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 Aquatalia Leighton Mid Chelsea Boot $450 Frye Sam Chelsea Boot $298 1017 Alyx 9Sm Roller Coaster Chelsea Boot $960 Blondo Kai Waterproof Chelsea Boot $150 Blondo Kai Waterproof Chelsea Boot $150 FLY London Chelsea Boot $170 Frye Smith Zip Boot $178 $297 Frye Smith Zip Boot $297 Frye Paul Chelsea Boot $297 Ted Baker London Marson Water Resistant Chelsea Boot $250 Twisted X Chelsea Boot $134 Bottega Veneta The Lug Chelsea Boot $1,200