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 Represent Zip Up Ankle Boots $361 Represent Zip Up Low Heel Boots $361 Guidi Round Toe Boots $1,406 Buttero Suede Chelsea Boots $335 Buttero Suede Chelsea Boots $335 Prada Logo Plaque Ankle Boots $680 Ann Demeulemeester Square Toe Chelsea Boots $1,067 Grenson Declan Suede Chelsea Boots $213 $327 Common Projects Elasticated Panel Ankle Boots $560 Church's Shanghai Ankle Boots $1,132 Hogan Route Chelsea Boots $440 Valentino Garavani Vlogo Chelsea Boots $657 $1,095