Puzzling Adventures Customer Photo Delight in a captivating outdoor odyssey with friends or family with a Puzzling Adventure. Unravel the clandestine wonders of your city. Transform your sightseeing exploration into an immersive experience!

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

Seeking an exciting outing with your kids, teens, tweens, other loved ones, or friends?

Engage in a Puzzling Adventure, a blend of a scavenger hunt, an amazing race, and a self-guided walking tour. This innovative outdoor challenge has you exploring sights as you navigate the city route, tackling questions and puzzles to unveil your next steps. Just grab your mobile device and you're set for an fascinating 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 Near South Side

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!
Stacy H.
Amazing experience. Very well set up.
Melissa S.
I liked how each clue showed us little known facts about the city. It made finding local eateries and sights easy. Very fun!
Taylor V.
Image © Brima1310
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Puzzling Adventures Highlights

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

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Hundreds of studies have linked spending time outside to better health outcomes like decreases in incidences of diabetes and cardio-vascular mortality, lower blood pressure and heart rate, and better immune system function. In fact, these positive effects that are so well-documented that more and more doctors are issuing 'nature prescriptions' to help treat a range of conditions from heart disease, hypertension, high cholesterol, and diabetes, to chronic stress, depression and anxiety, insomnia and even PTSD.
Forbes
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Rendering Map

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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Treasure Hunt

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

Walking Tour

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

Amazing Race

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

Scavenger Hunt

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

Escape Room

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