These new men’s vintage pants, trousers, slacks, denim blue jeans, and overalls have all the right details to make them vintage classics, updated with newer materials and a better fit. Men’s wide legs pants from the pre-1950s turned into skinny pants in the 60s, men’s flare pants in the 1970s, pleated pants and acid wash jeans in the 80s, and boot cut jeans in the 90s. Narrow your choices by decade (Victorian, 1920s, 1930s, 1940s, 1950s, 1960s-1970s and 80s-90s) or browse vintage men’s pants and trousers from both USA and UK shops.
Vintage Men’s Pants
Wide Leg | Skinny | Flares | Workwear
Across the decades, men’s vintage pants or trousers went from high rise to mid-rise, tapered leg to wide leg to skinny leg, and came with or without pleats depending on the era. It has been a whirlwind of change.
- The 1920s favored high waisted fishtail trousers in tweed, stripes, and plaid. Learn more.
- Solid colors and big patterns dominated the 1930s and 1940s as pant legs grew wider, and gaberdine pinstripes were worn by every man despite being associated with the notorious gangsters today.
- The 1950s slimmed down a little bit, yet the waist was still high up 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 in plaids, checks and bright colors.
- The 1970s era was dominated with bell bottoms or flare jeans, corduroys, and polyester pants — not to mention men’s jumpsuits.
- 80s men’s pants changed up denim with new acid wash techniques as well as pleated waistbands, the peg leg, and parachute pants (more 90s than 80s).
- The 90s went grunge with boot cut jeans and ripped jeans.