Puzzling Adventures Customer Photo Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

Puzzling Adventures


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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 Canal Trustees

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Fun fun fun! great way to experience a new area!
Rhonda R.
This was so much fun! What a great adventure!
Michele P.
Image © The Tallest in Old Town
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Puzzling Adventures Highlights

  • Outdoor activity
  • Exploration
  • Kid friendly
  • Flat rate price
  • Accessible
  • 250+ Locations
  • Informative
  • Photo Challenges
  • Team building
  • No reservations
  • Enriching
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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.
United States Department of Health
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Rendering Map
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Escape Room

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

Walking Tour

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

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