Well, I can testify that the "look" was apparently pretty authentic.
My paternal grandfather spent a lot of time in China and Tibet in the '30s and '40s, and I remember as a child seeing pictures of him on his travels wearing a leather flyer's jacket and fedora. When I first saw "Raiders" my jaw dropped... that "look" was just very dated and sort of quaint before it was glorified on the big screen. My grandfather didn't look anything like Harrison Ford... he was brought up as a cowboy, though, and he owned pistols, and braided lariats and whips as a pastime.
I'm not sure a modern reproduction of the bag is going to hold up like the orignals. I carried a WWII musette bag for some years, almost every day as a shoulder bag (LONG before "Raiders"), and can testify to the durability of canvas stuff from that era. Even though the material didn't seem that thick or heavy, it wore like iron. The only reason I don't have it today is that it was at my feet when some twit girl on the bus I was riding threw her lit cigarrette on the floor, it rolled up against the bag and burned a hole in the bottom. I've been told that some of the canvas stuff from that era was made from hemp canvas instead of cotton, which supposedly wears better, but I don't know if that's true.
I carry a shoulder bag on my daily commute ('bout time for another one, actually- this modern stuff does NOT seem to hold up), I sometimes wear a waist jacket, and on occasion might wear a Tilley in the rain. I own real fedoras and leather jackets. It's all very functional stuff that has worked for generations, but I have to admit that I'm far more concerned with NOT looking like a wannabee, so I try to avoid combining them at all.