Chelsea Boots for the Winter
611 Items
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$102.51
Sorel women brex chelsea boot in Spice/Black - size 9
at: Bonanza
$67.72
Teva women's midform chelsea water-resistant boots in BLACK - size 5
at: Bonanza
$106.40
Birkenstock unisex bend chelsea boot in Taupe Suede
at: Bonanza
$112.00
Base London Mens Douglas Grain Chelsea Boots - Black
at: Evolve Menswear
$67.00
Slip-on Chelsea Boots - RELIF40033 / 326 280
at: Pavers
$67.00
Slip-on Chelsea Boots - RELIF40033 / 326 280
at: Pavers
$196.00
Barbour - Women's Brown Birch Chelsea Boots - Size US: 9/ UK: 7/ EU: 40
at: Jones Bootmaker
$196.00
Barbour - Women's Black Birch Chelsea Boots - Size US: 8/ UK: 6/ EU: 39
at: Jones Bootmaker
$73.36
Pendleton heritage park chelsea boot in Black - size 5
at: Bonanza
$134.00
Fly London EXIA123FLY Oil Suede Women's Chelsea Boots - Colour: Taupe
at: Legend Footwear
$134.00
Fly London EXIA123FLY Oil Suede Women's Chelsea Boots - Colour: Aspen
at: Legend Footwear
$169.00
Gabor - Women's Black Chunky Chelsea Boots - Size US: 8.5/ UK: 6.5/ EU: 39.5
at: Jones Bootmaker
$243.00
Jones Bootmaker - Men's Burgundy Polished Chigwell Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$134.00
Jones Bootmaker - Women's Black Majorie Chelsea Boots - Size US: 8/ UK: 6/ EU: 39
at: Jones Bootmaker
$134.00
Jones Bootmaker - Women's Black Leopard Majorie Chelsea Boots - Size US: 10/ UK: 8/ EU: 41
at: Jones Bootmaker
$134.00
Jones Bootmaker - Women's Brown Majorie Chelsea Boots - Size US: 10/ UK: 8/ EU: 41
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Chestnut Deakin Chelsea Boots - Size US: 5.5/ UK: 5/ EU: 39
at: Jones Bootmaker
$127.39
Customize Comfortable Black Slip On Elastic Panel Real Leather Men Chelsea Boots
at: Bonanza
$157.00
Ecco Sculpted LX 55 Full Grain Leather Women's Chelsea Boots - Colour: Black
at: Legend Footwear
$132.00
Fly London Salv Leather Women's Chelsea Boots - Colour: Taupe
at: Legend Footwear
$134.00
Fly London Meme030Fly Rug Leather Women's Chelsea Boots - Colour: Red Red
at: Legend Footwear
$134.00
Fly London Meme030Fly Rug Leather Women's Chelsea Boots - Colour: Dark Brown Green
at: Legend Footwear
$132.00
Fly London Meme030Fly Rug Leather Women's Chelsea Boots - Colour: Camel
at: Legend Footwear
$132.00
Fly London Meme030Fly Rug Leather Women's Chelsea Boots - Colour: Diesel
at: Legend Footwear
$134.00
Fly London Meme030Fly Rug Leather Women's Chelsea Boots - Colour: Black Brick
at: Legend Footwear
$105.00
La Coqueta Kids - Gold & Tan Leather Girl Chelsea Boots - EU UK 8 / US 9 / EU 25
at: La Coqueta
$105.00
La Coqueta Kids - Navy Leather Chelsea Boots - EU 1 UK / 2 US / EU 33
at: La Coqueta
$243.00
Jones Bootmaker - Men's Dark Brown Suede Cheltenham Handmade Chelsea Boots - Size US: 6.5/ UK: 6/ EU: 40
at: Jones Bootmaker
$243.00
Jones Bootmaker - Men's British Tan Cheltenham Handmade Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$243.00
Jones Bootmaker - Men's Tobacco Suede Cheltenham Handmade Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$243.00
Jones Bootmaker - Men's Taupe Suede Cheltenham Handmade Chelsea Boots - Size US: 9.5/ UK: 9/ EU: 43
at: Jones Bootmaker
$243.00
Jones Bootmaker - Men's Dark Brown Cheltenham Handmade Chelsea Boots - Size US: 9.5/ UK: 9/ EU: 43
at: Jones Bootmaker
$115.00
Fly London MULK159FLY Oil Suede Women's Chelsea Boots - Colour: Black
at: Legend Footwear
$115.00
Fly London MULK159FLY Oil Suede Women's Chelsea Boots - Colour: Aspen
at: Legend Footwear
$114.00
Fly London MULK159FLY Oil Suede Women's Chelsea Boots - Colour: Taupe
at: Legend Footwear
$115.00
Fly London MULK159FLY Oil Suede Women's Chelsea Boots - Colour: Pine
at: Legend Footwear
$123.00
Fly London MULK159FLY Dublin Leather Women's Chelsea Boots - Colour: Black
at: Legend Footwear
$132.00
Fly London MEME030FLY Valley Leather Women's Chelsea Boots - Colour: Dark Gold
at: Legend Footwear
$143.00
Fly London Medi789Fly Rug Leather Women's Chelsea Boots - Colour: Mid Brown
at: Legend Footwear
$143.00
Fly London Medi789Fly Rug Leather Women's Chelsea Boots - Colour: Petrol
at: Legend Footwear
$143.00
Fly London EXIA123FLY Rug Leather Women's Chelsea Boots - Colour: Petrol
at: Legend Footwear
$143.00
Fly London EXIA123FLY Rug Leather Women's Chelsea Boots - Colour: Red
at: Legend Footwear
$143.00
Fly London EXIA123FLY Rug Leather Women's Chelsea Boots - Colour: Black
at: Legend Footwear
$54.00
Block-Heeled Chelsea Boots - SENBO40011 / 326 374
at: Pavers
$175.00
Sean Chelsea Boot
at: Walk London
$162.00
Jones Bootmaker - Men's Tan Nubuck Debden Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Brown Nubuck Debden Leather Chelsea Boots - Size US: 7.5/ UK: 7/ EU: 41
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Brown Grain Debden Leather Chelsea Boots - Size US: 12.5/ UK: 12/ EU: 46
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Black Nubuck Debden Leather Chelsea Boots - Size US: 12.5/ UK: 12/ EU: 46
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Black Grain Debden Leather Chelsea Boots - Size US: 5.5/ UK: 5/ EU: 39
at: Jones Bootmaker
$205.00
Dr. Martens Spence Sendal Leather Women's Chelsea Boots - Colour: Black
at: Legend Footwear
$196.00
Timberland Larchmont Leather Men's Chelsea Boots - Colour: Jet Black
at: Legend Footwear
$225.00
Dana Tall Chelsea Boot
at: Walk London
$243.00
Jones Bootmaker - Men's Walnut Chigwell Leather Chelsea Boots - Size US: 12.5/ UK: 12/ EU: 46
at: Jones Bootmaker
$174.00
Barbour - Women's Tobacco Matilde Leather Chelsea Boots - Size US: 5/ UK: 3/ EU: 36
at: Jones Bootmaker
$174.00
Barbour - Women's Black Matilde Leather Chelsea Boots - Size US: 5/ UK: 3/ EU: 36
at: Jones Bootmaker
$134.00
Gabor - Women's Cognac Babel Leather Suede Chelsea Boots - Size US: 8/ UK: 6/ EU: 39
at: Jones Bootmaker
$162.00
Jones Bootmaker - Women's Black Leather Trieste Chunky Leather Chelsea Boots - Size US: 9/ UK: 7/ EU: 40
at: Jones Bootmaker
$134.00
Jones Bootmaker - Men's Sand Suede Deakin Leather Chelsea Boot - Size US: 12.5/ UK: 12/ EU: 46
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Tan Suede Deakin Chelsea Boots - Size US: 6.5/ UK: 6/ EU: 40
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Olive Suede Deakin Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Chestnut Deakin Chelsea Boots - Size US: 11.5/ UK: 11/ EU: 45
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Brown Suede Deakin Chelsea Boots - Size US: 7.5/ UK: 7/ EU: 41
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Black Deakin Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$157.00
Ecco Metropole London Leather Men's Chelsea Boots - Colour: Black
at: Legend Footwear
$189.00
JONES 24-7 - Men's Burgundy Gibson Leather Chelsea Boots - Size US: 12.5/ UK: 12/ EU: 46
at: Jones Bootmaker
$189.00
JONES 24-7 - Men's Black Gibson Leather Chelsea Boots - Size US: 12.5/ UK: 12/ EU: 46
at: Jones Bootmaker
$159.95
Tommy Hilfiger Mens Suede Chelsea Boots - Dark Coffee
at: Evolve Menswear
$127.39
LUXURY BOOTS MADE TO HAND JAVE GREEN COLOR PREMIUM LEATHER MEN CHELSEA BOOTS
at: Bonanza
$243.00
Jones Bootmaker - Men's Dark Brown Suede Cheltenham Handmade Chelsea Boots - Size US: 11.5/ UK: 11/ EU: 45
at: Jones Bootmaker
$88.00
Leather Chelsea Boots - BELYNR40007 / 326 191
at: Pavers
$88.00
Leather Chelsea Boots - BELYNR40007 / 326 191
at: Pavers
$159.95
Tommy Hilfiger Mens Core Rwb Suede Chelsea Boot - Desert Sky
at: Evolve Menswear
$243.00
Jones Bootmaker - Men's Black Suede Cheltenham Handmade Chelsea Boots - Size US: 12.5/ UK: 12/ EU: 46
at: Jones Bootmaker
$243.00
Jones Bootmaker - Men's Black Cheltenham Handmade Chelsea Boots - Size US: 7.5/ UK: 7/ EU: 41
at: Jones Bootmaker
$120.00
Jones Bootmaker - Women's Tan Mena Heeled Chelsea Boots - Size US: 5/ UK: 3/ EU: 36
at: Jones Bootmaker
$176.00
Jones Bootmaker - Women's Black Patent Kefalonia Leather Chelsea Boots - Size US: 7/ UK: 5/ EU: 38
at: Jones Bootmaker
$176.00
Jones Bootmaker - Women's Black Kefalonia Leather Chelsea Boots - Size US: 6/ UK: 4/ EU: 37
at: Jones Bootmaker
$176.00
Jones Bootmaker - Women's Black Kefalonia Leather Chelsea Boots - Size US: 7/ UK: 5/ EU: 38
at: Jones Bootmaker
$84.00
Hunter Original Rubber Women's Chelsea Boots - Colour: Purring Pink
at: Legend Footwear
$175.00
Callum Chelsea Boot
at: Walk London
$175.00
Callum Chelsea Boot
at: Walk London
$182.00
Jones Bootmaker - Women's Sand Primrose Goodyear Welted Suede Chelsea Boots - Size US: 6/ UK: 4/ EU: 37
at: Jones Bootmaker
$205.00
Birkenstock Highwood Slip On Mid Suede Leather Unisex Chelsea Boots - Colour: Mocca
at: Legend Footwear
$194.00
Birkenstock Highwood Slip On Mid Natural Leather Unisex Chelsea Boots - Colour: Black
at: Legend Footwear
$217.00
Birkenstock Highwood Slip On Mid Natural Leather Unisex Chelsea Boots - Colour: Chocolate
at: Legend Footwear
$134.00
Jones Bootmaker - Women's Chocolate Carlotta Leather Chelsea Boots - Size US: 5/ UK: 3/ EU: 36
at: Jones Bootmaker
$162.00
Gabor - Women's Black Quilted Tall Chelsea Boots - Size US: 8.5/ UK: 6.5/ EU: 39.5
at: Jones Bootmaker
$174.00
Barbour - Women's Tan Joelle Leather Chelsea Boots - Size US: 10/ UK: 8/ EU: 41
at: Jones Bootmaker
$165.00
Oscar Chelsea Boot
at: Walk London
$165.00
Oscar Chelsea Boot
at: Walk London
-14%
$992.14
$857.34
Chelsea Boots
at: Moda Di Andrea
$38.00
Chelsea Boot Wellies - ITAJA36003 / 322 622
at: Pavers
-18%
$916.65
$749.49
Chelsea Boots Luke
at: Moda Di Andrea
$61.00
Chelsea Boots - BELWBINS38053 / 324 184
at: Pavers
$134.00
Jones Bootmaker - Women's Black Maddalena Leather Chelsea Boots - Size US: 9/ UK: 7/ EU: 40
at: Jones Bootmaker
$162.00
Jones Bootmaker - Women's Black Patent Croc Gessica Leather Chelsea Boots - Size US: 7/ UK: 5/ EU: 38
at: Jones Bootmaker
$176.00
Jones Bootmaker - Women's Dark Olive Denno Chunky Chelsea Boots - Size US: 10/ UK: 8/ EU: 41
at: Jones Bootmaker
$149.00
Jones Bootmaker - Women's Tan Forget-Me-Not Pointed Toe Chelsea Boots - Size US: 8/ UK: 6/ EU: 39
at: Jones Bootmaker
$134.00
Jones Bootmaker - Women's Brown Carlotta Leather Chelsea Boots - Size US: 5/ UK: 3/ EU: 36
at: Jones Bootmaker