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 Saint Laurent Tan Suede Caleb Boots $995 R.M. Williams Classic Chelsea Boot $495 John Varvatos Morrison Sherpei Boot $489 $698 John Varvatos Lewis Chelsea Boot $558 $798 John Varvatos St... Waverly Covered Chelsea Boot $298 SHOE THE BEAR Dev Chelsea Boot $64 $160 SHOE THE BEAR Dev Chelsea Boot $80 $160 Dr. Martens 2976 Chelsea Boot $83 $139 Cole Haan Wakefield Grand Waterproof Chelsea Boot $200 Cole Haan Wakefield Grand Waterproof Chelsea Boot $200 Ankari Floruss Mid Chelsea Boot $295 Ankari Floruss Mid Chelsea Boot $176 $295