Puzzling Adventures Customer Photo Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive experience!

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 © Mystical

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Puzzling Adventures Highlights

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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

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