Puzzling Adventures Customer Photo Take your friends or family on a fun outdoor journey with a Puzzling Adventure. Explore your city and discover some of its hidden secrets. Enjoy sightseeing in a whole new way!

Puzzling Adventures


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About Puzzling Adventures

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

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 Jane Addams Homes

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Amazing experience. Very well set up.
Melissa S.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Team JC 2021
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Puzzling Adventures Highlights

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

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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

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