Amazing Race near Oakland, Illinois

Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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.

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

Had a lot of fun walking around, answering questions and being silly!

Eric G.

Had a blast! Would definitely do it again!

Candice B.

Our family had a great time!

Christi C.

Image © PhilNiahBridgetBusaina

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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.

McLean Hospital

https://www.mcleanhospital.org/essential/nature

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directions

20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

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