Puzzling Adventures Customer Photo Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive 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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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.

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 scavenger hunt was great for the whole family. We had ages 3 to 63 on our team and we all had a wonderful time!
Karen B.
Very enjoyable!
Kelly L.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © Brima1310

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Puzzling Adventures Highlights

  • Informative
  • Outdoor activity
  • Accessible
  • 250+ Locations
  • Flat rate price
  • Enriching
  • Kid friendly
  • No reservations
  • Team building
  • Photo Challenges
  • Exploration
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As with other types of exercise, walking is good for both your physical health and your mental health. Studies have suggested it can improve your mood, reduce stress and provide mental and emotional satisfaction. Scientists think that exercise causes the release of particular hormones (chemicals produced naturally by your body) called endorphins. These may create a natural high bringing about changes in your body that make you feel better and happier.
The Standard UK

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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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Directory

Escape Room

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

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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