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 Geox Round Toe Ankle Boots $165 Stone Island Combat Ankle Boots $508 $726 Woolrich Side Zip Leather Ankle Boots $287 $359 Diemme Round Toe Chelsea Boots $275 Thom Browne Chelsea Ankle Boots $890 Billionaire Iconic Leather Ankle Boots $586 $965 Diemme Vibram Sole Chelsea Boots $454 Marsèll Alluce Slip On Leather Boots $615 $1,230 Salvatore Ferragamo Neri Slip On Leather Boots $653 $1,306 Saint Laurent Leather Joey 45 Boots $1,145 Saint Laurent Croc Dixon 15 Boots $1,145 Burberry Allostock Chelsea Boots $890