Puzzling Adventures Customer Photo Embark on an exhilarating outdoor escapade with a Puzzling Adventure. Uncover the enigmatic mysteries of your city with an interactive sightseeing 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.

Explore at your leisure, on your terms...

Because our adventures are self-guided you can play any time on any day - no reservations required. Complete the adventure as quickly as possible to win first place or take your time to enjoy the sights, sounds, smells and tastes of the various locations you will visit.

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Puzzling Adventures near Bridgeport

What are people saying about Puzzling Adventures?

Customer Reviews

Highly recommend to anyone for a fun day out in the city!
Molly C.
Had a blast! Would definitely do it again!
Candice B.
This was so much fun! What a great adventure!
Michele P.
Image © Brima1310
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Puzzling Adventures Highlights

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

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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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Mapping 20 E Randolph St, Chicago, IL 60601

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directions
20 E Randolph St, Chicago, IL 60601

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Directory

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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

Walking Tour

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

Amazing Race

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

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