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 Chaco Revel Chelsea Boot $67 $90 To Boot New York Hemingway Water Resistant Chelsea Boot $177 $395 HELM Pablo Chelsea Boot $350 To Boot New York Dumas Water Resistant Boot $197 $395 BP. Water Resistant Chelsea Boot $99 Clarks Desert 221 Chelsea Boot $240 Calvin Klein Move Chelsea Boot $135 Calvin Klein Move Chelsea Boot $135 Donald Pliner Harold Chelsea Boot $375 Burberry Runway Ankle Boot $830 Dr. Martens 2976 Vintage Made In England Chelsea Boot $260 Christian Louboutin Motok Chelsea Boot $1,095