Try Fossil? I LOVE their bags, most of the leather ones are distressed. They may even have a clearance section on the webstore... not sure!
Also, check out:
http://www.uncrate.com/search/messenger+bag/
Uncrate shows a lot of sweet stuff. In fact, the second one there listed as "Deployment Messenger Bag" is pretty sweet, though it doesn't fit your requirements.
EDIT:
Oh yeah, and try:
http://bedstu.com/browse/bags
Bed|Stu makes awesome stuff for good prices. Quality is tops. I want several pairs of their shoes... wait, did I just say that? Ugh! But they have cool bags, too!