Puzzling Adventures Customer Photo Puzzling Adventures are an urban experience, similar to an outdoor escape room. Test your wits by solving puzzles and responding to challenges as you journey through the city. Only by overcoming each stage can you ultimately triumph in this engaging interactive escapade!

Puzzling Adventures

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About Puzzling Adventures

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

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 Mount Pleasant

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Very enjoyable!
Kelly L.
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 © A Stump
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Puzzling Adventures Highlights

  • No reservations
  • Informative
  • 250+ Locations
  • Photo Challenges
  • Enriching
  • Outdoor activity
  • Accessible
  • Flat rate price
  • Team building
  • Exploration
  • 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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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

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