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

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!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Prairie Avenue Courts

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Abba40
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Puzzling Adventures Highlights

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

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

Escape Room

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

Amazing Race

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

Walking Tour

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

Scavenger Hunt

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

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