Caterpillar Men's Striver XL Chelsea Waterproof Steel Toe Work Boot
$111.96$139.95Chelsea Boots Men's — March 2026
Curated selection of Chelsea Boots Men's pulled from our shop in March 2026. Explore listings, transparent pricing, and merchant details in one place.
Lloyd Men's SELECT 315 Slip-On Ankle Boots
$117.93$147.41
Cole Haan Men's American Classics Chelsea Boots
$140.96$176.20
Men's Suede Chelsea Boots
$126.40$158.00
Allen Edmonds Liverpool Chelsea Dress Boot Boots
$319.98$399.98
Men's L.L.Bean Portland Leather Chelsea Boots
$152.00$190.00
Allen Edmonds Grafton Chelsea Boot Boots
$343.20$429.00
Marco Men's Everyday Chelsea Boot
$127.20$159.00
Blundstone 519 Stout
$163.96$204.95
Straight to Hell Men's Marquee Leather Chelsea Boots
$105.60$132.00
Blundstone 1944 Rustic Brown
$175.96$219.95
Boss Beckham x Boss Men's Chelsea Suede Ankle Boots
$224.00$280.00
Deery Suede Leather Chelsea Boots
$146.30$182.87
Dargaville Men's Chelsea Boot
$158.40$198.00
Deery Leather Chelsea Boots
$149.13$186.41
Grenson Men's Declan Leather Chelsea Boots
$352.00$440.00
Beckett Simonon Preston Chelsea Boots
$215.20$269.00
L.L. Bean Men's Stonington Leather Chelsea Boots
$120.00$150.00
Beckett Simonon Men's Preston Suede Chelsea Boots
$215.20$269.00
Allen Edmonds Men's Tanner Chelsea Boot
$319.98$399.98
Men's Chelsea Pull-On Suede Leather Boots
$159.20$199.00
Grant Stone Chelsea Boots
$316.00$395.00
Ariat Men's Groundbreaker Chelsea Wide Square Toe Steel Toe Waterproof Work Boots
$143.96$179.95
Johnston & Murphy Men's Upton Full Grain Leather Chelsea Boots
$103.99$129.99
Beckett Simonon Bolton Suede Chelsea Boots
$215.20$269.00
Hunter Men's Orford Waterproof Chelsea Boots
$124.80$156.00
Grant Stone Chelsea Boots in Chromexcel Leather
$348.00$435.00
Johnston & Murphy Men's Hartford Italian Calfskin Chelsea Boots
$262.40$328.00
Thursday Boot Company Men's Honey Suede Duke Chelsea
$159.20$199.00
Thursday Boot Company Men's Safari Suede Legend Chelsea
$159.20$199.00