I dress like this a lot, wearing a dress shirt and tie with civilian jackets very like 1, 2 and 3 in the 1955 catalogue and (a particular favourite) the 'Aviator Style' in the 1940s posting. It's a traditional look that I like a lot.
Interestiingly, Aero used to do a jacket like that for the Levi's Vintage collaction and sold some of them under their own label. They are (IMHO) more 'traditional' than the Bootlegger. I bet they'd sell some if they brought them out again.