Leather Chelsea Boots for Men Add to WardrobeRemove from Wardrobe FavoriteUnfavorite Shop It Outfits Sort by featured Sort by price: high to lowSort by price: low to high Thom Browne Black Penny Loafer Ankle Boots $1,145 Free US Shipping! Misbhv Black The 2000 Chelsea Boots $580 Free US Shipping! Dries Van Noten Black Platform Chelsea Boots $1,190 Free US Shipping! Lanvin Black Flash X Ankle Boots $1,100 Free US Shipping! Valentino Garavani Black Vlogo Chelsea Boots $1,270 Free US Shipping! Dr. Martens Black 101 Quad Platform Ankle Boots $200 Free US Shipping! Dr. Martens Black Rikard Chelsea Boots $180 Free US Shipping! Dr. Martens Black 2976 Quad Chelsea Boots $215 Free US Shipping! Maison Margiela Brown Waxed Chelsea Boots $1,130 Free US Shipping! Both Black Gao Platform Chelsea Boots $660 Free US Shipping! Coach 1941 Black Metropolitan Chelsea Boots $295 Free US Shipping! Christian Louboutin Black Samson Chelsea Boots $1,395 Free US Shipping!