Chelsea Boots for the Winter
471 Items
Sort by:
new products
$84.95
Thursday Boot Co Brown Duchess Womens Premium Leather Chelsea Boots
at: Bonanza
$135.00
Base London Mens Walsh Pull On Chelsea Boots - Brown
at: Evolve Menswear
$61.00
Chelsea Boots - BELWBINS38053 / 324 184
at: Pavers
$162.00
Jones Bootmaker - Women's Black Clair Heeled Chelsea Boots - Size US: 10/ UK: 8/ EU: 41
at: Jones Bootmaker
$230.00
Jones Bootmaker - Men's Tan Suede Bayridge Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$230.00
Jones Bootmaker - Men's Navy Suede Bayridge Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$230.00
Jones Bootmaker - Men's Dark Brown Suede Bayridge Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$230.00
Jones Bootmaker - Men's British Tan Bayridge Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$230.00
Jones Bootmaker - Men's Black Suede Bayridge Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$162.00
Jones Bootmaker - Women's Black Laure Leather Chelsea Boots - Size US: 5/ UK: 3/ EU: 36
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 Tan Nubuck Debden Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Brown Grain Debden Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Black Grain Debden Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$88.00
Leather Chelsea Boots - BELRENZI38005 / 324 164
at: Pavers
$147.25
Women chelsea boots brown vegan leather ankle with plain toe confident style
at: Bonanza
$74.00
Chunky Water-Resistant Chelsea Boots - RELIF40019 / 326 137
at: Pavers
$61.00
Casual Block-Heeled Chelsea Boots - WBINS40155 / 326 298
at: Pavers
$61.00
Grippy-Soled Chelsea Boots - WBINS40153 / 326 297
at: Pavers
$61.00
Grippy-Soled Chelsea Boots - WBINS40153 / 326 297
at: Pavers
$61.00
Casual Block-Heeled Chelsea Boots - WBINS40155 / 326 298
at: Pavers
$162.00
Jones Bootmaker - Men's Tan Suede Deakin Chelsea Boots - Size US: 12.5/ UK: 12/ EU: 46
at: Jones Bootmaker
$134.00
Jones Bootmaker - Women's Brown Majorie Chelsea Boots - Size US: 10/ UK: 8/ EU: 41
at: Jones Bootmaker
$120.00
Jones Bootmaker - Women's Black Mena Heeled Chelsea Boots - Size US: 6/ UK: 4/ EU: 37
at: Jones Bootmaker
$182.00
Barbour - Women's Black Nina Chelsea Boots - Size US: 6/ UK: 4/ EU: 37
at: Jones Bootmaker
$81.00
Chunky Leather Chelsea Boots - RNB40029 / 326 174
at: Pavers
$141.33
Blundstone 2130 Leather Unisex Chelsea Boots - Colour: Auburn
at: Legend Footwear
$61.00
Chelsea Boots - BELWBINS38053 / 324 184
at: Pavers
$161.00
Gabor - Women's Tan Suede Chunky Chelsea Boots - Size US: 10/ UK: 8/ EU: 41
at: Jones Bootmaker
$176.00
Gabor - Women's Black Zip Leather Chelsea Boots - Size US: 5/ UK: 3/ EU: 36
at: Jones Bootmaker
$162.00
Jones Bootmaker - Women's Black Leather Trieste Chunky Leather Chelsea Boots - Size US: 5/ UK: 3/ EU: 36
at: Jones Bootmaker
$230.00
Jones Bootmaker - Men's Walnut Chigwell Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$230.00
Jones Bootmaker - Men's Black Polished Chigwell Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$120.00
Jones Bootmaker - Women's Tan Mena Heeled Chelsea Boots - Size US: 5/ UK: 3/ EU: 36
at: Jones Bootmaker
$120.00
Jones Bootmaker - Women's Black Mena Heeled Chelsea Boots - Size US: 5/ UK: 3/ EU: 36
at: Jones Bootmaker
$243.00
Jones Bootmaker - Men's Taupe Suede Cheltenham Handmade Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$174.00
Barbour - Men's Dark Brown Farsley Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$176.00
Jones Bootmaker - Women's Brown Darrah Leather Chelsea Boots - Size US: 6/ UK: 4/ EU: 37
at: Jones Bootmaker
$81.00
Chunky Leather Chelsea Boots - RNB40029 / 326 174
at: Pavers
$176.00
Jones Bootmaker - Women's Black Darrah Leather Chelsea Boots - Size US: 9/ UK: 7/ EU: 40
at: Jones Bootmaker
$149.00
Gabor - Women's Black Buckle-Detailed Chelsea Boots - Size US: 5/ UK: 3/ EU: 36
at: Jones Bootmaker
$65.00
Slip-on Chelsea Boots - BELWBINS40013 / 326 106
at: Pavers
$218.00
Blundstone 2366 Leather Women's Chelsea Boots - Colour: Brown
at: Legend Footwear
$218.00
Blundstone 2342 Leather Unisex Chelsea Boots - Colour: Black Red Black
at: Legend Footwear
$220.00
Blundstone 2340 Leather Unisex Chelsea Boots - Colour: Brown
at: Legend Footwear
$230.00
Jones Bootmaker - Men's Burgundy Bayridge Leather Chelsea Boots - Size US: 7.5/ UK: 7/ EU: 41
at: Jones Bootmaker
$275.00
Islington Apron Chelsea Boot
at: Walk London
$141.00
Ilse Jacobsen Rub 30C Rubber Women's Chelsea Boots - Colour: Black
at: Legend Footwear
$141.00
Ilse Jacobsen Rub 30C Rubber Women's Chelsea Boots - Colour: Atmosphere
at: Legend Footwear
$141.00
Ilse Jacobsen Rub 30C Rubber Women's Chelsea Boots - Colour: Dark Indigo
at: Legend Footwear
$61.00
Casual Chelsea Boots - WOIL38009 / 324 131
at: Pavers
$61.00
Casual Chelsea Boots - WOIL38009 / 324 131
at: Pavers
$162.00
Jones Bootmaker - Women's Grey Suede Laure Leather Chelsea Boots - Size US: 5/ UK: 3/ EU: 36
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Dark Brown Suede Finsbury Leather Chelsea Boots - Size US: 12.5/ UK: 12/ EU: 46
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Dark Brown Suede Finsbury Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$61.00
Slip-On Chelsea Boots - WBINS40139 / 326 112
at: Pavers
$141.00
Ilse Jacobsen Rub 30C Rubber Women's Chelsea Boots - Colour: Army
at: Legend Footwear
$144.00
Clarks Clarkridge Top Suede Men's Chelsea Boots - Colour: Brown
at: Legend Footwear
$144.00
Clarks Clarkridge Top Suede Men's Chelsea Boots - Colour: Black
at: Legend Footwear
$260.00
Boston Chelsea Boot
at: Walk London
$74.00
Leopard Print Chelsea Boots - FLY30000 / 315 741 / 315 741
at: Pavers
$149.00
Gabor - Women's Tan Buckle-Detailed Chelsea Boots - Size US: 5/ UK: 3/ EU: 36
at: Jones Bootmaker
$86.00
Colbie Buckle Detail Knee High Long Chelsea Boot In Brown Faux Leather, Women's Size UK 4
at: EGO Shoes
$81.00
Leather Heeled Chelsea Boots - BELITAR40021 / 326 124
at: Pavers
$188.00
Barbour - Men's Brown Chunky Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$188.00
Barbour - Men's Black Chunky Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$230.00
Jones Bootmaker - Men's Burgundy Bayridge Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$149.00
Jones Bootmaker - Men's Tan Elton Leather Chelsea Boots - Size US: 11.5/ UK: 11/ EU: 45
at: Jones Bootmaker
$149.00
Jones Bootmaker - Men's Brown Elton Leather Chelsea Boots - Size US: 7.5/ UK: 7/ EU: 41
at: Jones Bootmaker
$179.99
Handmade gray Suede Leather Chelsea Boot Gray Suede Casual Boot Brogue Boot
at: Bonanza
$134.00
Jones Bootmaker - Men's Sand Suede Deakin Leather Chelsea Boot - Size US: 7.5/ UK: 7/ EU: 41
at: Jones Bootmaker
$135.00
Clarks Solsbury Easy Leather Men's Chelsea Boots - Colour: Black
at: Legend Footwear
$135.00
Clarks Solsbury Easy Leather Men's Chelsea Boots - Colour: Dark Brown
at: Legend Footwear
$169.00
Gabor - Women's Brown Chunky Chelsea Boots - Size US: 6.5/ UK: 4.5/ EU: 37.5
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Brown Nubuck Debden Leather Chelsea Boots - Size US: 8.5/ UK: 8/ EU: 42
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Dark Brown Dulwich Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$162.00
Jones Bootmaker - Men's Black Dulwich Leather Chelsea Boots - Size US: 10.5/ UK: 10/ EU: 44
at: Jones Bootmaker
$61.00
Wedge-Heeled Chelsea Boots - WK40015 / 326 128
at: Pavers
$61.00
Wedge-Heeled Chelsea Boots - WK40015 / 326 128
at: Pavers
$61.00
Wedge-Heeled Chelsea Boots - WK40015 / 326 128
at: Pavers
$81.00
Leather Block-Heeled Chelsea Boots - ITAR40013 / 325 825
at: Pavers
$81.00
Leather Block-Heeled Chelsea Boots - ITAR40013 / 325 825
at: Pavers
$74.00
Chunky Water-Resistant Chelsea Boots - RELIF40019 / 326 137
at: Pavers
$162.00
Jones Bootmaker - Women's Olive Laure Leather Chelsea Boots - Size US: 5/ UK: 3/ EU: 36
at: Jones Bootmaker
$162.00
Jones Bootmaker - Women's Black Laure Leather Chelsea Boots - Size US: 6/ UK: 4/ EU: 37
at: Jones Bootmaker
$143.00
Fly London Medi789Fly Rug Leather Women's Chelsea Boots - Colour: Wine
at: Legend Footwear
$143.00
Fly London MEDI789FLY Java Leather Women's Chelsea Heel Boots - Colour: Ground Green
at: Legend Footwear
$143.00
Fly London MEDI789FLY Java Leather Women's Chelsea Heel Boots - Colour: Black Black Red
at: Legend Footwear
$169.00
Gabor - Women's Black Gaby Tall Leather Chelsea Boots - Size US: 6/ UK: 4/ EU: 37
at: Jones Bootmaker
$136.00
Fly London BYNE349FLY Dublin Leather Women's Chelsea Boots - Colour: Black
at: Legend Footwear
$104.85
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 Black Birch Chelsea Boots - Size US: 6/ UK: 4/ EU: 37
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: 6/ UK: 4/ EU: 37
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: 5/ UK: 3/ EU: 36
at: Jones Bootmaker