Men's Red Wing Classic Chelsea
$239.99$299.99Chelsea Boots Men's — February 2026
Curated selection of Chelsea Boots Men's pulled from our shop in February 2026. Explore listings, transparent pricing, and merchant details in one place.
Madden Men Men's Maxxin Mid Height Chelsea Boot - Brown Nubuck - Size 12
$72.00$90.00
Mix No. 6 Men's Aleder Chelsea Boot
$55.99$69.99
Timberland Men's Redwood Falls Chelsea
$104.00$130.00
Thursday Boot Company Men's Leather Legend Chelsea
$159.20$199.00
To Boot New York Men's Largo Waxed Suede Chelsea Boots
$396.00$495.00
Madden NYC Men's Muse Chelsea Boots
$11.20$14.00
Steve Madden Men's Rialto Suede Chelsea Boots
$87.99$109.99
Men's Red Wing Heritage Classic Chelsea
$239.99$299.99
Allen Edmonds Men's Liverpool Chelsea Boot
$440.00$550.00
Quince Men's Essential Leather Chelsea Boot
$120.00$150.00
Thursday Boot Company Men's Suede Cavalier Chelsea
$159.20$199.00
Beckett Simonon Bolton Chelsea Boots
$215.20$269.00
Sorel Men's Cyprus Chelsea Waterproof Boot
$100.00$125.00
Hunter Men's Landon Waterproof Chelsea Boots
$152.00$190.00
Cole Haan Men's Roundhill Grand Waterproof Chelsea Boots
$167.96$209.95
Blundstone Men's Boots
$175.96$219.95
Zara Men's Leather Chelsea Boots
$87.20$109.00
Thursday Boot Company Men's Duke Leather Chelsea
$159.20$199.00
Franco Fortini Men's Glory Chelsea Boot Men's
$47.99$59.99
Zara Men's Pointed Chelsea Boots
$63.92$79.90
Blundstone 585 Chelsea Boots
$167.96$209.95
Kenneth Cole Men's Tully Chelsea Boots
$148.00$185.00
Cole Haan Men's Judson Grand Chelsea Boots
$143.96$179.95
Carlos by Carlos Santana Men's Mantra Chelsea Boots
$127.20$159.00
Blundstone 558 Chelsea
$167.96$209.95
Men's Cervantes Chelsea Mezlan
$238.00$297.50
NISOLO Men's Go-To 2.0 Chelsea Boots
$79.20$99.00
Crown Vintage Men's Lanbart Chelsea Boots
$63.99$79.99
AllSaints Men's Harley Chelsea Boot
$77.98$97.47