Puzzling Adventures Customer Photo In the spirit of a traditional treasure hunt, Puzzling Adventures whisk you away on an enchanting journey along the city's streets, unveiling overlooked marvels along the way. With your smartphone as your guide, this interactive experience ensures entertainment for adventurers young and old!

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 © Booed Up
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Puzzling Adventures Highlights

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Escape Room

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

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