Puzzling Adventures Customer Photo 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!

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.

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 Oakenwald

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Had a blast! Would definitely do it again!
Candice B.
Our family had a lot of fun on the scavenger hunt!
Lynn C.
Image © They thems
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Puzzling Adventures Highlights

  • Kid friendly
  • No reservations
  • Outdoor activity
  • Informative
  • Team building
  • 250+ Locations
  • Accessible
  • Flat rate price
  • Exploration
  • Enriching
  • Photo Challenges
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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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Puzzling Adventures, 20 E Randolph St, Chicago, IL 60601
More Information

Available 24 Hours a day 7 days a week

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Directory

Treasure Hunt

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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