Puzzling Adventures Customer Photo Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

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 © Sliced Bread

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Puzzling Adventures Highlights

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

Escape Room

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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

Walking Tour

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

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