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

Searching for an engaging activity to enjoy with your kids, teens, tweens, other family, friends or colleagues?

Step into the world of Puzzling Adventures, a captivating blend of scavenger hunt, self-guided walking tour and an amazing race. Experience the outdoors in a whole new light as you embark on this unique adventure. Navigate the city, solving puzzles and answering questions to uncover your next destination. All you need is a smartphone and an appetite for an unforgettable escapade!

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.

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 Chicago

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!

Lynne-Marie A.

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 JC 2021

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Puzzling Adventures Highlights

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

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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.

United States Department of Agriculture

https://www.fs.usda.gov/features/wellness-benefits-great-outdoors

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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

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

Scavenger Hunt

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

Escape Room

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

Treasure Hunt

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

Amazing Race

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

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