzzling Adventures Customer Photo Explore the city with your nearest and dearest, embarking on a Puzzling Adventure. Uncover hidden gems and elevate your sightseeing journey with a dash of intrigue and excitement!

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 Pilsen

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob 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
  • No reservations
  • Informative
  • Team building
  • Accessible
  • Enriching
  • 250+ Locations
  • Flat rate price
  • Outdoor activity
  • Photo Challenges
  • Kid friendly

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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