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 Raf Simons Cylon High Top Leather Sneakers $602 $669 Free US Shipping! Dolce & Gabbana Horseride Biker Style Boots $927 $1,545 Free US Shipping! Valentino Garavani Beatle Vltn Logo Buckle Boots $697 $995 Free US Shipping! Alexander McQueen Tread Chelsea Boots $475 $709 Free US Shipping! Car Shoe Two Tone Leather Ankle Boots $275 $595 Free US Shipping! Tricker's Slip On Leather Boots $472 $668 Free US Shipping! Santoni Double Monk Strap Boots $978 $1,395 Free US Shipping! Raf Simons Runner Zip Up Ankle Boots $659 Free US Shipping! Dolce & Gabbana Panelled Pointed Toe Ankle Boots $867 $1,445 Free US Shipping! Balenciaga Tractor Chelsea Boots $1,200 Free US Shipping! Johnston & Murphy Maddox Xc4 Waterproof Chelsea Boot $199 Free US shipping AND returns! Prada Brushed Finish Mid Calf Boots $1,450 Free US Shipping!