Sports lifestyle store Grandstand represents the City of Chicago with its latest cap. Show them some love with the Connect The City 59Fifty Fitted Hat. For the front design, they wrote “Southside” using an Old English font and rendered it in a two-colored raised embroidery. The right panel features “Chi” embroidered in diagonal format. The left panel bears the New Era Flag in red. They came up with two colorways for this cap. The black & blue sports a two-tone look, while the blue colorway lets you stand out more amongst the crowd. Check out the Grandstand webstore for purchase details.