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

Hunting for a new experience with your kids, teens, family, or your significant other?

Indulge in a Puzzling Adventure, a fusion of self-guided tour, scavenger hunt, and The Amazing Race. Delight in this outdoor escapade, exploring the city in a refreshing way. Follow the route by deciphering clues and tackling challenges to unlock the next phase of your journey. All you need is your mobile device and you're all set for an entertaining new adventure!

Enjoyed by people of all ages...

From children to seniors, from groups to individuals, our adventures cater to all ages and preferences. Nearly all our experiences are meticulously designed and accommodate wheelchairs and strollers, ensuring inclusivity for all. Each adventure is thoughtfully curated to blend entertainment and education, with something to captivate every participant.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Pilsen

What are people saying about Puzzling Adventures?

Customer Reviews

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

Eric G.

Amazing experience. Very well set up.

Melissa S.

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 © ChiTown2024

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Puzzling Adventures Highlights

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

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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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Mapping 20 E Randolph St, Chicago, IL 60601

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directions

20 E Randolph St, Chicago, IL 60601

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More Information

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Directory

Walking Tour

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

Scavenger Hunt

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

Treasure Hunt

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

Escape Room

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

Amazing Race

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

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