Puzzling Adventures Customer Photo Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop our Puzzling Adventures leaderboard!

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

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

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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