Amazing Race near Oakland, Illinois

Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win top spot on our Puzzling Adventures leaderboard!

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!

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.

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

I got this as a gift for my wife and we loved it!
Alvin M.
Amazing experience. Very well set up.
Melissa S.
Our family had a great time!
Christi C.
Image © Brima1310

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Puzzling Adventures Highlights

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

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A new study underscores that people can reap significant benefits from a comparatively small number of daily steps. Researchers analyzed 17 studies that looked at how many steps people took, typically in a weeklong period, and followed up on their health outcomes after around seven years. They concluded that a habit of walking just under 4,000 steps (30-45 minute walk or roughly two miles) per day reduced the risk of dying from any cause, including from cardiovascular disease and mortality risk decreased by 15 percent with an additional 1,000 steps.
New York Times
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Amazing Race

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