Puzzling Adventures Customer Photo Puzzling Adventures are an urban experience, similar to an outdoor escape room. Test your wits by solving puzzles and responding to challenges as you journey through the city. Only by overcoming each stage can you ultimately triumph in this engaging interactive escapade!

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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

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.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Duncans Addition

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
Amazing experience. Very well set up.
Melissa S.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Brima1310
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Puzzling Adventures Highlights

  • Team building
  • Exploration
  • Kid friendly
  • Photo Challenges
  • 250+ Locations
  • Enriching
  • Informative
  • Flat rate price
  • Accessible
  • Outdoor activity
  • No reservations
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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture
https://www.fs.usda.gov/features/wellness-benefits-great-outdoors
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20 E Randolph St, Chicago, IL 60601
More Information

Available 24 Hours a day 7 days a week

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Directory

Walking Tour

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

Escape Room

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

Treasure Hunt

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

Scavenger Hunt

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

Amazing Race

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