Puzzling Adventures Customer Photo If you love the thrill of the Amazing Race, gather your teammates for an adrenaline-fueled dash across the city, tackling questions and hunting for clues. To claim the coveted top spot on our Puzzling Adventures leaderboard, speed and smarts are your ultimate allies!

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.

Adventure at your own convenience...

With our self-guided experiences, there's no need to book ahead, just play whenever you like! Whether you're vying for victory or enjoying a leisurely day out, you set the pace. Indulge your senses in the various locales you'll discover, soaking in the ambiance at your own speed.

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Puzzling Adventures near Oakland

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Really enjoyed learning things we didn't know about the history and culture of the city.
Dianne M.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Brima1310
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Puzzling Adventures Highlights

  • Flat rate price
  • Kid friendly
  • 250+ Locations
  • Team building
  • Informative
  • Accessible
  • No reservations
  • Exploration
  • Enriching
  • Photo Challenges
  • 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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20 E Randolph St, Chicago, IL 60601
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Available 24 Hours a day 7 days a week

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Directory

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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