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!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Old Town

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Fun fun fun! great way to experience a new area!
Rhonda R.
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
  • Outdoor activity
  • Accessible
  • Kid friendly
  • 250+ Locations
  • Team building
  • Photo Challenges
  • No reservations
  • Enriching
  • Flat rate price
  • Informative
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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.
Centers for Disease Control and Prevention
https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm
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Mapping 20 E Randolph St, Chicago, IL 60601
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directions
20 E Randolph St, Chicago, IL 60601
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More Information

Available 24 Hours a day 7 days a week

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Directory

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

Amazing Race

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