Puzzling Adventures Customer Photo Dive into a Puzzling Adventures, where self-guided tours intertwine with interactive problem solving. We invite you to unravel the city's clandestine enigmas while giving your mind a workout. Experience urban discovery like never before!

Puzzling Adventures


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About Puzzling Adventures

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

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.

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 Duncans Addition

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Had a blast! Would definitely do it again!
Candice B.
Our family had a great time!
Christi C.
Image © Oka Family

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Puzzling Adventures Highlights

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

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

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