Puzzling Adventures Customer Photo Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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 © Humuhumunukunuku
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Puzzling Adventures Highlights

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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

Escape Room

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

Amazing Race

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

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