Puzzling Adventures Customer Photo Set off on an exciting outdoor expedition alongside friends or family, engaging in a Puzzling Adventure that unveils the concealed marvels of your city. Rediscover the art of sightseeing in a refreshingly unique manner!

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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating new adventure!

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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Puzzling Adventures near Victor A Olander Homes

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
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

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

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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