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!

Embark on a thrilling adventure in Chicago's Millennium Park! Uncover the city's rich history, from its founding in 1837 to its rise as a global hub. Learn about the birth of the Twinkie, the origins of the Wrigley Company, and the legacy of the Pritzker family. Marvel at iconic sculptures like Cloud Gate, cross the BP Bridge, and explore the Art Institute of Chicago. Test your knowledge with fun quizzes, and don't forget to snap a selfie or two!

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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.

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 Little Sicily

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
This was a great experience!
Natalie M.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Brima1310
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Puzzling Adventures Highlights

  • Informative
  • Photo Challenges
  • Flat rate price
  • 250+ Locations
  • Kid friendly
  • Team building
  • Accessible
  • No reservations
  • Exploration
  • Enriching
  • Outdoor activity
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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
https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0
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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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More Information

Available 24 Hours a day 7 days a week

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Directory

Walking Tour

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

Escape Room

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

Amazing Race

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

Scavenger Hunt

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

Treasure Hunt

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