Windy City Mugs

Chicago / Retro Style Typography Design

Defunct Rock Island Independents Football 1907-1926

Digital painting of Patrick Kane taking a shot

Digital painting of Navy Pier

Vintage Chicago design showing sky, water and land

Chicago - Deep Dish Pizza Lettering, skyline and sunset

While You Were Sleeping

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

Chicago Illinois The Windy City Mid Century Airplane

The Chicago Rockets was an American football team that played in the All-America Football Conference from 1946 to 1949. During the 1949 season, the team was known as the Chicago Hornets. Unlike the Cleveland Browns, San Francisco 49ers, and Baltimore Colts, the franchise did not join the National Football League (NFL) prior to the 1950 season.

Add some fun to your casual wardrobe with this CHICAGO FOODIE design or give it as the perfect present! Enjoy:)

WGN Channel 9 Chicago // Vintage 80s Style Fan Design

Embrace the vibrant heartbeat of America with our "Chicago with USA Flag" design, blending the iconic skyline and cultural richness of Chicago with the timeless symbolism of the USA flag. This graphic captures the dynamic energy, architectural marvels, and diverse communities that define the Windy City's enduring spirit. Whether you're a Chicagoan at heart, a visitor captivated by its landmarks, or a fan of its rich history and cultural contributions, wear this tee with pride.

Hope you like it.

Show your Chi-Town pride

The Chicago Skyline including the Sears Tower and the Hancock Building as seen from O'Hare airport near sunrise with a plane landing.

The Chef Bear himself.

Blue tribute to some of the greatest Monsters of the Midway

Embrace the iconic legacy of Al Capone, known as 'Snorky,' with my unique Logo Design. Paying tribute to the infamous Chicago Outfit, this apparel design captures the essence of the Prohibition-era gangster. Wear the legend, wear the style on my t-shirts and apparel.

Defunct Chicago Winds Football 1975

Chicago Born And Raised Vintage Fade Gifts

The Greatest Of All Time

Yes Chef,Best Chef Ever,The Bear TV Series

Retro playing card featuring the Bears.

Chicago Polish American Flag Skyline Polska Poland

Chicago, a beautiful, once amazing city full of potential, has been destroyed by the corruption, greed, and politics of the left since 1931. Express your disappointment with the "Chicago Machine" with this unique design featuring the democrat ass dumping over the city's skyline.

Show some love for your city with this cool flag emblem.

Chicago

A funny joyful design with a Chicago theme

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.

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.

While You Were Sleeping

The Chicago Rockets was an American football team that played in the All-America Football Conference from 1946 to 1949. During the 1949 season, the team was known as the Chicago Hornets. Unlike the Cleveland Browns, San Francisco 49ers, and Baltimore Colts, the franchise did not join the National Football League (NFL) prior to the 1950 season.

The Chicago Rockets were an American football team that played in the All-America Football Conference (AAFC) from 1946 to 1949. During the 1949 season, the team was known as the Chicago Hornets. Unlike the Cleveland Browns, San Francisco 49ers, and Baltimore Colts, the franchise did not join the National Football League (NFL) prior to the 1950 season.

Unique retro Wicker Park design featuring classic gurgoyle from the iconic fountain

The Chicago Bruisers were a professional arena football team based in Rosemont, Illinois. They were founded in 1987 as a charter member of the Arena Football League (AFL). The Bruisers would be disbanded after competing in the 1989 season. The final two games they played were in exhibition games overseas against the Detroit Drive in Paris and then London in October 1989.