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    Chelsea Boots

    Chelsea Boots

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    • Sale
      Barnyard Twin Gore II Waterproof Boot - MenBarnyard Twin Gore II Waterproof Boot - Men

      Barnyard Twin Gore II Waterproof Boot - Men

      A Chelsea boot that's versatile enough to wear around town but hard-working enough to check off chores? We have you covered! This waterproof pull-on delivers the comfort, durability, and support you need in the barn in a silhouette you can brush off before meeting...
      $38.99
      $107.99
      $38.99
      Unit price
      / per 
    • Sale
      Wexford Chelsea Boot - MenWexford Chelsea Boot - Men

      Wexford Chelsea Boot - Men

      Our iconic Chelsea boot, ready for cool, sunny days. Extremely comfortable and incredibly durable, it's a favorite for everything from weekend walks to dressing up your go-to denim. Style No. 10061290 6" shaft height 1" heel height Round toe ATS® technology provides lightweight support...
      $35.59
      $107.99
      $35.59
      Unit price
      / per 
    • Sale
      Wexford Waterproof Chelsea Boot - MenWexford Waterproof Chelsea Boot - Men

      Wexford Waterproof Chelsea Boot - Men

      Fully waterproof, extremely comfortable, and incredibly durable, Wexford is a best-selling icon. Beautiful materials and premium craftsmanship make this Chelsea boot an every-occasion go-to you’ll reach for year after year. Style No. 10034032 6" shaft height 1" heel height Round toe ATS® technology provides...
      $42.50
      $141.50
      $42.50
      Unit price
      / per 
    • Sale
      Wexford Waterproof Chelsea Boot - MenWexford Waterproof Chelsea Boot - Men

      Wexford Waterproof Chelsea Boot - Men

      Fully waterproof, extremely comfortable, and incredibly durable, Wexford is a best-selling icon. Beautiful materials and premium craftsmanship make this Chelsea boot an every-occasion go-to you’ll reach for year after year. Style No. 10046869 6" shaft height 1" heel height Round toe ATS® technology provides...
      $42.50
      $141.59
      $42.50
      Unit price
      / per 
    • Sale
      Spot Hog Boot - MenSpot Hog Boot - Men

      Spot Hog Boot - Men

      A little rugged, a little refined, these boots have a casual, masculine style easily dressed up or down. Style No. 10002531 5.5" shaft height 1.25" heel height Lightweight EVA midsole helps absorb shock for comfort during long hours on your feet Everlon™ sole combines...
      $37.59
      $104.50
      $37.59
      Unit price
      / per 
    • Sale
      Wexford Waterproof Chelsea Boot - MenWexford Waterproof Chelsea Boot - Men

      Wexford Waterproof Chelsea Boot - Men

      Fully waterproof, extremely comfortable, and incredibly durable, Wexford is a best-selling icon. Beautiful materials and premium craftsmanship make this Chelsea boot an every-occasion go-to you’ll reach for year after year. Style No. 10063986 6" shaft height 1" heel height Round toe ATS® technology provides...
      $42.50
      $141.59
      $42.50
      Unit price
      / per 
    • Sale
      Wexford Waterproof Chelsea Boot - MenWexford Waterproof Chelsea Boot - Men

      Wexford Waterproof Chelsea Boot - Men

      Fully waterproof, extremely comfortable, and incredibly durable, Wexford is a best-selling icon. Beautiful materials and premium craftsmanship make this Chelsea boot an every-occasion go-to you’ll reach for year after year. Style No. 10038346 6" shaft height 1" heel height Round toe ATS® technology provides...
      $42.50
      $141.99
      $42.50
      Unit price
      / per 
    • Sale
      Wexford Waterproof Chelsea Boot - MenWexford Waterproof Chelsea Boot - Men

      Wexford Waterproof Chelsea Boot - Men

      Fully waterproof, extremely comfortable, and incredibly durable, Wexford is a best-selling icon. Beautiful materials and premium craftsmanship make this Chelsea boot an every-occasion go-to you’ll reach for year after year. Style No. 10024949 6" shaft height 1" heel height Round toe ATS® technology provides...
      $42.59
      $142.00
      $42.59
      Unit price
      / per 
    • Sale
      Booker Chelsea Wide Square Toe Western Boot - MenBooker Chelsea Wide Square Toe Western Boot - Men

      Booker Chelsea Wide Square Toe Western Boot - Men

      Booker Ultra Western Boot Style No. 10053654 6" shaft height Horseman heel 1.5" heel height Wide square toe Cement construction Approved for riding Full-grain leather and fabric
      $40.50
      $112.00
      $40.50
      Unit price
      / per 
    • Sale
      Wexford Bison Chelsea Boot - MenWexford Bison Chelsea Boot - Men

      Wexford Bison Chelsea Boot - Men

      Our versatile Chelsea boot is now more premium than ever. With the same iconic comfort you expect from a Wexford, we crafted this one from supple, impressively durable American Bison leather for beauty and durability you can count on. Style No. 10063831 1" heel...
      $47.50
      $143.00
      $47.50
      Unit price
      / per 
    • Sale
      Wexford Bison Chelsea Boot - MenWexford Bison Chelsea Boot - Men

      Wexford Bison Chelsea Boot - Men

      Our versatile Chelsea boot is now more premium than ever. With the same iconic comfort you expect from a Wexford, we crafted this one from supple, impressively durable American Bison leather for beauty and durability you can count on. Style No. 10074201 1" heel...
      $47.00
      $142.50
      $47.00
      Unit price
      / per 
    • Sale
      Turbo Chelsea Waterproof Work Boot - MenTurbo Chelsea Waterproof Work Boot - Men

      Turbo Chelsea Waterproof Work Boot - Men

      Hardworking comfort at its best. Turbo has the flexibility and all-day cushioning you need for long hours on hard surfaces. It's ideal for construction, factory, warehouse, or farm and ranch work. Style No. 10032609 6" shaft height 1.5" heel height Round toe ATS® technology...
      $39.00
      $118.50
      $39.00
      Unit price
      / per 
    • Sale
      Big Rig Chelsea Waterproof Composite Toe Work Boot - MenBig Rig Chelsea Waterproof Composite Toe Work Boot - Men

      Big Rig Chelsea Waterproof Composite Toe Work Boot - Men

      Big-time durability, wider widths, extended sizes. We built Big Rig from the ground up to give you the best foundation for on-the-job wear and tear. Designed to deliver extra support to workers who need it, this boot is heavier than our other work boots...
      $42.59
      $142.00
      $42.59
      Unit price
      / per 
    • Sale
      Big Rig Chelsea Waterproof Work Boot - MenBig Rig Chelsea Waterproof Work Boot - Men

      Big Rig Chelsea Waterproof Work Boot - Men

      Big-time durability, wider widths, extended sizes. We built Big Rig from the ground up to give you the best foundation for on-the-job wear and tear. Designed to deliver extra support to workers who need it, this boot is heavier than our other work boots...
      $47.00
      $142.59
      $47.00
      Unit price
      / per 
    • Sale
      Turbo Chelsea Waterproof Carbon Toe Work Boot - MenTurbo Chelsea Waterproof Carbon Toe Work Boot - Men

      Turbo Chelsea Waterproof Carbon Toe Work Boot - Men

      Hardworking comfort at its best. Turbo has the flexibility and all-day cushioning you need for long hours on hard surfaces. It's ideal for construction, factory, warehouse, or farm and ranch work. Style No. 10027331 6" shaft height 1.5" heel height Round toe ATS® technology...
      $40.59
      $123.50
      $40.59
      Unit price
      / per 
    • Sale
      Groundbreaker Chelsea Waterproof Steel Toe Work Boot - MenGroundbreaker Chelsea Waterproof Steel Toe Work Boot - Men

      Groundbreaker Chelsea Waterproof Steel Toe Work Boot - Men

      Take a break from uncomfortable work boots. The Groundbreaker collection pairs just-right cushioning with versatile traction for an all-around boot that's best for construction, factory, warehouse, or farm and ranch work. Style No. 10024983 6" shaft height 1" heel height Round toe 4LR™ technology...
      $42.59
      $128.99
      $42.59
      Unit price
      / per 
    • Sale
      Groundbreaker Chelsea Wide Square Toe Waterproof Steel Toe Work Boot - MenGroundbreaker Chelsea Wide Square Toe Waterproof Steel Toe Work Boot - Men

      Groundbreaker Chelsea Wide Square Toe Waterproof Steel Toe Work Boot - Men

      Take a break from uncomfortable work boots. The Groundbreaker collection pairs just-right cushioning with versatile traction for an all-around boot that's best for construction, factory, warehouse, or farm and ranch work. Style No. 10034148 6" shaft height 1.25" heel height Wide square toe 4LR™...
      $41.99
      $127.00
      $41.99
      Unit price
      / per 
    • Sale
      Groundbreaker Chelsea Wide Square Toe Waterproof Work Boot - MenGroundbreaker Chelsea Wide Square Toe Waterproof Work Boot - Men

      Groundbreaker Chelsea Wide Square Toe Waterproof Work Boot - Men

      Take a break from uncomfortable work boots. The Groundbreaker collection pairs just-right cushioning with versatile traction for an all-around boot that's best for construction, factory, warehouse, or farm and ranch work. Style No. 10038324 6" shaft height 1.25" heel height Wide square toe 4LR™...
      $39.99
      $120.99
      $39.99
      Unit price
      / per 
    • Sale
      Booker Chelsea Wide Square Toe Western Boot - MenBooker Chelsea Wide Square Toe Western Boot - Men

      Booker Chelsea Wide Square Toe Western Boot - Men

      Lightweight and low profile, this elevated pair has the look of an exotic cowboy boot but fits neatly under slim-fitting jeans. Full-quill ostrich leather means it'll stand out in a crowd—and stand the test of time. Style No. 10053558 6" shaft height Horseman heel...
      $59.00
      $211.50
      $59.00
      Unit price
      / per 
    • Sale
      Booker Chelsea Wide Square Toe Western Boot - MenBooker Chelsea Wide Square Toe Western Boot - Men

      Booker Chelsea Wide Square Toe Western Boot - Men

      Booker Ultra Western Boot Style No. 10040289 6" shaft height Horseman heel 1.5" heel height Wide square toe Cement construction Approved for riding Full-grain leather and fabric
      $40.00
      $111.50
      $40.00
      Unit price
      / per 
    • Sale
      Booker Chelsea Wide Square Toe Western Boot - MenBooker Chelsea Wide Square Toe Western Boot - Men

      Booker Chelsea Wide Square Toe Western Boot - Men

      Booker Ultra Western Boot Style No. 10042449 6" shaft height Horseman heel 1.5" heel height Wide square toe Cement construction Approved for riding Full-grain leather and fabric
      $39.99
      $110.99
      $39.99
      Unit price
      / per 
    • Sale
      Booker Ultra Square Toe Western Boot - MenBooker Ultra Square Toe Western Boot - Men

      Booker Ultra Square Toe Western Boot - Men

      Refined yet rooted in Western heritage—just like our original Booker Ultra. This version has a square toe, which makes it a nice option for dressier occasions. Still, it's super versatile and lightweight, so we wouldn't blame you if you wore it for everyday affairs...
      $39.99
      $110.59
      $39.99
      Unit price
      / per 
    • Sale
      Midtown Rambler Square Toe Chelsea Boot - MenMidtown Rambler Square Toe Chelsea Boot - Men

      Midtown Rambler Square Toe Chelsea Boot - Men

      Our best-selling Rambler, reimagined in a Chelsea silhouette. It’s just as versatile as the original (wear it to the barn or the bar), but the ankle height makes it perfect for wearing with slim-cut jeans.  Style No. 10031635 5.5" shaft height Country heel 1.625"...
      $40.50
      $121.99
      $40.50
      Unit price
      / per 
    • Sale
      Booker Ultra Square Toe Western Boot - MenBooker Ultra Square Toe Western Boot - Men

      Booker Ultra Square Toe Western Boot - Men

      Refined yet rooted in Western heritage—just like our original Booker Ultra. This version has a square toe, which makes it a nice option for dressier occasions. Still, it's super versatile and lightweight, so we wouldn't blame you if you wore it for everyday affairs...
      $40.00
      $111.50
      $40.00
      Unit price
      / per 
    • Sale
      Midtown Rambler Boot - MenMidtown Rambler Boot - Men

      Midtown Rambler Boot - Men

      Our best-selling Rambler, reimagined in a Chelsea silhouette. It’s just as versatile as the original (wear it to the barn or the bar), but the ankle height makes it perfect for wearing with slim-cut jeans.  Style No. 10050876 5.5" height Country heel 1.625" heel...
      $40.50
      $122.50
      $40.50
      Unit price
      / per 
    • Sale
      Booker Chelsea Wide Square Toe Western Boot - MenBooker Chelsea Wide Square Toe Western Boot - Men

      Booker Chelsea Wide Square Toe Western Boot - Men

      Booker Ultra Western Boot Style No. 10074164 6" shaft height Horseman heel 1.5" heel height Wide square toe Cement construction Approved for riding Full-grain leather and fabric
      $40.50
      $112.00
      $40.50
      Unit price
      / per 
    • Sale
      Booker Chelsea Round Toe Western Boot - MenBooker Chelsea Round Toe Western Boot - Men

      Booker Chelsea Round Toe Western Boot - Men

      We took our best-selling Midtown Rambler and gave it a more traditional Western profile, then paired it with our lightest outsole. The result? An everyday boot with performance features to make it more than just a style statement. The ankle height is perfect for...
      $40.50
      $112.00
      $40.50
      Unit price
      / per 
    • Sale
      Barnyard Twin Gore II Waterproof Boot - MenBarnyard Twin Gore II Waterproof Boot - Men

      Barnyard Twin Gore II Waterproof Boot - Men

      A Chelsea boot that's versatile enough to wear around town but hard-working enough to check off chores? We have you covered! This waterproof pull-on delivers the comfort, durability, and support you need in the barn in a silhouette you can brush off before meeting...
      $44.99
      $135.99
      $44.99
      Unit price
      / per 
    • Sale
      Booker Ultra Square Toe Western Boot - MenBooker Ultra Square Toe Western Boot - Men

      Booker Ultra Square Toe Western Boot - Men

      Refined yet rooted in Western heritage—just like our original Booker Ultra. This version has a square toe, which makes it a nice option for dressier occasions. Still, it's super versatile and lightweight, so we wouldn't blame you if you wore it for everyday affairs...
      $39.99
      $110.59
      $39.99
      Unit price
      / per 
    • Sale
      Hybrid Low Boy Wide Square Toe Chelsea Boot - MenHybrid Low Boy Wide Square Toe Chelsea Boot - Men

      Hybrid Low Boy Wide Square Toe Chelsea Boot - Men

      Our Hybrid Low Boy gives you the best of both worlds: a grippy rubber sole that can handle hard work and a classic profile that can be dressed up for dinner or a night out. Style No. 10060772 1.5" heel Horseman Heel 5.5" shaft...
      $36.99
      $112.00
      $36.99
      Unit price
      / per 
    Showing 1 -30 of 37 total
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