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 Oakland

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Had a blast! Would definitely do it again!
Candice B.
Our family had a great time!
Christi C.
Image © Team Delilah
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Puzzling Adventures Highlights

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

Available 24 Hours a day 7 days a week

directions
20 E Randolph St, Chicago, IL 60601
More Information
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Directory

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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