Puzzling Adventures Customer Photo Dive into a Puzzling Adventures, where self-guided tours intertwine with interactive problem solving. We invite you to unravel the city's clandestine enigmas while giving your mind a workout. Experience urban discovery like never before!

Puzzling Adventures

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About Puzzling Adventures

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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 Fifty Acres

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.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © poopy boys

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Puzzling Adventures Highlights

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

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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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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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