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.

Perfect for all generations...

Whether you're spending special time with your friends, children, parents, grandchildren, or grandparents, our adventures are tailored to accommodate everyone. Our wheelchair and stroller-friendly experiences are crafted to be both entertaining and informative, appealing to a diverse audience. With activities designed to engage all ages, Puzzling Adventures goal is to provide a memorable experience for everybody who participates.

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 South Branch Addition

What are people saying about Puzzling Adventures?

Customer Reviews

This was so fun!
Bob A.
Fun fun fun! great way to experience a new area!
Rhonda R.
This was so much fun! What a great adventure!
Michele P.
Image © Anne Franks Hiders
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Puzzling Adventures Highlights

  • Accessible
  • Team building
  • Photo Challenges
  • No reservations
  • Enriching
  • Outdoor activity
  • Exploration
  • Informative
  • Flat rate price
  • Kid friendly
  • 250+ Locations
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Some studies have shown that natural outdoor environments in urban spaces are more enticing for physical activity and are more likely to motivate people to exercise, leading to higher levels of fitness. Whether it is a park in your neighborhood or exploring the vast landscapes of national forests and grasslands, there are benefits to be had when we step outside.
United States Department of Agriculture
https://www.fs.usda.gov/features/wellness-benefits-great-outdoors
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directions
20 E Randolph St, Chicago, IL 60601
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Available 24 Hours a day 7 days a week

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Directory

Walking Tour

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

Treasure Hunt

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

Escape Room

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

Scavenger Hunt

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

Amazing Race

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