Puzzling Adventures Customer Photo Similar to an old school treasure hunt, a Puzzling Adventure beckons you on an exhilarating loop through the cityscape, where hidden wonders await discovery to only the most observant eyes. Facilitated by your smartphone, this interactive quest provides enjoyment for adventurers of every generation!

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!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

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 Canal Trustees

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
This was really fun, it was a nice day and we learned a lot!
Bill S.
Our family had a great time!
Christi C.
Image © Montana Masterminds
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Puzzling Adventures Highlights

  • 250+ Locations
  • Photo Challenges
  • Outdoor activity
  • Team building
  • No reservations
  • Exploration
  • Informative
  • Kid friendly
  • Flat rate price
  • Accessible
  • Enriching
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There are a lot of studies that show even just sitting under a tree every day, lowers our stress, which can then, in turn, lower blood pressure, heart rate and those stress hormones, like cortisol. There's a natural calming effect created by breathing in fresh air and focusing on the sounds and sights around you. It's even proven to help people suffering from anxiety and depression. There's studies that are ongoing about how that could potentially help people who have ADHD. It's been shown it can improve our memory even so it could be even more cognitively active when we come back from being outside.
CBS News
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Mapping 20 E Randolph St, Chicago, IL 60601

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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Walking Tour

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

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

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