Windy City T-Shirts

Search Results

Get 15% OFF when you buy 5+ t-shirts!

*Cannot be combined with additional sales/discounts.

Sort By:

The Windy City Chicago (White Text) T-Shirt

Main Tag

Description

The Windy City Chicago White Text

Tags: adventure, visit, travel, tourism, retro

Graphic tees. Available in Plus Size T-Shirt

The Windy City Chicago (White Text) T-Shirt

by DetourShirts

$22

Main Tag

Description

Windy City Ante

Tags: windy, windycity

Graphic tees. Available in Plus Size T-Shirt

Windy City Ante T-Shirt

by LetsGoOakland

$26

Main Tag

Description

He blew into the Windy City and made the Chicago Bulls champs

Tags: sports, illinois, red, michaeljordan, bulls

Graphic tees. Available in Plus Size T-Shirt

Windy City 23 T-Shirt

by That's So Lava

$22

Main Tag

Description

Chicago Illinois Windy City

Tags: retro, chicago il, windy city, vintage

Graphic tees. Available in Plus Size T-Shirt

Chicago Illinois Windy City T-Shirt

by Designkix

$22

Chicago Windy City Illinois America Nick Red T-Shirt

Main Tag

Description

This design features the iconic nickname of Chicago, "Windy City", in bold red lettering against a backdrop of the city skyline. It's a great way to show your love for the city of Chicago and the state of Illinois.

Tags: america, chicago, city of big shoulders, illinois, midwest

Graphic tees. Available in Plus Size T-Shirt

Chicago Windy City Illinois America Nick Red T-Shirt

by farid_art98

$22 $16

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

Graphic tees. Available in Plus Size T-Shirt

The Windy City T-Shirt

by Club 33 By MK

$22

Main Tag

Description

Its

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

Graphic tees. Available in Plus Size T-Shirt

Windy City Chicago T-Shirt

by That's So Lava

$22

Main Tag

Description

Windy City Football

Tags: illinois, chi town, chicago, windy city, fantasy

Graphic tees. Available in Plus Size T-Shirt

Chicago Bears Windy City T-Shirt

by stayfrostybro

$22

Windy City Run Strong Minimalist Tee - Chicago Marathon T-Shirt

Main Tag

Description

Windy City Run Strong Minimalist Tee - Chicago Marathon

Tags: chicago, endurance, marathon, run, runner

Graphic tees. Available in Plus Size T-Shirt

Windy City Run Strong Minimalist Tee - Chicago Marathon T-Shirt

by ThreadsVerse

$22

Main Tag

Description

Windy City Chicago USA glossy typeface.

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

Graphic tees. Available in Plus Size T-Shirt

Windy City Chicago T-Shirt

by Nicks Emporium

$22

Vintage Distressed Chicago City Flag T-Shirt

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

Graphic tees. Available in Plus Size T-Shirt

Vintage Distressed Chicago City Flag T-Shirt

by Stupid Shirts

$22

Main Tag

Description

Chicago Flag Skyline Windy City

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

Graphic tees. Available in Plus Size T-Shirt

Chicago Flag Skyline Windy City T-Shirt

by Tee Styley

$22

Main Tag

Description

Distressed Chicago Skyline Flag

Tags: patriotism, state, united states, cityscape, urban

Graphic tees. Available in Plus Size T-Shirt

Distressed Chicago Skyline Flag T-Shirt

by heartlocked

$22

Main Tag

Description

This design features a silhouette of the iconic skyline of Chicago, Illinois, the "Windy City". The design is a great way to show your love for the city and its unique culture.

Tags: ar, chicago, illinois, lake michigan, magnificent mile

Graphic tees. Available in Plus Size T-Shirt

Chicago Illinois Windy City T-Shirt

by farid_art98

$22

Main Tag

Description

🔥🔥🔥

Tags: pool, chicago, windy city, league

Graphic tees. Available in Plus Size T-Shirt

Windy City Hellions T-Shirt

by joeflomontana

$22

Chicago Flag Distressed Chi Town Windy City T-Shirt

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

Graphic tees. Available in Plus Size T-Shirt

Chicago Flag Distressed Chi Town Windy City T-Shirt

by SperkerFulis

$22

Main Tag

Description

Distressed Chicago flag red star.

Tags: windy city, illinois, chicago flag, chi town, chicity

Graphic tees. Available in Plus Size T-Shirt

City of Chicago Flag Star T-Shirt

by heartlocked

$22

Run Like The Wind - Windy City Marathon 2023 T-Shirt

Main Tag

Description

Run Like The Wind - Windy City Chicago Marathon 2023

Tags: chicago, chicago flag, marathon, marathon runner, run

Graphic tees. Available in Plus Size T-Shirt

Run Like The Wind - Windy City Marathon 2023 T-Shirt

by ThreadsVerse

$22

Main Tag

Description

Just a little hot dog from Chicago

Tags: stocking cap, sunglasses, dachshunds, wiener dog, windy city

Graphic tees. Available in Plus Size T-Shirt

Da Chicago Dog T-Shirt

by nickv47

$22

Main Tag

Description

Chicago, Windy City

Tags: tshirtdesign

Graphic tees. Available in Plus Size T-Shirt

Chicago, Windy City T-Shirt

by Tees and the Cities

$22

Main Tag

Description

Buy it, take a picture of it, share it & and Tag it @thisepisodeisabout

Tags: chi town, illinois, chicago bears, chicago bulls, bulls

Graphic tees. Available in Plus Size T-Shirt

Chicago pride T-Shirt

by Thisepisodeisabout

$22

chicago-- the windy city, illinois T-Shirt

Main Tag

Description

chicago-- the windy city, illinois, chi-town, i love chicago, chicago t-shirt, original, cute

Tags: chicity, chi town, chicago flag, illinois, retro

Graphic tees. Available in Plus Size T-Shirt

chicago-- the windy city, illinois T-Shirt

by Window House

$22

Main Tag

Description

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

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

Graphic tees. Available in Plus Size T-Shirt

Windy City Libertarians T-Shirt

by FlySquareWare

$22

Main Tag

Description

Windy city, baby!

Tags: skyline, city, downtown, cityscape, illinois

Graphic tees. Available in Plus Size T-Shirt

Windy City Chicago T-Shirt

by beejammerican

$22

Main Tag

Description

Vibrant Chicago skyline design featuring iconic city flag colors. Perfect for showing off your love for the Windy City in a stylish and modern way.

Tags: chicago flag backdrop, chicago flag design, chicago flag with cit, chicago illinois, city of chicago

Graphic tees. Available in Plus Size T-Shirt

Chicago Flag Skyline T-Shirt

by theCrazyCan

$22

Chicago City Skyline EKG Heartbeat Night Sky Silhouette T-Shirt

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

Graphic tees. Available in Plus Size T-Shirt

Chicago City Skyline EKG Heartbeat Night Sky Silhouette T-Shirt

by TeeCreations

$22

Main Tag

Description

Celebrate your favorite city!

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

Graphic tees. Available in Plus Size T-Shirt

Chicago - The Windy City - Illinois T-Shirt

by Reiz Clothing

$22

Main Tag

Description

Enjoy your new Chicago the Windy City T Shirt, Chicago the Windy City Mug, Chicago the Windy City T Shirt Sweatshirt and your Chicago the Windy City T Shirt Hoodie. Chicago T Shirt, Chicago Sweatshirt, Chicago Mug... All Great Gifts!

Tags: chicago gift, chicago skyline, chicago illinois, lake michigan, chicago gift ideas

Graphic tees. Available in Plus Size T-Shirt

Chicago the Windy City T-Shirt

by Dale Preston Design

$22

Main Tag

Description

Chicago.

Tags: chicago il, chicago white sox, illinois, chicago illinois, windy city

Graphic tees. Available in Plus Size T-Shirt

Chicago. T-Shirt

by The All Good Company

$22

Main Tag

Description

Chicago Reds Stars, based on the Chicago flag

Tags: chicago red stars, red, red stars, stars, chicago flag

Graphic tees. Available in Plus Size T-Shirt

Chicago T-Shirt

by HuskyClothing

$22

Main Tag

Description

From tatsuro yamashita music - windy lady

Tags: jpop design, music is life, sky, skyline, illustrations

Graphic tees. Available in Plus Size T-Shirt

Windy lady T-Shirt

by Dinanti Dimana

$22

Main Tag

Description

The Windy City Chicago t-shirt

Tags: adventure, campfire, chi town, explore, illinois

Graphic tees. Available in Plus Size T-Shirt

The Windy City Chicago T-Shirt

by Codyaldy

$22

Main Tag

Description

From music DPR LIVE - Jasmine

Tags: kpopindie, aesthetic designs, blue sky, cloudy sky, designart

Graphic tees. Available in Plus Size T-Shirt

DPR LIVE - Jasmine T-Shirt

by Dinanti Dimana

$22

Main Tag

Description

Mike Ditka Chicago Bears Cigar

Tags: ditka smoking, walter payton, cigar, da bears, super bowl

Graphic tees. Available in Plus Size T-Shirt

Mike Ditka Chicago Bears Cigar T-Shirt

by stayfrostybro

$22

Main Tag

Description

Windy City

Tags: chicago flag, illinois, chi town, windy city, chicity

Graphic tees. Available in Plus Size T-Shirt

Chicago- Windy City T-Shirt

by FCCT Graphics

$22

Main Tag

Description

www.SaturdayAthleticClub.com

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

Graphic tees. Available in Plus Size T-Shirt

Vintage W Bear - Blue 1 T-Shirt

by Saturday Athletic Club

$22

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

Sign Up

Cart Preview (0)

Your Cart is empty...

Shop Designs

Holidays & Occasions

Artist Collections

Adult Apparel

Kids Apparel

Accessories

Stickers

Phone Cases

Pins

Magnets

Home Goods

Shop Designs

Apparel

Accessories

Home Goods

Popular Products

Browse All Topics

Support

Adult Apparel

T-Shirts

Tank Tops

Hoodies

Crewneck Sweatshirts

Long Sleeve T-Shirts

Baseball T-Shirts

Kids Apparel

Kids T-Shirts

Kids Hoodie

Home Goods

Wall Art

Mugs

Pillows

Tapestries

Pins

Cases & Stickers

Phone Cases

Stickers

Magnets

Merchandise

Related Tags

illinois

chi town

chicago illinois

chicity

chicago flag

city

chicago il

chicago city

chicago skyline

vintage

Windy City T-Shirts

Product Sort + Filter

Adult Apparel

T-Shirts

Tank Tops

Hoodies

Crewneck Sweatshirts

Long Sleeve T-Shirts

Baseball T-Shirts

Merch

Kids Apparel

Kids T-Shirts

Kids Hoodie

Merch

Home Goods

Wall Art

Mugs

Pillows

Tapestries

Pins

Merch

Cases & Stickers

Phone Cases

Stickers

Magnets

Merch

T-Shirt FAQ