Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing 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.

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 Grant Park

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!
Eric G.
Amazing experience. Very well set up.
Melissa S.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Brima1310
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Puzzling Adventures Highlights

  • No reservations
  • 250+ Locations
  • Exploration
  • Team building
  • Informative
  • Kid friendly
  • Enriching
  • Photo Challenges
  • Accessible
  • Flat rate price
  • Outdoor activity
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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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Available 24 Hours a day 7 days a week

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20 E Randolph St, Chicago, IL 60601
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Directory

Walking Tour

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

Escape Room

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

Amazing Race

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

Treasure Hunt

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

Scavenger Hunt

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