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 Swims Charlie Waterproof Rain Boot $120 Bogs Overcast Waterproof Chelsea Boot $69 $75 Bogs Sauvie Waterproof Chelsea Boot $74 $95 Hunter Original Waterproof Chelsea Rain Boot $135 Prada New Toblak Chelsea Boot $790 To Boot New York Shelby Mid Chelsea Boot $239 $398 Nordstrom Gavin Waterproof Chelsea Boot $57 $129 Bogs Classic Casual Waterproof Chelsea Boot $96 $130 Aquatalia Adrian Water Resistant Chelsea Boot $450 Dunham Clyde Chelsea Boot $102 $170 Dr. Martens Gaucho Crazy Horse Chelsea Boot $150 Sandro Moscoloni Wilbur Chelsea Boot $119 $170