Puzzling Adventures Customer Photo Calling all Amazing Race enthusiasts! Team up with your fellow adventurers for a fast-paced quest around the city, deciphering questions and piecing together your answers along the way. Can you outsmart the competition and clinch the top spot on 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

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.

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 Magnificent Mile

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
This was a great experience!
Natalie M.
Fun for the whole family and I highly recommend it to others.
Ginger K.
Image © JJTSClark
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Puzzling Adventures Highlights

  • Outdoor activity
  • Accessible
  • Kid friendly
  • Team building
  • Enriching
  • Exploration
  • Photo Challenges
  • No reservations
  • Flat rate price
  • Informative
  • 250+ Locations
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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.
Centers for Disease Control and Prevention
https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm
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directions
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

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

Escape Room

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

Scavenger Hunt

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

Walking Tour

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

Amazing Race

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