Windy City Posters and Art Prints

The City Of Chicago, Established In 1833!

A modern and minimalist silhouette skyline of Chicago, Illinois. Time to showcase your love or cherish the memories with this panoramic cityscape design featuring landmarks and iconic architecture of the city.

A modern and minimalist silhouette skyline of Chicago, Illinois. Time to showcase your love or cherish the memories with this panoramic cityscape design featuring landmarks and iconic architecture of the city.

Immerse yourself in the cultural tapestry of Chicago's South Side with my captivating t-shirt and apparel design. This unique artwork celebrates the essence of this vibrant community, paying homage to its history and dynamic spirit. Whether you're a local or a visitor, my t-shirt and apparel design lets you wear the South Side's rich heritage and contemporary energy with style and pride.

Defunct Chicago Majors Basketball 1962-1963

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!

Caleb design for your kid

Commemorate the distinctive spirit of Old Towners in Chicago with my elegant minimal logo design. Honor the unique character of this historic neighborhood by wearing its essence on our t-shirts and apparel.

CHI

Home sweet home Illinois. Show your love for your home state. State products make great gifts, as well. This one works for people from Chicago or anywhere in Illinois. Know a Chicagoan who plans to relocate? Give them a going away present to remind them where home is.

Vintage State of Illinois Mid Century Distressed Aesthetic

This Design Chicago Hindi Doodle, is my Illustration of all famous things in Chicago. Perfect for someone who loves Chicago with a twist of desi added to it.

Discover the timeless allure of Chicago's Old Town with my vintage t-shirt design. Immerse yourself in the rich history and architectural beauty of this iconic neighborhood while wearing a piece of the Windy City. Perfect for lovers of nostalgia and fans of the Windy City, my t-shirt design captures the essence of Old Town Chicago in a unique and stylish way. Stand out in style with my Chicago Old Town vintage t-shirt.

Commemorate the distinctive spirit of Old Towners in Chicago with my elegant minimal logo design. Honor the unique character of this historic neighborhood by wearing its essence on our t-shirts and apparel.

A Vintage Travel Art of Chicago - Illinois - US

A Vintage Travel Art of Chicago - Illinois - US

Chicago State text design

Design of "The Bean", Cloudgate in Chicago

Lonely runways at O'Hare airport on a hazy orange morning in the Windy City.

Defunct Chicago Mustangs Soccer 1967-1968

Show your admiration for Chicago, Illinois and American football with this unique cityscape graffiti design. Perfect for football fans and city lovers alike. Makes a great present for anyone who is proud to call Chicago their home or for those who love the vibrant energy of the city. Stand away from the crowd with this eye-catching design.

Caleb design for your kid

I Love Illinois Smirk Happy Face I Heart Illinois spelled out via t he eyes and mouth / teeth. designed by pelagioAM

Immerse yourself in the cultural tapestry of Chicago's South Side with my captivating t-shirt and apparel design. This unique artwork celebrates the essence of this vibrant community, paying homage to its history and dynamic spirit. Whether you're a local or a visitor, my t-shirt and apparel design lets you wear the South Side's rich heritage and contemporary energy with style and pride.

A Vintage Travel Art of Chicago - Illinois - US

A Vintage Travel Art of Chicago - Illinois - US

A Vintage Travel Art of Chicago - Illinois - US

Commemorate the distinctive spirit of Old Towners in Chicago with my elegant minimal logo design. Honor the unique character of this historic neighborhood by wearing its essence on our t-shirts and apparel.

Commemorate the distinctive spirit of Old Towners in Chicago with my elegant minimal logo design. Honor the unique character of this historic neighborhood by wearing its essence on our t-shirts and apparel.

Discover the timeless allure of Chicago's Old Town with my vintage t-shirt design. Immerse yourself in the rich history and architectural beauty of this iconic neighborhood while wearing a piece of the Windy City. Perfect for lovers of nostalgia and fans of the Windy City, my t-shirt design captures the essence of Old Town Chicago in a unique and stylish way. Stand out in style with my Chicago Old Town vintage t-shirt.

If you're from Chicago, then you know.

Wear the Windy City's charm with pride! Our Chicago Theater T-Shirt, adorned with a whimsical color ink drawing, is a tribute to the city's vibrant skyline and the legendary Chicago Theater.

Right hand, globe and eagle from the statue "The Republic" erected in 1918 a somewhat smaller replica of the one which stood here for the World's Columbian Exposition in Chicago in 1893.

How was Chicago this weekend?

Chicago, We Are The Problem - Spoken From Space

Caleb design for your kid