Puzzling Adventures Customer Photo Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive experience!

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 © Booed Up

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Puzzling Adventures Highlights

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

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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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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