Puzzling Adventures Customer Photo Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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 © Mary and Manas
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Puzzling Adventures Highlights

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

Amazing Race

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Escape Room

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