Puzzling Adventures Customer Photo Dive into a Puzzling Adventures, where self-guided tours intertwine with interactive problem solving. We invite you to unravel the city's clandestine enigmas while giving your mind a workout. Experience urban discovery like never before!

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!

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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.


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Puzzling Adventures near Near North Side

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
Amazing experience. Very well set up.
Melissa S.
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 Tallest in Old Town

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture

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

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Directory

Amazing Race

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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