Puzzling Adventures Customer Photo Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive experience!

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 © The Books

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Puzzling Adventures Highlights

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

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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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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