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 Stefan Cooke Black Ankle Chelsea Boots $625 Solid Homme Black Zip Up Boots $370 Diemme Black Leather Alberone Chelsea Boots $465 KARL LAGERFELD P... Chelsea Boot $137 $250 UGG Gatson Waterproof Chelsea Boot $82 $120 Bos. & Co. Dax Waterproof Chelsea Boot $275 Camper Pix Chelsea Boot $180 $225 The Row Square Toe Ankle Boots $1,838 Paul Smith Patent Leather Ankle Boots $386 $551 Maison Margiela Elasticated Side Panel Boots $774 $1,066 Timberland Chelsea Ankle Boots $133 $166 Geox Ankle Length Leather Boots $124 $155