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 Maison Margiela Tabi Leather Chelsea Boots $720 $1,190 Free US Shipping! Marsèll Chunky Chelsea Boots $650 $1,295 Free US Shipping! Scarosso Tommaso Leather Ankle Boots $284 $355 Free US Shipping! Officine Creative Issey Leather Boots $460 $657 Free US Shipping! Gordon Rush Matthews Chelsea Boot $176 $265 Free US shipping AND returns! Bally Scavone Leather Ankle Boots $1,050 Free US Shipping! Officine Creative Arc Leather Ankle Boots $368 $550 Free US Shipping! Mephisto Leonardo Hydroprotect Waterproof Genuine Boot $469 Free US shipping AND returns! SHOE THE BEAR York Chelsea Boot $175 $219 Free US shipping AND returns! To Boot New York Belvedere Zip Boot $595 Free US shipping AND returns! Officine Creative Leather Chelsea Boots $456 $570 Free US Shipping! Tricker's Chelsea Ankle Boots $607 $715 Free US Shipping!