Windy City T-Shirts

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Main Tag

Description

dibs design

Tags: alleys, snow, dibs, sport, chicago illinois

Graphic tees. Available in Plus Size T-Shirt

chicago dibs T-Shirt

by guilhermedamatta

$22 $16

Paddle CHI, Chicago Lake Life Painted Oars T-Shirt

Main Tag

Description

Love the lake life at the Windy City on Lake Michigan. We love the beach life summers in Chicago from boating on Lake Michigan to paddling the river downtown!

Tags: beach, chi, lakes, lake michigan, co

Graphic tees. Available in Plus Size T-Shirt

Paddle CHI, Chicago Lake Life Painted Oars T-Shirt

by GreatLakesLocals

$22 $16

Main Tag

Description

MJ on the Dream Team in 92

Tags: chicago bulls, air jordan, sneakers, chi town, illinois

Graphic tees. Available in Plus Size T-Shirt

USA Goat T-Shirt

by salohman

$22 $16

Main Tag

Description

Chicago Dogs in Chicago Hot Dog costumes LOVE to go skateboarding, of course!

Tags: chicago, dachshund, hot dog, illinois, midwest

Graphic tees. Available in Plus Size T-Shirt

Chicago Weiner Dog Skater T-Shirt

by nickv47

$22 $16

Chicago Windy City Baseball Fan Tee: Wave Your Flag for Chi-Town's Finest! T-Shirt

Main Tag

Description

Step up to the plate in style with our Chicago Pride Baseball Fan T-Shirt! Perfect for die-hard Chi-Town enthusiasts, this tee captures the spirit of the city with a vibrant design inspired by the iconic Chicago flag. Whether you're cheering from the bleachers at the field or showing off your city pride around town, this shirt is a home run for any Chicago baseball fan. Made for those who breathe baseball and exude Windy City vibes, it's time to let your true colors fly with this ultimate fan gear. Batter up, Chicago!

Tags: baseball, baseball team, bear, born in, chi town

Graphic tees. Available in Plus Size T-Shirt

Chicago Windy City Baseball Fan Tee: Wave Your Flag for Chi-Town's Finest! T-Shirt

by CC0hort

$22 $16

Main Tag

Description

inspired by the beautiful of Chicago city skyline. the artwork original by me.

Tags: usa, cityscape, chicago blackhawks, skyline, illinois

Graphic tees. Available in Plus Size T-Shirt

Chicago skyline T-Shirt

by Zakaria Azis Art

$22 $16

Main Tag

Description

Da Chicago Dog is da best dog around!

Tags: chicago, dachshund, dog, hot dog, wiener dog

Graphic tees. Available in Plus Size T-Shirt

Da Chicago Dog With Text T-Shirt

by nickv47

$22 $16

Main Tag

Description

Defunct Chicago Winds Football 1975

Tags: bears, chicago bears, chicago city, chicago il, chicago illinois

Graphic tees. Available in Plus Size T-Shirt

Chicago Winds Football T-Shirt

by Kitta Tees Emporium

$22 $16

Main Tag

Description

Chicago 1833 (Red With Blue)

Tags: 1833, big shoulders, chicago cubs, chicago illinois, cubs

Graphic tees. Available in Plus Size T-Shirt

Chicago T-Shirt

by Vandalay Industries

$22 $16

Main Tag

Description

Yes Chef!

Tags: bear, beef, chef, chicagoland, cook

Graphic tees. Available in Plus Size T-Shirt

Yes Chef! T-Shirt

$22 $16

Main Tag

Description

"I love you dude. Let it rip"

Tags: beef, chef, chi town, chicago, chicagoland

Graphic tees. Available in Plus Size T-Shirt

Yes, Chef! T-Shirt

by Wheels

$22 $16

Main Tag

Description

WCIU Channel 26 Chicago // Vintage 90s Style Fan Design

Tags: chicago, chicagoland, chitown, illinois, local

Graphic tees. Available in Plus Size T-Shirt

WCIU Channel 26 "The U" T-Shirt

by FriendGate

$22 $16

Main Tag

Description

Chicago Illinois stylized typography.

Tags: blackhawks, bulls, cubs, chicity, nba

Graphic tees. Available in Plus Size T-Shirt

Chicago Illinois Stylized T-Shirt

by StupidHead

$22 $16

Main Tag

Description

That Chicago Thing!

Tags: chi town, chicago blackhawks, chicago cubs, chicago il, chicago illinois

Graphic tees. Available in Plus Size T-Shirt

That Chicago Thing! T-Shirt

by Vandalay Industries

$22 $16

Main Tag

Description

Chicago windy hand drawn letters.

Tags: city, hometown, sports, wind, illinois

Graphic tees. Available in Plus Size T-Shirt

Chicago Wind T-Shirt

by polliadesign

$22 $16

Main Tag

Description

The Chicago Horizons was a member of the original Major Indoor Soccer League (MISL) for only the 1980–81 season.

Tags: retro, home, america, horizons, soccer

Graphic tees. Available in Plus Size T-Shirt

Defunct Chicago Horizons 1980 T-Shirt

by Localzonly

$22 $16

Main Tag

Description

Chicago Pride.

Tags: cubbies, chicago white sox, chi town, windy city, chicago bulls

Graphic tees. Available in Plus Size T-Shirt

Chicago T-Shirt

by nyah14

$22 $16

Chicago / Retro Faded Style Design T-Shirt

Main Tag

Description

Chicago / Retro Faded Style Design

Tags: chicago cubs, chicago gift ideas, chicago irish, chicago irish south side, illinois

Graphic tees. Available in Plus Size T-Shirt

Chicago / Retro Faded Style Design T-Shirt

by DankFutura

$22 $16

Main Tag

Description

The Chicago Owls were a professional American football team based in Chicago, Illinois. They were members of the Professional Football League of America (PFLA) in 1967 and, after the leagues merged, the Continental Football League (COFL) during the league's last two years (1968–1969).

Tags: bears, branby, bull, cfl, chicago illinois

Graphic tees. Available in Plus Size T-Shirt

Vintage Chicago Owls Football T-Shirt

by Localzonly

$22 $16

Retro Chicago Word Art with Stripes CHI T-Shirt

Main Tag

Description

Rep the Chi with this fun, vintage graphic.

Tags: chi city, chi town, chicago illinois, chicity, chitown

Graphic tees. Available in Plus Size T-Shirt

Retro Chicago Word Art with Stripes CHI T-Shirt

by SLAG_Creative

$22 $16

Main Tag

Description

Verticle six-pointed stars similar to what is found on the Chicago flag, Incorporates a second set of stars in the background with the Blue from the flag.

Tags: chicago il, chicity, verticle, stars, flag

Graphic tees. Available in Plus Size T-Shirt

Chicago Flag Stars Vertical T-Shirt

by GdotArroyo

$22 $16

John Hancock Building Chicago Illinois T-Shirt

Main Tag

Description

A building rises into the fog.

Tags: black, building, urban, architecture, cityscape

Graphic tees. Available in Plus Size T-Shirt

John Hancock Building Chicago Illinois T-Shirt

by Michelle Calkins

$22 $16

Main Tag

Tags: animal, monsters, humor, scary, chicago

Graphic tees. Available in Plus Size T-Shirt

Squirrel Attack T-Shirt

by chriswig

$22 $16

Main Tag

Description

Ready to throw down on the ice!

Tags: hockey, food, hot dog, winter, chicago

Graphic tees. Available in Plus Size T-Shirt

Chicago Hockey Dog T-Shirt

by nickv47

$22 $16

Fiery Chicago Dragon - Lunar New Year 2024 T-Shirt

Main Tag

Description

Featuring a fiery red dragon entwined around a stylized Chicago skyline under a full moon, this 2024 urban tee design melds mythical elegance with city pride. The striking red and black palette adds a dramatic flair, perfect for streetwear enthusiasts and lovers of modern folklore.

Tags: chicago illinois, chicago skyline, chinese new year, chinese new year 2024, chinese zodiac

Graphic tees. Available in Plus Size T-Shirt

Fiery Chicago Dragon - Lunar New Year 2024 T-Shirt

by 2HivelysArt

$22 $16

Main Tag

Description

Chicago

Tags: windy city, chi town, illinois, tribune tower, bulls

Graphic tees. Available in Plus Size T-Shirt

Chicago T-Shirt

by martian

$22 $16

Jumping Chicago Bulls Gingerbread Man T-Shirt

Main Tag

Description

This gingerbread man is jumpin' and dunkin' for the Bulls!

Tags: basketball, bulls, chicago bulls for women, christmas, gingerbread

Graphic tees. Available in Plus Size T-Shirt

Jumping Chicago Bulls Gingerbread Man T-Shirt

by Rad Love

$22 $16

Main Tag

Description

Hemingway approved.

Tags: chicago transit, chicago l train, oak park illinois gifts, chicago transportation, chicago clothing

Graphic tees. Available in Plus Size T-Shirt

Oak Park T-Shirt

by ChicagoToATee

$22 $16

Main Tag

Description

www.SaturdayAthleticClub.com

Tags: vintage, chitown, windy city, chi, north side

Graphic tees. Available in Plus Size T-Shirt

Vintage W Bear - Blue 2 T-Shirt

by Saturday Athletic Club

$22 $16

Main Tag

Description

A century of Progress

Tags: chicity, travel destination, illinois, centennial, chi town

Graphic tees. Available in Plus Size T-Shirt

Chicago Centennial 1833-1933 T-Shirt

by Yaelledark

$22 $16

Windy Cloud Pack with Fall Colored Leaves T-Shirt

Main Tag

Description

A 9-piece sticker pack of windy cloud stickers for the fall season, people who love clouds, the wind, or who lives in Chicago or a windy area.

Tags: cloud drawings, cloud shapes, clouds, nature, repeat windy cloud pattern

Graphic tees. Available in Plus Size T-Shirt

Windy Cloud Pack with Fall Colored Leaves T-Shirt

by THcreations

$22 $16

Main Tag

Description

Toast to the Legend Harry Caray. Holy Cow, Cubs Win!

Tags: baseball, caray, chi town, chicago cubs, cubs

Graphic tees. Available in Plus Size T-Shirt

Harry Caray T-Shirt

by Steve The Bulldog

$22 $16

Main Tag

Description

Chicago Style Hot Dog Glitzy

Tags: cubs, fly the w, anthony rizzo, chicago bulls, cubbies

Graphic tees. Available in Plus Size T-Shirt

Chicago Style Hot Dog T-Shirt

by stayfrostybro

$22 $16

Retro Vintage DePaul script design T-Shirt

Main Tag

Description

Get this classic DePaul script design!

Tags: chicago, illinois, lincoln park, blue demons, windy city

Graphic tees. Available in Plus Size T-Shirt

Retro Vintage DePaul script design T-Shirt

by MalmoDesigns

$22 $16

Main Tag

Description

Da gator dog is hanging out by the lake waiting to bite back!

Tags: gator, hot dog, chicago, alligator, chicago style hot dog

Graphic tees. Available in Plus Size T-Shirt

Da Chicago Gator Dog T-Shirt

by nickv47

$22 $16

Chicago LYFE BLLS I'd like to buy a vowel! T-Shirt

Main Tag

Description

You're all about that Chicago LYFE...now SHOW IT with this AWESOME design!!

Tags: hoops, basketball, sports, illinois, chi town

Graphic tees. Available in Plus Size T-Shirt

Chicago LYFE BLLS I'd like to buy a vowel! T-Shirt

by The Offensive Line

$22 $16

T-Shirt FAQ

Where can I find other chicago designs?

In addition to chicago designs, you can explore the marketplace for illinois, chi town, and chicago illinois designs sold by independent artists.

What material is this item made of?

100% combed ringspun cotton. The perfect fabric for a graphic tee and the softest in the business. (Due to product availability, cotton type may vary for 2XL and 3XL sizes)

What USA ship methods are available?

UPS MI Domestic (6-8 Business Days)

FedEx 2-Day (4-6 Business Days)

Estimates include printing and processing time.More Shipping Info

What is the Return/Exchange policy?

We want you to love your order! If for any reason you don't, let us know and we’ll make things right.Learn More

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