Puzzling Adventures Customer Photo Make a Puzzling Adventures your personal urban escape room experience. Solve brain teasers and tackle questions to progress through different city locations. Only by completing the entire route can you successfully break free from this captivating interactive challenge!

Puzzling Adventures

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About Puzzling Adventures

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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 Harbor 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.
This was really fun, it was a nice day and we learned a lot!
Bill S.
Our family had a great time!
Christi C.
Image © Anderson adventurers

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Puzzling Adventures Highlights

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

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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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Mapping 20 E Randolph St, Chicago, IL 60601

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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

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