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Sale price$234.95
Regular price$260.00
Thorogood Men's American Heritage Round Toe 90 Chelsea Work Boot - Brown - 804-4109
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Sale price$138.00
Regular price$160.00
Georgia Men's Durablend Sport 5" Soft Toe Waterproof Work Boot -Brown- GB00626

Sale price$154.95
CAT Men's Exposition Alloy Toe Chelsea Work Boot - Pyramid - P91369
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Sale price$153.96
Regular price$174.95
Wolverine Men's I-90 EPX Carbonmax Safety Toe Waterproof Romeo Work Boot W10791

Sale price$109.95
CAT Men's Wheelbase Soft Toe Work Boot - Clay - P51033
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Sale price$151.80
Regular price$175.00
Georgia Men's Eagle One 4" Steel Toe Waterproof Chelsea Work Boot -Brown- GB00337
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Sale price$133.40
Regular price$155.00
Georgia Men's Giant 6" Waterproof Slip Resistant Chelsea Work Boot -Black- GB00376
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Sale price$239.95
Regular price$256.00
Danner Women Bull Run 5" Plain Toe Slip Resistant Work Boot -Brown- 15482
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Sale price$165.00
Regular price$175.00
Rocky Men's Worksmart Waterproof Chelsea Composite Toe Work Boot -Brown- RKK0400

Sale price$129.99
Kodiak Women's Whitton Soft Toe Chelsea Safety Work Boot -Brown- 4THMDB

Sale price$169.95
Wolverine Men's I-90 EPX Waterproof Romeo Work Boot - Brown - W10790
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Sale price$239.95
Regular price$256.00
Danner Women's Bull Run 5" Plain Toe Chelsea Work Boot -Black- 15485

Sale price$114.95
CAT Men's Wheelbase Steel Toe Work Boot - Clay - P91026

Sale price$149.99
Carhartt Women's Chelsea 5" Soft Toe Wedge Work Boot- Brown - FW5025-W
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Sale price$124.20
Regular price$145.00
Georgia Men's Giant 5" Waterproof High Romeo Work Boot -Black- GB00084
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Sale price$142.60
Regular price$165.00
Georgia Men's TBD 5" Soft Toe Waterproof Chelsea Work Boot -Brown- GB00599
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Sale price$142.60
Regular price$165.00
Georgia Men's Carbo Tec Flx 6" Alloy Toe Waterproof Chelsea Work Boot - Brown - GB00701
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Sale price$138.00
Regular price$160.00
Georgia Men's Carbo Tec Flx 6" Waterproof Chelsea Work Boot - Brown - GB00700
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Sale price$165.00
Regular price$180.00
Muck Men's Chore Farm Leather Chelsea Waterproof Work Boot - Brown - CCLP-901
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Sale price$144.95
Regular price$160.00
Muck Men's Chore Classic 6" Steel Toe Waterproof Puncture Resistant Work Boot- Black- C6ST-CSA
Frequently Asked Questions
Chelsea work boots should fit snug around the ankle with no heel slip but allow room in the toe box. The elastic side panels provide flexibility, but a secure fit is essential for stability, especially in demanding environments.
Yes, men’s Chelsea work boots made with full-grain leather will stretch slightly with wear, conforming to your foot. However, they should not feel overly tight at purchase. Proper fit ensures long-term comfort and support.
Yes, Chelsea work boots for men are ideal for long hours thanks to cushioned insoles, arch support, and shock-absorbing midsoles. Look for models with slip-resistant outsoles and EH ratings for added safety in industrial settings.
Yes, many Chelsea work boots for men are waterproof. They use full-grain leather, sealed seams, and breathable waterproof membranes to keep feet dry in rain, mud, and wet job sites like agriculture or oil fields.
Choose Chelsea work boots with oil- and slip-resistant rubber or TPU outsoles and deep lug tread patterns. Look for models tested to ASTM slip-resistance standards to ensure reliable traction on slick or uneven surfaces.
Men’s Chelsea work boots with quality leather may require a brief break-in period. However, cushioned footbeds and flexible side panels reduce discomfort, offering a faster break-in than traditional lace-up boots.























