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

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!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.


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Puzzling Adventures near Central Station

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
This was a great experience!
Natalie M.
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 Charis

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Puzzling Adventures Highlights

  • Enriching
  • Photo Challenges
  • No reservations
  • Outdoor activity
  • Accessible
  • Kid friendly
  • 250+ Locations
  • Exploration
  • Flat rate price
  • Informative
  • Team building
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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.
Harvard University
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Mapping 20 E Randolph St, Chicago, IL 60601
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Escape Room

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

Scavenger Hunt

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