Black 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 Florsheim Midtown Zip Boot $134 Free US shipping AND returns! Santoni Chelsea Ankle Boots $681 $760 Free US Shipping! Raf Simons Solaris High Block Heel Boots $396 $720 Free US Shipping! Guidi 50mm Zip Up Ankle Boots $1,141 $1,611 Free US Shipping! Dolce & Gabbana Chelsea Belted Boots $750 $1,495 Free US Shipping! Valentino Garavani Vlogo Signature Chelsea Boots $1,270 Free US Shipping! Thom Browne Stripe Trim Ankle Boots $420 Free US Shipping! Scarosso Ankle Boots $356 $445 Free US Shipping! Jil Sander High Top Leather Chelsea Boots $1,656 Free US Shipping! Scarosso Chelsea Boots $445 Free US Shipping! Giuseppe Zanotti Enfield Monogram Chain Ankle Boots $828 $1,650 Free US Shipping! Barrett Lace Up Side Zip Ankle Boots $519 $741 Free US Shipping!