Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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 © Summer Fam
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Puzzling Adventures Highlights

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

Amazing Race

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

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

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