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.

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

I got this as a gift for my wife and we loved it!
Alvin M.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Dvonch

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Puzzling Adventures Highlights

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

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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

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

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