Across the decades, men’s vintage pants or trousers went from high rise to mid-rise, tapered leg to wide leg to skinny legs, and with or without pleats. It has been a whirlwind of change. The 1920s favored high waisted fishtail trousers in tweed, stripes, and plaid. Solid colors and big patterns dominated the 1930s and 1940s while pant legs grew wider. Pinstripes were worn by every man yet are they associated with notorious gangsters today. The 1950s slimmed down a little bit yet the waist was still high until the 60s. Dark denim blue jeans with rolled cuffs took off in this era and never looked back. The 60s mods made the ultra skinny low rise pant fashionable while the 1970s ea dominated with bell bottoms or flare jeans, corduroys and polyester pants.
These new men’s vintage-inspired pants, trousers, blue jeans, and overalls have all the right details to make them classics yet updated with newer materials and a better fit. Add a vest or suspenders to really step back in retro fashion. Narrow your choices by a decade or browse all looks below: Victorian, 1920s, 1930s, 1940s, 1950s and 1960s.
Vintage Men’s Pants
$55.95
$75.95
$64.95
$88.00
$59.95
$59.95
$14.57
$27.95
$88.00
$62.95
$26.99
£51.99
$130.00
$198.50
$125.00
$150.00
$225.00
$178.00
$165.26
$165.26
$178.00
$91.22
$41.20
$165.26
$39.99
$59.50
$69.50
$17.95
$17.95
$30.99
$27.55
$149.50
$129.95
$129.95
$129.95
$139.95
$144.95
$129.95
$144.95
£14.95
$54.99
$59.09
$59.09
$99.00
$64.99
$99.00
$99.00
$99.00
$163.15
$233.72
$49.99
$76.99
$58.09
$36.56
$47.95
$21.99
$30.99
$37.99
$39.95
$65.00
$30.99
$26.57
$75.00
$59.95
$47.95
$47.95
$50.60
$59.00
$54.95
$64.00
$99.00
$59.00
$283.24
$120.74
$74.95
$66.22
$74.95
$64.95
$59.00
$47.95
$75.95
$37.95
$38.00
$64.95
$62.95
$54.95
$99.00
$61.97
$59.95
$75.95
$64.95
$56.95
$70.89
$329.48
$80.63
$34.95
$80.63
$69.95
$66.97
$61.00
$88.83
$62.95
$59.00
$26.57
$75.95
$246.69
$21.56
$58.00
$285.00
$99.00
$69.95
$44.95
$75.00
$99.95
$84.00
$244.98
$49.95
$34.95
$90.00
$99.00
$67.99
$59.00
$111.00
$59.00
$44.95
$64.95
$54.95
$100.00
$49.19
$44.95
$59.00
$125.00
$56.95
$285.00
£120.00
$64.95
$63.00
$64.95
$239.63
$64.95
$54.97
$69.95
$285.00
$30.00
£26.99
$17.95
$34.50
$34.50
$59.00
$275.35
$84.00
$69.95
£34.99
$64.95
$140.00
$276.30
$48.99
$56.95
$75.95
$45.33
$110.00
$45.33
$51.95
$79.90
$75.95
$44.95
$56.95
$59.95
$99.99
$289.00
$59.99
$194.98
$139.98
$99.00
$399.99
$64.95
$99.00
$39.99
$285.00
$260.00
$205.00
$198.00
$240.00
$285.00
$285.00
$285.00
$285.00
$240.00
