Puzzling Adventures Customer Photo Set off on an exciting outdoor expedition alongside friends or family, engaging in a Puzzling Adventure that unveils the concealed marvels of your city. Rediscover the art of sightseeing in a refreshingly unique manner!

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 Garibaldi Square

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
This was really fun, it was a nice day and we learned a lot!
Bill S.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Yang11
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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture

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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Escape Room

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

Treasure Hunt

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

Amazing Race

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

Walking Tour

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

Scavenger Hunt

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