Amazing Race near Oakland, Illinois

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.

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 Oakland

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!

Alan B.

Had a blast! Would definitely do it again!

Candice B.

Fun for the whole family and I highly recommend it to others.

Ginger K.

Image © Team Charis

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Puzzling Adventures Highlights

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

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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.

Centers for Disease Control and Prevention

https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm

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directions

Puzzling Adventures, 20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Escape Room

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

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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