Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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.

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 was so fun!
Bob A.
This was really fun, it was a nice day and we learned a lot!
Bill S.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © TheKhans

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Puzzling Adventures Highlights

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

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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Scavenger Hunt

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

Amazing Race

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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

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