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 © Team Tito
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Puzzling Adventures Highlights

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

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

Treasure Hunt

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