Puzzling Adventures Customer Photo Puzzling Adventures puts an urban twist on the classic escape room concept. Navigate through the city, cracking brain teasers and answering questions to advance. Complete all the tasks to emerge victorious from this immersive quest!

Puzzling Adventures


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About Puzzling Adventures

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining 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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!


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Puzzling Adventures near Old Town

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Lost in Chicago
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Puzzling Adventures Highlights

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

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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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Rendering Map
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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Amazing Race

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