Puzzling Adventures Customer Photo Are you a fan of the Amazing Race? Grab some teammates and dash around the city while deciphering questions and searching for answers. You will need to be the quickest and the smartest to win 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

Are you ready for a fun outdoor activity with your family, friends, or a special someone?

Embark on a Puzzling Adventure, a combintation of scavenger hunt, amazing race, and self-guided tour. Immerse yourself in this one-of-a-kind outdoor experience, discovering city sights in an exciting new way. Traverse the route by answering questions or solving riddles. All that's required is your mobile device and your desire to enjoy an unforgettable journey!

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

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

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
Amazing experience. Very well set up.
Melissa S.
Our family had a great time!
Christi C.
Image © Brima1310

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Puzzling Adventures Highlights

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

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There are a lot of studies that show even just sitting under a tree every day, lowers our stress, which can then, in turn, lower blood pressure, heart rate and those stress hormones, like cortisol. There's a natural calming effect created by breathing in fresh air and focusing on the sounds and sights around you. It's even proven to help people suffering from anxiety and depression. There's studies that are ongoing about how that could potentially help people who have ADHD. It's been shown it can improve our memory even so it could be even more cognitively active when we come back from being outside.
CBS News
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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Scavenger Hunt

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

Treasure Hunt

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

Amazing Race

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

Escape Room

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

Walking Tour

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

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