Walking Tour near Little Sicily, Illinois

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Puzzling Adventures are part self-guided walking tour, part interactive game. Uncover hidden secrets of the city while exercising your mind as you explore the city from a completely new perspective.

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.

Suitable for all ages...

From grandkids to grandparents, our adventures are designed to entertain and engage everyone. With careful consideration for accessibility, almost all of our experiences are wheelchair and stroller friendly. Each adventure is curated to provide a mix of entertainment and enlightenment, ensuring there's something for every member of your group.

Flexibility to explore at your own tempo...

Thanks to our self-guided adventures, scheduling is a breeze, no reservations required. Whether you're aiming for the top spot or opting for a more relaxed journey, it's entirely up to you. Take the time to dive deeper into each destination or race to be number one, the choice is yours!

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Puzzling Adventures near Little Sicily

What are people saying about Puzzling Adventures?

Customer Reviews

This is a great way to explore and learn about a city!

Stacy H.

This was a great experience!

Natalie M.

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 © Anibal

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Puzzling Adventures Highlights

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

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Time in the outdoors offers the benefit of mental rest and rejuvenation, it has been shown to improve memory, attention, impulse control, and creativity in the general population. For example, in children, it has led to improved school performance.

McLean Hospital

https://www.mcleanhospital.org/essential/nature

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Mapping 20 E Randolph St, Chicago, IL 60601

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directions

20 E Randolph St, Chicago, IL 60601

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Directory

Amazing Race

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

Escape Room

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

Treasure Hunt

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

Walking Tour

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

Scavenger Hunt

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

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