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

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.

Play on your own schedule at your own pace...

Since our adventures are self-guided, you have the freedom to play whenever suits you with no need for reservations. Whether you're racing for first place or savoring each moment, the choice is yours. Immerse your senses in all of the locations you'll encounter, all at your own speed.

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Puzzling Adventures near Prairie Shores

What are people saying about Puzzling Adventures?

Customer Reviews

This was a great way to spend an afternoon outdoors!
Lynne-Marie A.
Had a blast! Would definitely do it again!
Candice B.
Our family had a great time!
Christi C.
Image © Katsleezy
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Puzzling Adventures Highlights

  • Photo Challenges
  • Informative
  • Enriching
  • Outdoor activity
  • 250+ Locations
  • Flat rate price
  • No reservations
  • Accessible
  • Team building
  • Exploration
  • 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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Rendering Map
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Purchase Now

Available 24 Hours a day 7 days a week

directions
20 E Randolph St, Chicago, IL 60601
More Information
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Directory

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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