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

Looking for things to do with your date, friends, kids, teenagers, or other family?

Puzzling Adventures are a cross between a scavenger hunt, an amazing race, and a self-guided walking tour. Enjoy this unique outdoor activity and experience sightseeing in a fun new way. Each city route consists of a series of locations that you are guided to where you answer questions or solve puzzles to receive your next instruction. All you need is your own mobile device with a data connection.

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 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.
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

  • Outdoor activity
  • Enriching
  • Flat rate price
  • Exploration
  • No reservations
  • Accessible
  • Team building
  • Kid friendly
  • Photo Challenges
  • Informative
  • 250+ Locations
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Spending time outdoors can improve overall health and wellness. The outdoors offers many opportunities to be physically active. Time outdoors may also promote mental health and stress reduction.
Centers for Disease Control and Prevention
https://www.cdc.gov/cancer/skin/basic_info/outdoors.htm
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Purchase Now
directions
20 E Randolph St, Chicago, IL 60601
More Information

Available 24 Hours a day 7 days a week

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Directory

Escape Room

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

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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