Chuck Norris -- you are the man. I'll do the same once I'm done, I promise! If Henry can get it down here, that is. Much appreciated. Paying it forward indeed.
Sam -- always good to hear your thoughts. It's nice to hear them especially since I have one of your bags.
food -- Chicago has a pretty vibrant textile scene for crafters it would seem. My good friend
Cinnamon Cooper makes purses and would be someone I'd be talking to about sewing and such. She has quite a few sources for materials.
I'm definitely more in the lightweaught category in terms of goods I'd like to make. I'm not sure I'd need to get super heavy with fabrics but the option is nice. I'm thinking I'd be halfway inbetween full out messenger style cordura+vinyll vs. cloth and cordura.
Thanks again for the info and advice everyone.