Decade
Wartime and just after. Levi's painted the arcuate on during the Second World War instead of stitching it, Lee made the lazy S official in 1944, and overalls were still everyday work clothes. Survivors are scarce and usually well worn, so judge them on what's original rather than on looks.
3 models we cover.
Levi's · Jackets and coats
506XXabout 1905–1953
$5,350–$14,275 typical ask
16 on eBay
Lee · Straight leg
101BOriginals from the 1920s to the 1940s; reissued since the late 1990s
$160–$390 typical ask
72 on eBay
Wrangler · Overalls
Bib overall1920s to the 1950s and later (Super Big Ben from 1936)
$35–$55 typical ask
76 on eBay