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 Ann Demeulemeester Black Stein Boots $1,410 Mezlan Conan Boot $264 $395 Cole Haan 4zergrand Waterproof Rain Boot $115 $210 Cole Haan Zergrand Omni Waterproof Chelsea Boot $144 $320 Earth Skill Chelsea Boot $79 $160 Cole Haan Zergrand Waterproof Chelsea Boot $200 $250 Mezlan Asymmetric Suede Boot $284 $425 Alexander McQueen Black Leather Chelsea Boots $890 Alexander McQueen Brown Leather Chelsea Boots $890 Fear Of God Chelsea Boot $597 $995 Spring Step Mason Zip Boot $99 Cole Haan Zergrand Waterproof Chelsea Boot $250