Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing experience!

Puzzling Adventures

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About Puzzling Adventures

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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 Prairie Avenue Courts

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
Amazing experience. Very well set up.
Melissa S.
This was so much fun! What a great adventure!
Michele P.
Image © The Tallest in Old Town
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Puzzling Adventures Highlights

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.
Web MD
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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