Dark Brown 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 Henderson Baracco 25mm Leather Chelsea Boots $351 $540 Free US Shipping! Alberto Fasciani Ankle Length Leather Chelsea Boots $562 $618 Free US Shipping! Birkenstock Stalon Flat Ankle Boots $190 $272 Free US Shipping! Doucal's Perforated Chelsea Boots $495 Free US Shipping! Dr. Martens 2976 Ankle Length Chelsea Boots $172 $201 Free US Shipping! Santoni Leather Ankle Boots $1,217 $1,737 Free US Shipping! Magnanni Elasticated Panel Chelsea Boots $387 Free US Shipping! Santoni Leather 40mm Chelsea Boots $635 $1,580 Free US Shipping! Tricker's Chelsea Ankle Boots $607 $715 Free US Shipping! Officine Creative Zip Up Leather Ankle Boots $625 Free US Shipping! Tod's Tronchetto Slip On Leather Boots $795 Free US Shipping! Giuseppe Zanotti Enfield Chelsea Boots $421 $995 Free US Shipping!