Shop Best Chelsea Work Boots

Sponsored
About our ads
$129.99
Carhartt Men's Frontier Water Resistant Chelsea | Dark Brown | 11.5 W
Carhartt
$129.99
Carhartt Men's Frontier Water Resistant Chelsea | Dark Brown | 11.5 W
Carhartt
$429.00
$550.00
Allen Edmonds Tanner Weatherproof Chelsea Boot Boots In Brown Chromexcel Leather, Size 10.0 D
Allen Edmonds
22% off
$429.00
$550.00
Allen Edmonds Tanner Weatherproof Chelsea Boot Boots In Brown Chromexcel Leather, Size 10.0 D
Allen Edmonds
$164.95
Ariat Men's Turbo Chelsea Waterproof Work Boots - Carbon Toe
Boot Barn
125
$164.95
Ariat Men's Turbo Chelsea Waterproof Work Boots - Carbon Toe
Boot Barn
$129.99
Carhartt Women's Frontier Water Resistant Chelsea | Black | 7 m
Carhartt
$129.99
Carhartt Women's Frontier Water Resistant Chelsea | Black | 7 m
Carhartt
$189.95
Ariat Men's Rebar Wedge Chelsea Waterproof Work Boots - Composite Toe
Boot Barn
$189.95
Ariat Men's Rebar Wedge Chelsea Waterproof Work Boots - Composite Toe
Boot Barn
$179.95
Men's Rebar Wedge Chelsea Waterproof Work Boots In Distressed Brown, Size: 11 D / Medium By Ariat
Ariat
28
$179.95
Men's Rebar Wedge Chelsea Waterproof Work Boots In Distressed Brown, Size: 11 D / Medium By Ariat
Ariat
$349.00
$550.00
Allen Edmonds Grafton Chelsea Boot Boots In Brown Leather, Size 9.0 D
Allen Edmonds
36% off
$349.00
$550.00
Allen Edmonds Grafton Chelsea Boot Boots In Brown Leather, Size 9.0 D
Allen Edmonds
$179.95
Ariat Men's Groundbreaker Chelsea Waterproof Work Boots - Steel Toe
Boot Barn
1K+
$179.95
Ariat Men's Groundbreaker Chelsea Waterproof Work Boots - Steel Toe
Boot Barn
$349.00
$550.00
Allen Edmonds Grafton Chelsea Boot Boots In Black Leather, Size 10.5 D
Allen Edmonds
36% off
$349.00
$550.00
Allen Edmonds Grafton Chelsea Boot Boots In Black Leather, Size 10.5 D
Allen Edmonds
$164.95
Men's Turbo Chelsea Waterproof Work Boots In All Black, Size: 11 D / Medium By Ariat
Ariat
$164.95
Men's Turbo Chelsea Waterproof Work Boots In All Black, Size: 11 D / Medium By Ariat
Ariat
$239.99
Danner Bull Run Chelsea Wedge Work Boots For Men - Brown - 11.5m
Cabela's
$239.99
Danner Bull Run Chelsea Wedge Work Boots For Men - Brown - 11.5m
Cabela's
$189.95
Men's Rebar Wedge Chelsea Waterproof Composite Toe Work Boots In Distressed Brown, Size: 8.5 D / Medium By Ariat
Ariat
$189.95
Men's Rebar Wedge Chelsea Waterproof Composite Toe Work Boots In Distressed Brown, Size: 8.5 D / Medium By Ariat
Ariat
$990.00
Moncler Peak City Nubuck Chelsea Boots, Men, Brown, Size: 43
Moncler
$990.00
Moncler Peak City Nubuck Chelsea Boots, Men, Brown, Size: 43
Moncler
$209.95
Blundstone Classic Chelsea Boots Rustic Brown 6 Mens/8 Womens
REI
Free shipping
$209.95
Blundstone Classic Chelsea Boots Rustic Brown 6 Mens/8 Womens
REI
$160.00
Thursday Boot Company Women's Dreamer Chelsea Boot In Black Leather - Thursday Boot Company
Thursday Boot Company
$160.00
Thursday Boot Company Women's Dreamer Chelsea Boot In Black Leather - Thursday Boot Company
Thursday Boot Company
$42.00
Women's Celina Ankle Chelsea Boots With Memory Foam Insole - Universal Thread Black 10: Ankle Height, Pull-On Chelsea Style, Block Heel
Target
Free shipping
$42.00
Women's Celina Ankle Chelsea Boots With Memory Foam Insole - Universal Thread Black 10: Ankle Height, Pull-On Chelsea Style, Block Heel
Target
$160.00
Thursday Boot Company Women's Dreamer Chelsea Boot In Black Coffee Leather - Thursday Boots
Thursday Boot Company
$160.00
Thursday Boot Company Women's Dreamer Chelsea Boot In Black Coffee Leather - Thursday Boots
Thursday Boot Company
$160.00
Thursday Boot Company Women's Duchess Chelsea Boot In Tan 'Walnut' Leather - Thursday Boots
Thursday Boot Company
$160.00
Thursday Boot Company Women's Duchess Chelsea Boot In Tan 'Walnut' Leather - Thursday Boots
Thursday Boot Company
$129.99
Timberland Redwood Falls Chelsea Boot | Men's | Black | Size 10.5 | Boots | Lug
DSW
Free shipping
$129.99
Timberland Redwood Falls Chelsea Boot | Men's | Black | Size 10.5 | Boots | Lug
DSW
$229.95
Danner Men's Bull Run Chelsea Boots In Brown Size 8.5m
WorkBoots.com
$229.95
Danner Men's Bull Run Chelsea Boots In Brown Size 8.5m
WorkBoots.com
$129.99
Carhartt Frontier Chelsea Work Boots For Men - Mossy Brown - 14m
Cabela's
$129.99
Carhartt Frontier Chelsea Work Boots For Men - Mossy Brown - 14m
Cabela's
$104.98
Timberland Redwood Falls Chelsea Boot | Men's | Wheat | Size 8.5 | Boots
DSW
Free shipping
$104.98
Timberland Redwood Falls Chelsea Boot | Men's | Wheat | Size 8.5 | Boots
DSW
$129.99
Carhartt Men's 6" Frontier Water Resistant Chelsea Boots In Mossy Brown Size 10.0m | Leather
TacticalGear.com
1
$129.99
Carhartt Men's 6" Frontier Water Resistant Chelsea Boots In Mossy Brown Size 10.0m | Leather
TacticalGear.com
$165.00
Georgia Boot Wedge Waterproof Chelsea Work Boots For Men - Brown - 11.5m
Cabela's
511
$165.00
Georgia Boot Wedge Waterproof Chelsea Work Boots For Men - Brown - 11.5m
Cabela's
$190.00
Men's Portland Boots, Chelsea Dark Russet 11 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
Free shipping
$190.00
Men's Portland Boots, Chelsea Dark Russet 11 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
$189.95
ARIAT Men's Rebar Wedge Chelsea Waterproof Composite Toe Work Boot, Distressed Brown, 10
Amazon.com
Free shipping
$189.95
ARIAT Men's Rebar Wedge Chelsea Waterproof Composite Toe Work Boot, Distressed Brown, 10
Amazon.com
$150.00
Men's Stonington Chelsea Boots, Leather Dark Oakwood 13 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
Free shipping
$150.00
Men's Stonington Chelsea Boots, Leather Dark Oakwood 13 M(D), Leather/Rubber | L.L.Bean
L.L.Bean
$160.00
Georgia Men's Wedge Chelsea Waterproof Boots In Brown Size 8.5m | Leather/Rubber
WorkBoots.com
288
$160.00
Georgia Men's Wedge Chelsea Waterproof Boots In Brown Size 8.5m | Leather/Rubber
WorkBoots.com
$144.95
Caterpillar Threshold Rebound Chelsea Waterproof Steel Toe Work Boot Bison, Size 13 Medium Newwidth
CATFootwear.com
1
$144.95
Caterpillar Threshold Rebound Chelsea Waterproof Steel Toe Work Boot Bison, Size 13 Medium Newwidth
CATFootwear.com
$74.49
$148.99
Women's Classic Leather Chelsea Boots - Lands' End - Brown - 8
Lands' End
50% off
$74.49
$148.99
Women's Classic Leather Chelsea Boots - Lands' End - Brown - 8
Lands' End
$239.95
Danner Men's Bull Run Chelsea Boots Brown 10
REI
Free shipping
$239.95
Danner Men's Bull Run Chelsea Boots Brown 10
REI
$239.95
$240.00
Danner Men's 6" Bull Run Chelsea Wedge Steel Toe Boots In Brown Size 9.0m
WorkBoots.com
$239.95
$240.00
Danner Men's 6" Bull Run Chelsea Wedge Steel Toe Boots In Brown Size 9.0m
WorkBoots.com
$169.95
ARIAT Groundbreaker Chelsea Wide Square Toe Waterproof Work Boot
Amazon.com
36
Free shipping
$169.95
ARIAT Groundbreaker Chelsea Wide Square Toe Waterproof Work Boot
Amazon.com
$219.95
Blundstone BL990 Work Chelsea Boot Work Boots Black : AU 8 (US Men's 9 - Women's 10.5) Medium, Leather
Zappos
4K+
$219.95
Blundstone BL990 Work Chelsea Boot Work Boots Black : AU 8 (US Men's 9 - Women's 10.5) Medium, Leather
Zappos
$114.95
Caterpillar Men's Striver Chelsea Waterproof Steel Toe Work Boot Brown, Size 13 Medium Newwidth
CATFootwear.com
45
$114.95
Caterpillar Men's Striver Chelsea Waterproof Steel Toe Work Boot Brown, Size 13 Medium Newwidth
CATFootwear.com
$184.95
Blundstone Original Suede Chelsea Waxed Boots Brown 11.5 Mens/13.5 Womens
REI
1
Free shipping
$184.95
Blundstone Original Suede Chelsea Waxed Boots Brown 11.5 Mens/13.5 Womens
REI
Sponsored
Top 10 Best Chelsea Boots of 2025 - Experts Test, Review & Rank
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Shop Best Chelsea Work Boots

Sponsored
About our ads
$129.99
Carhartt Men's Frontier Water Resistant Chelsea | Dark Brown | 11.5 W
Carhartt
$129.99
Carhartt Men's Frontier Water Resistant Chelsea | Dark Brown | 11.5 W
Carhartt
$429.00
$550.00
Allen Edmonds Tanner Weatherproof Chelsea Boot Boots In Brown Chromexcel Leather, Size 10.0 D
Allen Edmonds
22% off
$429.00
$550.00
Allen Edmonds Tanner Weatherproof Chelsea Boot Boots In Brown Chromexcel Leather, Size 10.0 D
Allen Edmonds
$164.95
Ariat Men's Turbo Chelsea Waterproof Work Boots - Carbon Toe
Boot Barn
125
$164.95
Ariat Men's Turbo Chelsea Waterproof Work Boots - Carbon Toe
Boot Barn
$129.99
Carhartt Women's Frontier Water Resistant Chelsea | Black | 7 m
Carhartt
$129.99
Carhartt Women's Frontier Water Resistant Chelsea | Black | 7 m
Carhartt
$189.95
Ariat Men's Rebar Wedge Chelsea Waterproof Work Boots - Composite Toe
Boot Barn
$189.95
Ariat Men's Rebar Wedge Chelsea Waterproof Work Boots - Composite Toe
Boot Barn
$179.95
Men's Rebar Wedge Chelsea Waterproof Work Boots In Distressed Brown, Size: 11 D / Medium By Ariat
Ariat
28
$179.95
Men's Rebar Wedge Chelsea Waterproof Work Boots In Distressed Brown, Size: 11 D / Medium By Ariat
Ariat
$349.00
$550.00
Allen Edmonds Grafton Chelsea Boot Boots In Brown Leather, Size 9.0 D
Allen Edmonds
36% off
$349.00
$550.00
Allen Edmonds Grafton Chelsea Boot Boots In Brown Leather, Size 9.0 D
Allen Edmonds
$179.95
Ariat Men's Groundbreaker Chelsea Waterproof Work Boots - Steel Toe
Boot Barn
1K+
$179.95
Ariat Men's Groundbreaker Chelsea Waterproof Work Boots - Steel Toe
Boot Barn
$349.00
$550.00
Allen Edmonds Grafton Chelsea Boot Boots In Black Leather, Size 10.5 D
Allen Edmonds
36% off
$349.00
$550.00
Allen Edmonds Grafton Chelsea Boot Boots In Black Leather, Size 10.5 D
Allen Edmonds
$164.95
Men's Turbo Chelsea Waterproof Work Boots In All Black, Size: 11 D / Medium By Ariat
Ariat
$164.95
Men's Turbo Chelsea Waterproof Work Boots In All Black, Size: 11 D / Medium By Ariat
Ariat
$239.99
Danner Bull Run Chelsea Wedge Work Boots For Men - Brown - 11.5m
Cabela's
$239.99
Danner Bull Run Chelsea Wedge Work Boots For Men - Brown - 11.5m
Cabela's
$189.95
Men's Rebar Wedge Chelsea Waterproof Composite Toe Work Boots In Distressed Brown, Size: 8.5 D / Medium By Ariat
Ariat
$189.95
Men's Rebar Wedge Chelsea Waterproof Composite Toe Work Boots In Distressed Brown, Size: 8.5 D / Medium By Ariat
Ariat
$990.00
Moncler Peak City Nubuck Chelsea Boots, Men, Brown, Size: 43
Moncler
$990.00
Moncler Peak City Nubuck Chelsea Boots, Men, Brown, Size: 43
Moncler
$209.95
Blundstone Classic Chelsea Boots Rustic Brown 6 Mens/8 Womens
REI
Free shipping
$209.95
Blundstone Classic Chelsea Boots Rustic Brown 6 Mens/8 Womens
REI
$160.00
Thursday Boot Company Women's Dreamer Chelsea Boot In Black Leather - Thursday Boot Company
Thursday Boot Company
$160.00
Thursday Boot Company Women's Dreamer Chelsea Boot In Black Leather - Thursday Boot Company
Thursday Boot Company
$42.00
Women's Celina Ankle Chelsea Boots With Memory Foam Insole - Universal Thread Black 10: Ankle Height, Pull-On Chelsea Style, Block Heel
Target
Free shipping
$42.00
Women's Celina Ankle Chelsea Boots With Memory Foam Insole - Universal Thread Black 10: Ankle Height, Pull-On Chelsea Style, Block Heel
Target
$160.00
Thursday Boot Company Women's Dreamer Chelsea Boot In Black Coffee Leather - Thursday Boots
Thursday Boot Company
$160.00
Thursday Boot Company Women's Dreamer Chelsea Boot In Black Coffee Leather - Thursday Boots
Thursday Boot Company
$160.00
Thursday Boot Company Women's Duchess Chelsea Boot In Tan 'Walnut' Leather - Thursday Boots
Thursday Boot Company
$160.00
Thursday Boot Company Women's Duchess Chelsea Boot In Tan 'Walnut' Leather - Thursday Boots
Thursday Boot Company