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Chicago skyline t-shirt featuring the city of Chicago and the John Hancock Center

Chicago Skyline T-Shirt

Step back in time with this retro-inspired Chicago skyline t-shirt, featuring a square-shaped graphic that blends nostalgia with city pride. The centerpiece of the design is a stylized, vintage-looking illustration of the Windy City, with a textured, almost fuzzy look that evokes old postcards and classic screen prints. Set vertically along the right side of the graphic, the word “Chicago” adds a sleek, modern touch that balances the throwback aesthetic.

The design showcases a mix of historic buildings and iconic landmarks, with the John Hancock Center standing tall as the visual anchor. Rendered in dual tones of smoky blacks and subtle grays, the artwork is accented by gentle touches of soft blue, giving the piece just enough contrast to keep it bold yet understated. Whether you’re a Chicago native or skyline collector, the vintage feel makes this tee stand out with character.

Available in a variety of sizes, colours, and styles on Zazzle, this Chicago skyline t-shirt is perfect for architecture lovers, travellers, and anyone drawn to the timeless charm of the city’s silhouette—a stylish tribute to one of America’s greatest skylines.