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!

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.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.

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Puzzling Adventures near Pilsen

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
This was a great experience!
Natalie M.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Cat Ladys
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Puzzling Adventures Highlights

  • Outdoor activity
  • Enriching
  • No reservations
  • Informative
  • Photo Challenges
  • Exploration
  • Kid friendly
  • Accessible
  • Team building
  • 250+ Locations
  • 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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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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