Men's Red Wing Classic Chelsea
$239.99$299.99Chelsea Boots — February 2026
Curated selection of Chelsea Boots pulled from our shop in February 2026. Explore listings, transparent pricing, and merchant details in one place.
Blundstone Men's Boots
$175.96$219.95
Thursday Boot Company Women's Matte Leather Chelsea
$128.00$160.00
Beckett Simonon Bolton Chelsea Boots
$215.20$269.00
Thursday Boot Company Women's Suede Duchess Chelsea
$128.00$160.00
Amberjack Chelsea Boots
$164.00$205.00
Madewell Sylvia Suede Chelsea Boot
$143.99$179.99
Thursday Boot Company Men's Suede Duke Chelsea
$159.20$199.00
Thursday Boot Company Men's Suede Cavalier Chelsea
$159.20$199.00
NISOLO Women's Carmen 2.0 Leather Chelsea Boots
$100.00$125.00
Thursday Boot Company Women's Duchess Leather Chelsea
$128.00$160.00
Madewell The Dimes Leather Chelsea Boot
$174.40$218.00
Dr. Martens 2976 Chelsea Boots
$135.99$169.99
Nine West Women's Maribu
$119.20$149.00
$159.96$199.95
Naturalizer Women's Rena 2 Wide Calf Riding Boots
$115.99$144.99
Timberland Women's Premium 6-Inch Waterproof Boots
$144.00$180.00
Allen Edmonds Men's Tompkins Boot
$440.00$550.00
Thursday Boot Company Men's Suede Scout Chukka
$128.00$160.00
Frye Men's Paul Chukka
$150.40$188.00
Tory Burch Women's Double T Combat Boots
$239.20$299.00
Frye Veronica Flex Combat Boots
$135.98$169.98
Under Armour Men's Charged Loadout Tactical Boots
$128.00$160.00
Nike Men's SFB B2 Coyote
$144.00$180.00
Allen Edmonds Men's Liverpool Chelsea Boot
$440.00$550.00
ALDO Women's Anneliese Platform Chelsea Boots
$128.00$160.00
Men's Lems Chelsea Waterproof Boot
$152.00$190.00
Chaco Women's Fields Chelsea Waterproof Rain Boots
$136.00$170.00
Timberland Men's Britton Road Chelsea Boot
$128.00$160.00
ARIAT Women's Wexford Waterproof Chelsea Boots
$159.96$199.95