Current offer expires in
-- H
-- M
-- S
Up to 40% Off Sitewide
Shop Now
Windy City Chicago Shorts

Description: Windy City Chicago USA glossy typeface.

Tags: lettering, usa, chicago illinois, chicago, typography

Windy City Chicago Shorts

by Nicks Emporium

$21 $27

for
-- days
--
:
--
:
--

Windy City Hellions Shorts
Main Tag:  

Description: 🔥🔥🔥

Tags: pool, chicago, windy city, league

Windy City Hellions Shorts

by joeflomontana

$21 $27

for
-- days
--
:
--
:
--

Windy City Ante Shorts
Main Tag:  

Description: Windy City Ante

Tags: windy, windycity

Windy City Ante Shorts

by LetsGoOakland

$21 $27

for
-- days
--
:
--
:
--

Chicago Flag Skyline Windy City Shorts
Main Tag:  

Description: Chicago Flag Skyline Windy City

Tags: chicago flag, chicago illinois, windy city, chicago flag skyline, chicago skyline

Chicago Flag Skyline Windy City Shorts

by Tee Styley

$21 $27

for
-- days
--
:
--
:
--

The Windy City Shorts
Main Tag:  

Description: Support the City of Chicago with this shirt. Features the Willis Tower as a text portrait!

Tags: willis tower, sears tower, illinois, bulls, blackhawks

The Windy City Shorts

by Grumpy Pilot

$21 $27

for
-- days
--
:
--
:
--

Windy City 1984 Shorts
Main Tag:  

Description: Windy City

Tags: 70s, 80s, 90s, band, metal

Windy City 1984 Shorts

by SLEPET ANIS

$21 $27

for
-- days
--
:
--
:
--

Vintage Distressed Chicago City Flag Shorts
Main Tag:  

Description: Chicago is the best city in America. This gem of the Midwest features such great sights as The Bean, The Loop, Millenium Park and more. Even if you hate deep dish pizza, you gotta love Chicago! The Chicago flag is distressed to give the shirt a vintage look. Makes a great gift for any Chicagoan!

Tags: us cities, gift, the windy city, usa, us

Vintage Distressed Chicago City Flag Shorts

by Stupid Shirts

$21 $27

for
-- days
--
:
--
:
--

Chicago Flag Distressed Chi Town Windy City Shorts
Main Tag:  

Description: This design features a distressed version of the iconic Chicago flag, with the four red stars and two blue stripes, representing the city's nickname, "Windy City". A great way to show your love for the city of Chicago.

Tags: america, chi town, chicago, city, distressed

Chicago Flag Distressed Chi Town Windy City Shorts

by SperkerFulis

$21 $27

for
-- days
--
:
--
:
--

Windy City Broken Umbrella Humor JUL-228 Shorts
Main Tag:  

Description: The wind won today! This relatable midwest weather design is a hilarious relocation gift for a cold commuting sister or a tired working mom. Battle the breeze with a clever wind pun and funny storm quote on National Weatherperson Day!

Tags: broken umbrella art, clever wind pun, cold commuting sister, funny storm quote, hilarious relocation gift

Windy City Broken Umbrella Humor JUL-228 Shorts

by MUNIB

$21 $27

for
-- days
--
:
--
:
--

Punkhawks Shorts
Main Tag:  

Description: The Second City Saint!

Tags: aew, aew wrestling, best in the world, chi town, chicago

Punkhawks Shorts

by Southtowns Carl

$21 $27

for
-- days
--
:
--
:
--

Windy City Gridiron Football Fan Aesthetic OCT-364 Shorts
Main Tag:  

Description: Cheer for the midwest with this striking text art! It is the ultimate husband gift for tailgating events or a fun son birthday treat. This bold distressed graphic captures the true spirit of local sports fandom for every weekend tailgate party time.

Tags: defend the city, defend the windy city, football lover, gridiron aesthetic, husband gift

Windy City Gridiron Football Fan Aesthetic OCT-364 Shorts

by Animangapoi

$21 $27

for
-- days
--
:
--
:
--

Cute Windy City Cloud Scarf Kawaii Chicago Doodle Shorts
Main Tag:  

Description: Stay cozy with this cute kawaii cloud wearing a winter scarf in the Windy City! A charming mascot for Chicago weather and local Illinois pride.

Tags: chicago, chicago illinois, chicago souvenir, chicago travel, chicago windy city

Cute Windy City Cloud Scarf Kawaii Chicago Doodle Shorts

by Scribble of Happiness

$21 $27

for
-- days
--
:
--
:
--

Delicious Italian Pizza Shorts
Main Tag:  

Description: Nothing like a greasy bag with a steaming hot pizza inside.

Tags: blackhawks, chicago bears, chicago bulls, chicago cubs, chicago history

Delicious Italian Pizza Shorts

by ILLannoyed

$21 $27

for
-- days
--
:
--
:
--

Windy City Baseball Shorts
Main Tag:  

Description: Go Chicago

Tags: chicity, chicago bulls, chi town, windy city, mlb

Windy City Baseball Shorts

by Superfan Superstore

$21 $27

for
-- days
--
:
--
:
--

Original Beef of Chicagoland (The Bear) Chest Pocket Shorts
Main Tag:  

Description: Jeremy Allen White

Tags: ayo edebiri, bear, beef, carmen berzatto, carmy

Original Beef of Chicagoland (The Bear) Chest Pocket Shorts

by huckblade

$21 $27

for
-- days
--
:
--
:
--

Chicago Windy City Shorts

Description: The city of Chicago has been known by many nicknames, but it is most widely recognized as the "Windy City".

Tags: american, chicago, chicago city, cities, city

Chicago Windy City Shorts

by Bijim Brother

$21 $27

for
-- days
--
:
--
:
--

Chicago Shorts
Main Tag:  

Description: Chicago is the most populous city in the U.S. state of Illinois and in the Midwestern United States. With a population of 2,746,388, as of the 2020 census, it is the third-most populous city in the United States after New York City and Los Angeles. As the seat of Cook County, the second-most populous county in the U.S., Chicago is the center of the Chicago metropolitan area, often colloquially called "Chicagoland" and home to 9.6 million residents.

Tags: chicago bears, chicago blackhawks, chicago bulls, chicago city, chicago cubs

Chicago Shorts

by MindsparkCreative

$21 $27

for
-- days
--
:
--
:
--

The Windy City Chicago (White Text) Shorts
Main Tag:  

Description: The Windy City Chicago White Text

Tags: adventure, visit, travel, tourism, retro

The Windy City Chicago (White Text) Shorts

by DetourShirts

$21 $27

for
-- days
--
:
--
:
--

Chicago City Skyline EKG Heartbeat Night Sky Silhouette Shorts
Main Tag:  

Description: Heartbeat of Chicago EKG original art by TeeCreations for the Chicago fan on your Chicago Lover's gift list!

Tags: skyline, illinois, silhouette, chicago skyline, windy city

Chicago City Skyline EKG Heartbeat Night Sky Silhouette Shorts

by TeeCreations

$21 $27

for
-- days
--
:
--
:
--

Chicago-Bears Mascot Windy City M5589 Shorts
Main Tag:  

Description: Chicago Bears Graphic T-Shirt. Vintage Retro Football Streetwear For Gameday, Sports, and Cheerleading fans.

Tags: bear, bears, cheerleading, chicago, fan

Chicago-Bears Mascot Windy City M5589 Shorts

by adoptlab

$21 $27

for
-- days
--
:
--
:
--

Windy City Warriors, Liz Tomforde Windy City Series Shorts

Description: Inspired by Liz Tomforde's beloved Windy City Series, Windy City Warriors captures the excitement of Chicago hockey and contemporary sports romance.

Tags: basketball, booktok, hockey romance, liz tomforde, romance reader

Windy City Warriors, Liz Tomforde Windy City Series Shorts

by ShnEskew Studio 16000

$21 $27

for
-- days
--
:
--
:
--

Windy City Thunderbolts Shorts

Description: windy city thunderbolts frontier league baseball crestwood illinois chicago independent baseball team sports pennant

Tags: baseball, chicago, crestwood, frontier league, illinois

Windy City Thunderbolts Shorts

by Elo_Artist

$21 $27

for
-- days
--
:
--
:
--

Chicago City Flag Skyline Vintage Retro Shorts

Description: Chicago flag skyline retro.

Tags: windy city, chi town, chicago city skyline, vintage retro, state

Chicago City Flag Skyline Vintage Retro Shorts

by Tshirt Nation Store

$21 $27

for
-- days
--
:
--
:
--

The Windy City Chicago Shorts
Main Tag:  

Description: The Windy City Chicago

Tags: souvenir, adventure, windy city, sunset, explore

The Windy City Chicago Shorts

by DetourShirts

$21 $27

for
-- days
--
:
--
:
--

Windy City Chicago Est.1873 Shorts

Description: Windy City Chicago Est.1873

Tags: chicago, est1873, the windy city, usa, vintage

Windy City Chicago Est.1873 Shorts

by Inked Efect shop

$21 $27

for
-- days
--
:
--
:
--

The Windy City - Vintage Shorts
Main Tag:  

Description: The Windy City - Vintage - The Windy City - Vintage - The Windy City - Vintage

Tags: chicago, illinois, retro, vintage, wind city

The Windy City - Vintage Shorts

by rokenrol

$21 $27

for
-- days
--
:
--
:
--

Emotional Support Dog - Funny Chicago Hot Dog Shorts
Main Tag:  

Description: The Chicago style hot dog man comes from Chicago Illinois. He is equipped with pickles, onions, sport peppers, neon green relish, mustard, celery salt and al all-beef hot dog, all inside a poppy seed bun! No Ketchup. Makes a great gift for any Chicago lover or any Chicago tourist.

Tags: 4th of july, baseball, chicago, chicago baseball, chicago dog

Emotional Support Dog - Funny Chicago Hot Dog Shorts

by Stranded Coconuts

$21 $27

for
-- days
--
:
--
:
--

Chicago Shorts
Main Tag:  

Description: Great line from Djo in End of Beginning

Tags: band, chi town, chicago illinois, chicity, djo

Chicago Shorts

by JJF Designs

$21 $27

for
-- days
--
:
--
:
--

Vintage W Bear - Blue 1 Shorts
Main Tag:  

Description: www.SaturdayAthleticClub.com

Tags: throwback, retro, baseball, fly the w, wrigleyville

Vintage W Bear - Blue 1 Shorts

by Saturday Athletic Club

$21 $27

for
-- days
--
:
--
:
--

Windy City Libertarians Shorts
Main Tag:  

Description: Represent the Libertarian Party in the most Chicago way possible...

Tags: jo and spike, chicago, chi town, freedom, patriot

Windy City Libertarians Shorts

by FlySquareWare

$21 $27

for
-- days
--
:
--
:
--

Windy City Bear Football Fan Art Shorts

Description: Windy City Bear Football Fan Art

Tags: american football, bear down, bears football, chicago, chicago bears

Windy City Bear Football Fan Art Shorts

by Modern Aviary

$21 $27

for
-- days
--
:
--
:
--

Windy City Grizzly – Vintage Football Mascot Shorts
Main Tag:  

Description: A fierce roaring bear mascot tearing through a bold orange and navy vintage sports design inspired by Midwest game day energy.

Tags: bears, chicago, chicago bears 1, chicago bears 2, chicago bears 3

Windy City Grizzly – Vintage Football Mascot Shorts

by soccergang

$21 $27

for
-- days
--
:
--
:
--

Chicago Illinois Windy City Shorts
Main Tag:  

Description: Chicago Illinois Windy City

Tags: retro, chicago il, windy city, vintage

Chicago Illinois Windy City Shorts

by Designkix

$21 $27

for
-- days
--
:
--
:
--

Chicago The Windy City Vintage Travel Shorts
Main Tag:  

Description: A classic vintage-style travel graphic showcasing iconic Chicago landmarks, including the downtown skyline, the Bean sculpture, an elevated train, and a bull emblem against a sunset backdrop. Accented with the municipal flag stars and bold retro typography reading "Chicago" and "The Windy City

Tags: chicago baseball, chicago bears, chicago bulls, chicago football, chicago house

Chicago The Windy City Vintage Travel Shorts

by Jenex Design ⭐⭐⭐⭐⭐

$21 $27

for
-- days
--
:
--
:
--

Welcome to Chicago Illinois Windy City Shorts
Main Tag:  

Description: Shout out to all the unwelcome visitors to Chicago this week.A funny joyful design with a Chicago theme

Tags: architecture, chicago illinois, city, city life, city of big shoulders

Welcome to Chicago Illinois Windy City Shorts

by Bluesy Beats

$21 $27

for
-- days
--
:
--
:
--

CITY OF CHICAGO ILLINOIS FLAG WINDY CITY Shorts
Main Tag:  

Description: CITY OF CHICAGO ILLINOIS FLAG WINDY CITY

Tags: chicago, chicago illinois, city of chicago illinois flag windy, illinois basketball, illinois fighting illini

CITY OF CHICAGO ILLINOIS FLAG WINDY CITY Shorts

by Covry

$21 $27

for
-- days
--
:
--
:
--

Similar Designs

Cart Preview (0)

Adult Apparel

Kids Apparel

Accessories

Home Goods