Ariat Men's Wexford Waterproof Boots
$167.96$209.95Chelsea 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.
UGG Men's Chelsea Lug Leather Boots
$85.76$107.20
Frye Men's Tyler Flex Chelsea Boots
$206.40$258.00
Stacy Adams Men's Gabriel Plain Toe Suede Chelsea Boots
$55.92$69.90
Clarks Men's Clarkdale Easy Suede
$47.99$59.99
Hunter Boots Men's Refined Slim Fit Chelsea Boots
$140.00$175.00
Florsheim Men's Forge Plain Toe Gore Boot
$104.00$130.00
TAFT Men's Murphy Leather Chelsea Boots
$279.20$349.00
Johnston & Murphy Men's Borland Chelsea Boots
$63.98$79.97
Forsake Men's Phil Waterproof Chelsea Boots
$116.00$145.00
Blundstone 587 Chelsea Boots
$167.96$209.95
J.Crew Men's Kenton Chelsea Boots
$262.40$328.00
DOCKERS Men's Ransom Rugged Chelsea Boots
$35.99$44.99
Timberland Men's Britton Road Chelsea Boot
$128.00$160.00
Common Projects Men's Chelsea Leather Ankle Boots
$545.60$682.00
Barbour Men's Farsley Chelsea Boots
$88.00$110.00
L.L. Bean Men's Storm Chaser Chelsea Boots
$136.00$170.00
Georgia Giant Men's Revamp Waterproof Chelsea Work Boot
$116.00$145.00
Blundstone 1609 Chelsea Boots
$175.96$219.95
Rockport Men's Cassius Slip-On Almond Toe Chelsea Boots
$95.99$119.99
Bruno Marc Men's Vegan Leather Chelsea Boots
$44.80$56.00
Perry Ellis Men's Laso Chelsea Boots
$47.99$59.99
Uncut Men's Wyatt Chelsea Boots
$79.96$99.95
Grant Stone Waxed Commander Leather Chelsea Boots
$316.00$395.00
Vance Co Men's. Landon Chelsea Dress Boot
$53.19$66.49
Blundstone 566 Thermal Chelsea Boot
$191.96$239.95
A. Veer Men's Dwayne Moc Toe Chelsea Boots
$127.19$158.99
Portland Boot Company Men's Casual Chelsea Boots
$23.19$28.99
ALDO Men's Bert Casual Boots
$136.00$170.00
Saint Laurent Men's Wyatt Leather Chelsea Boots
$952.00$1190.00