Walking Tour near Little Sicily, Illinois

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Puzzling Adventures offer a unique blend of self-guided exploration and interactive gaming, allowing you to discover the city's concealed treasures while stimulating your intellect. Embark on a journey that reshapes your perspective of urban exploration!

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.

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 Little Sicily

What are people saying about Puzzling Adventures?

Customer Reviews

Had a lot of fun walking around, answering questions and being silly!

Eric G.

This was really fun, it was a nice day and we learned a lot!

Bill S.

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 © Rockpoint Mamas

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Puzzling Adventures Highlights

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

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Physical activity is fundamental to overall health and well-being, yet woefully neglected in most of our daily lives. Along with maintaining good nutrition and emotional health, incorporating regular physical activity can help to prevent multiple chronic diseases and improve the odds of better outcomes should you become ill from various conditions.

United States Department of Health

https://health.gov/news/202205/physical-activity-we-all-can-and-must-do-more-0

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Rendering Map

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directions

20 E Randolph St, Chicago, IL 60601

More Information

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Directory

Scavenger Hunt

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

Amazing Race

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

Walking Tour

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

Escape Room

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

Treasure Hunt

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

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