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 Jil Sander Logo Plaque Leather Boots $781 $1,980 Free US Shipping! Premiata Rear Zip Fastening Ankle Boots $404 $505 Free US Shipping! Our Legacy 35mm Buckle Fastening Leather Boots $730 Free US Shipping! Calvin Klein Lace Up Combat Chelsea Boots $220 $320 Free US Shipping! Bally Perforated Leather Chelsea Boots $886 $1,472 Free US Shipping! Balenciaga Hummer Ankle Boots $1,650 Free US Shipping! Premiata 40mm Chelsea Boots $324 $405 Free US Shipping! Moma Distressed Effect Ankle Boots $324 $463 Free US Shipping! Jil Sander Chelsea Ankle Boots $1,145 Free US Shipping! Bally Almond Toe Chelsea Boots $1,056 $1,507 Free US Shipping! Diemme Panelled Ankle Boots $224 $399 Free US Shipping! Officine Creative Ultimate Leather Boots $536 $765 Free US Shipping!