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 Dr. Martens Smooth 2976 Chelsea Boots $170 Free US Shipping! Dr. Martens Made In England 2976 Vintage Chelsea Boots $260 Free US Shipping! Bottega Veneta Blue Puddle Tall Boot $750 Free US Shipping! Valentino Garavani Roman Stud Ankle Boots $1,270 Free US Shipping! Wooyoungmi Black High Chelsea Boots $900 Free US Shipping! Bottega Veneta Black Blue Low Tire Chelsea Boots $1,350 Free US Shipping! Bottega Veneta Black Blue Tire Chelsea Boots $1,450 Free US Shipping! Bottega Veneta Black Brown Tire Chelsea Boots $1,450 Free US Shipping! Alexander McQueen Black Worker Chelsea Boots $1,120 Free US Shipping! Rick Owens Black Creeper Bozo Tractor Boots $1,685 Free US Shipping! Rick Owens Black Polished Bozo Tractor Boots $1,685 Free US Shipping! Dr. Martens Black 2976 Smooth Chelsea Boots $170 Free US Shipping!