@cpmac7 First three are all 1939-49, going by the union label. Unless any of them have a 1936 copyright on the label, which I doubt.
Gray 3B and tux are from the earlier part of that range, probably 39-43ish. Brown suit is a bit later, probably 45-49.
Crest blazer is late 50s-60s.
What's the size on the gray suit? I might be interested.