Amazing Race near Oakenwald, Illinois

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Inspired by the excitement of the Amazing Race, rally your team for a high-speed pursuit through the city streets, decoding questions and hunting down clues. Only the quickest and sharpest minds will triumph and secure their place atop 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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

Embark on your journey, your way, your time...

As our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own pace.

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Puzzling Adventures near Oakenwald

What are people saying about Puzzling Adventures?

Customer Reviews

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

Eric G.

Fun fun fun! great way to experience a new area!

Rhonda R.

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 © Team Tito

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Puzzling Adventures Highlights

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

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As little as 5 minutes of outdoor activity can help improve your self-esteem. This is especially true if you're near water or green space. And it's not high-intensity exercise that does it best. More relaxed activity like a walk, bike ride, or work in the garden seems to work even better.

Web MD

https://www.webmd.com/balance/ss/slideshow-health-benefits-nature

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Rendering Map

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directions

20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Walking Tour

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

Amazing Race

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Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

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