22 products
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  • Mens
  • Chelsea
  • Casual
  • Ankle
  • $95.99 sale
    $120.00

    Nunn Bush® Karnak Men's Plain Toe Chelsea Slip-On Boots

  • $75.99 sale
    $95.00 Reg.

    Nunn Bush® Excavate Men's Moc Toe Chelsea Boots

  • $67.99 - $80.00
    $80.00 Reg.

    Deer Stags Rockland Men's Chelsea Boots

  • $60.00 sale
    $75.00 Reg.

    Eddie Bauer Men's Norwalk Chelsea Boots

    (2)
  • $49.97 - $64.99 sale
    $99.99 Reg.

    VANCE Marshall Men's Chelsea Boots

  • $67.99 sale
    $85.00 Reg.

    Nunn Bush® Trekker Men's Moc Toe Chelsea Boots

  • $84.99 - $101.99 sale
    $100.00 - $120.00 Reg.

    Deer Stags Jameson S.U.P.R.O INSIDE Men’s Chelsea Boots

  • Top Rated
    $125.00

    Eastland Daily Double Men's Leather Chelsea Boots

  • $49.97 - $64.99 sale
    $99.99 Reg.

    VANCE Garrett Men's Chelsea Boots

  • $54.97 - $71.49 sale
    $109.99 Reg.

    VANCE Thorpe Men's Wingtip Slip-on Chelsea Boots

    (4)
  • $139.95

    Propet Tyler Men's Waterproof Ankle Boots

  • $50.99 sale
    $60.00 Reg.

    Deer Stags Argos Men's Chelsea Boots

  • $85.00

    Dockers® Tureen Men's Chelsea Boots

    (1)
  • $54.00

    New York & Company Harrison Chelsea Men's Boots

    (5)
  • $65.00

    New York & Company Parker Chelsea Men's Boots

  • $85.00

    Dockers® Ettrick Men's Chelsea Boots

  • $167.00 - $170.00

    Georgia Boots Eagle One Men's Waterproof Chelsea Work Boots

  • $141.00 - $155.00

    Georgia Boots Georgia Giant Revamp Men's Waterproof Chelsea Work Boots

  • $155.00 - $170.00

    Georgia Boots AMP LT Men's Wedge Chelsea Work Boots

  • $160.00 - $175.00

    Georgia Boots Wedge Men's Waterproof Chelsea Work Boots

  • $85.00

    Dockers® Novi Men's Chelsea Boots

    (1)
  • $85.00

    Dockers® Townsend Men's Chelsea Boots

    (5)