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!

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!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.


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Puzzling Adventures near Mccormickville

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne 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 © Kaybern
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Puzzling Adventures Highlights

  • Exploration
  • 250+ Locations
  • No reservations
  • Team building
  • Kid friendly
  • Outdoor activity
  • Informative
  • Enriching
  • Accessible
  • Flat rate price
  • Photo Challenges
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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
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

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