I work in music so I get to talk hockey with alot of bands. off the top of my head-
Kyle from Flatfoot 56 is a huge Blackhawks fan, I couldn't find a pic but you can sort of see the bottom of his Hawks tattoo on his left arm (guy in the Hooligan shirt)
Danny, the singer of The Audition, is a big Red Wings fans, we usually have a beer-fueled debate when they come through town.
Veil Of Maya someone already posted, but those shirts are rad