Puzzling Adventures Customer Photo Are you ready to race like the competitors on the Amazing Race? Assemble your team and prepare for a heart-pounding adventure through the city, solving riddles and chasing clues to victory. On our Puzzling Adventures leaderboard, only the swiftest and cleverest prevail!

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!

Entertaining for all age groups...

Whether you're a grade-schooler, a young adult, or a senior, our adventures provide enjoyment for everyone. Almost all of our hand-crafted experiences are accessible to wheelchairs and strollers, prioritizing inclusivity. Each adventure is infused with elements of fun and learning, appealing to a wide range of interests and tastes.

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 Little Sicily

What are people saying about Puzzling Adventures?

Customer Reviews

Great experience for the whole family!
Alan B.
Very enjoyable!
Kelly L.
We had a great time. Great bonding experience for the whole family.
Angie B.
Image © Brima1310
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Puzzling Adventures Highlights

  • Accessible
  • Flat rate price
  • Outdoor activity
  • Exploration
  • Informative
  • Photo Challenges
  • Team building
  • 250+ Locations
  • Enriching
  • No reservations
  • Kid friendly
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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
https://www.forbes.com/sites/cassidyrandall/2020/04/09/why-going-outside-is-good-for-your-health-especially-right-now/?sh=18e3c6382de9
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Available 24 Hours a day 7 days a week

directions
20 E Randolph St, Chicago, IL 60601
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Directory

Escape Room

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

Scavenger Hunt

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

Treasure Hunt

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

Walking Tour

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

Amazing Race

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