Amazing Race near Oakenwald, Illinois

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.

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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Oakenwald

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
Had a blast! Would definitely do it again!
Candice B.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Brima1310
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Puzzling Adventures Highlights

  • Informative
  • Outdoor activity
  • Team building
  • Photo Challenges
  • Accessible
  • Flat rate price
  • Exploration
  • 250+ Locations
  • Enriching
  • No reservations
  • Kid friendly
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Some of the benefits of time spent outside can include improvements in sleep, blood pressure, cognitive function and physical activity, as well as reduced risks of chronic disease, such as type 2 diabetes, cardiovascular disease and cancer.
Harvard University
https://www.hsph.harvard.edu/news/hsph-in-the-news/spend-time-outdoors-itll-improve-your-health-say-experts/
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directions
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

Amazing Race

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Escape Room

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

Scavenger Hunt

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

Walking Tour

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

Treasure Hunt

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