Puzzling Adventures Customer Photo Similar to an old school treasure hunt, a Puzzling Adventure beckons you on an exhilarating loop through the cityscape, where hidden wonders await discovery to only the most observant eyes. Facilitated by your smartphone, this interactive quest provides enjoyment for adventurers of every generation!

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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

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.

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 Cabrini Addition

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
This was really fun, it was a nice day and we learned a lot!
Bill S.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © onions and cilantro
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Puzzling Adventures Highlights

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

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

Amazing Race

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