Walking Tour near Little Sicily, Illinois

Puzzling Adventures Customer Photo Dive into a Puzzling Adventures, where self-guided tours intertwine with interactive problem solving. We invite you to unravel the city's clandestine enigmas while giving your mind a workout. Experience urban discovery like never before!

Puzzling Adventures

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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.

Fun for all ages...

Kids, teens, tweens, young adults, seniors, groups, couples, or individuals. Almost all of our adventures are designed to be wheelchair and stroller friendly and all are carefully crafted to be entertaining and informative with something to appeal to everyone.

Embark on your journey, your way, your time...

As 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 pace.


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Puzzling Adventures near Little Sicily

What are people saying about Puzzling Adventures?

Customer Reviews

I got this as a gift for my wife and we loved it!
Alvin M.
Very enjoyable!
Kelly L.
We had so much fun we can't wait to try another adventure. Such a fun family activity and a great way to see the city.
Sandi K.
Image © Joy forward
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Puzzling Adventures Highlights

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

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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

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directions
20 E Randolph St, Chicago, IL 60601
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Directory

Amazing Race

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

Walking Tour

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

Treasure Hunt

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

Scavenger Hunt

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

Escape Room

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