Puzzling Adventures Customer Photo Set off on an exciting outdoor expedition alongside friends or family, engaging in a Puzzling Adventure that unveils the concealed marvels of your city. Rediscover the art of sightseeing in a refreshingly unique manner!

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.

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.

Play on your own schedule at your own pace...

Since 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 speed.


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Puzzling Adventures near Maplewood

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Had a blast! Would definitely do it again!
Candice B.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © Mommy40

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Puzzling Adventures Highlights

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

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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.
United States Department of Health

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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

Amazing Race

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