Freaky Chicago Flag Collection

The Chicago Flag Skyline T-shirt from The Alley Chicago features an amazing design of the iconic Chicago Municipal flag blended into the famous Chicago skyline with a slightly grungy effect. With this T-shirt's prominent use of the Chicago flag's 4 uniquely designed 6 point red stars and two blue stripes, everyone...

Embrace the Windy City with the all NEW Wind Blown Chicago Flag Pin!

Embrace the Windy City with the all NEW Chicago Flag Pin!

Tactical Chicago Flag Zip Up Hoodie with Printed Sleeves: Nothing like a cozy, warm hoodie with a Chicago Flag on it! Black Mens Zip up hoodie with front tactical flag print, classic Alley logos and Alley Grim Reaper on sleeves.

Heart Chicago Flag Womens Tshirt: Printed on high end, solid black SUPER soft womens cut "perfect fit" cotton tshirt.

Skeleton Holding Chicago Flag Womens Tshirt: printed in white on high end, solid black SUPER soft womens cut "perfect fit" cotton tshirt.

The Alley Distressed Chicago Flag T-shirt shows off your love for the grungier side of The Windy City. Wear it with pride, or just because it looks awesome! This shirt is hand screen printed in Chicago on high quality 100% cotton shirts. 

Show off your love for Stanley Cup Champs & Chicago with a twist of Alley style in our Alley Chicago Hockey Parody Flag T-shirt! Featuring the logo silhouette, hair and feathers on a profile image of a skull. Available in sizes Small-4XL! Hand Printed Right Here In Chicago!