Puzzling Adventures Customer Photo Set off on an exciting outdoor expedition alongside friends or family, engaging in a Puzzling Adventure that unveils the concealed marvels of your city. Rediscover the art of sightseeing in a refreshingly unique manner!

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 © The Nibbles
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Puzzling Adventures Highlights

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

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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

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