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  • Deer Stags Rockland Men's Chelsea Boots
    $60.00

    Deer Stags Rockland Men's Chelsea Boots

    (33)
    Redwood Dark Brown Black Black Brown Dark Brown
  • totes Cirrus Men's Waterproof Chelsea Rain Boots
    $60.00

    totes Cirrus Men's Waterproof Chelsea Rain Boots

    (186)
  • Nunn Bush® Otis Men’s Plain Toe Dress Chelsea Boots
    $68.97 - $91.99 sale
    $115.00 Reg.

    Nunn Bush® Otis Men’s Plain Toe Dress Chelsea Boots

    (2)
    Black Tan Brown
  • Vance Co. Marshall Men's Chelsea Boots
    $69.99 sale
    $99.99 Reg.

    Vance Co. Marshall Men's Chelsea Boots

    (16)
    Taupe Gray Black Brown Blue
  • Deer Stags Argos Men's Chelsea Boots
    $60.00

    Deer Stags Argos Men's Chelsea Boots

    (42)
    Black Tan Blue
  • Thomas & Vine Tilton Men's Water-Resistant Tru Comfort Foam Plain Toe Chelsea Boots
    $139.99 sale
    $199.99 Reg.

    Thomas & Vine Tilton Men's Water-Resistant Tru Comfort Foam Plain Toe Chelsea Boots

    Brown Black
  • Dockers® Townsend Men's Chelsea Boots
    $85.00

    Dockers® Townsend Men's Chelsea Boots

  • Thomas & Vine Corbin Men's Chelsea Boots
    $111.99 sale
    $159.99 Reg.

    Thomas & Vine Corbin Men's Chelsea Boots

    (12)
    Black Brown Cognac
  • Thomas & Vine Watson Men's Wingtip Chelsea Boots
    $111.99 sale
    $159.99 Reg.

    Thomas & Vine Watson Men's Wingtip Chelsea Boots

    (13)
    Black Cognac
  • Bogs Sauvie Chelsea II Men's Boots
    $100.00

    Bogs Sauvie Chelsea II Men's Boots

    (220)
  • Vance Co. Garrett Men's Chelsea Boots
    $69.99 sale
    $99.99 Reg.

    Vance Co. Garrett Men's Chelsea Boots

    (9)
    Black Brown Tan
  • Vance Co. Thorpe Men's Tru Comfort Foam Wingtip Slip-on Chelsea Boots
    $76.99 sale
    $109.99 Reg.

    Vance Co. Thorpe Men's Tru Comfort Foam Wingtip Slip-on Chelsea Boots

    (1)
    Gray Navy Black Cognac Taupe Brown
  • Deer Stags Brayden Men's Dress Chelsea Boots
    $65.00

    Deer Stags Brayden Men's Dress Chelsea Boots

    (1)
    Black Brown
  • Thomas & Vine Watson Men's Wingtip Chelsea Boots
    $111.99 sale
    $159.99 Reg.

    Thomas & Vine Watson Men's Wingtip Chelsea Boots

    (11)
    Brown Taupe Cognac Black
  • Vance Co. Hartwell Chelsea Men's Ankle Boots
    $83.99 sale
    $119.99 Reg.

    Vance Co. Hartwell Chelsea Men's Ankle Boots

    (2)
    Navy Brown Black
  • Thomas & Vine Cedric Men's Suede Chelsea Boots
    $97.99 sale
    $139.99 Reg.

    Thomas & Vine Cedric Men's Suede Chelsea Boots

    (5)
    Black Tan Gray
  • Thomas & Vine Oswald Men's Leather Chelsea Boots
    $118.99 sale
    $169.99 Reg.

    Thomas & Vine Oswald Men's Leather Chelsea Boots

    (5)
    Black Cognac
  • Vance Co. Waylon Men's Pull-On Chelsea Boots
    $83.99 sale
    $119.99 Reg.

    Vance Co. Waylon Men's Pull-On Chelsea Boots

    (4)
    Black Brown Gray
  • Thomas & Vine Jaylon Men's Leather Chelsea Boots
    $118.99 sale
    $169.99 Reg.

    Thomas & Vine Jaylon Men's Leather Chelsea Boots

    (2)
    Gray Cognac Black
  • Vance Co. Lancaster Chelsea Men's Ankle Boots
    $83.99 sale
    $119.99 Reg.

    Vance Co. Lancaster Chelsea Men's Ankle Boots

    (1)
    Brown Black
  • Nunn Bush® 1912 Men's Leather Chelsea Boots
    $91.99 sale
    $115.00 Reg.

    Nunn Bush® 1912 Men's Leather Chelsea Boots

    (9)
  • Georgia Boots Georgia Giant Revamp Men's Waterproof Chelsea Work Boots
    $141.00

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

    (15)
  • Men's Thomas & Vine Tru Comfort Chelsea Boots
    $139.99 sale
    $199.99 Reg.

    Men's Thomas & Vine Tru Comfort Chelsea Boots

    (3)
    Black Cognac
  • Deer Stags Brayden Men's Wingtip Chelsea Boots
    $65.00

    Deer Stags Brayden Men's Wingtip Chelsea Boots

    (1)
  • Levi's® Chelsea Logger 2 WX Men's Chelsea Boots
    $59.99

    Levi's® Chelsea Logger 2 WX Men's Chelsea Boots

    (2)
    Cedar Brown Black Mono Brown
  • Propet Tyler Men's Waterproof Ankle Boots
    $139.95

    Propet Tyler Men's Waterproof Ankle Boots

    (13)
  • Bogs Kicker Men's Chelsea Rain Boots
    $100.00

    Bogs Kicker Men's Chelsea Rain Boots

    (16)
  • Dockers® Men's Durham Boots
    $85.00

    Dockers® Men's Durham Boots

    (2)
    Black Dark Brown
  • Nunn Bush® 1912 Men's Waterproof Leather Ankle Boots
    $91.99 sale
    $115.00 Reg.

    Nunn Bush® 1912 Men's Waterproof Leather Ankle Boots

    (3)
  • Eastland Daily Double Men's Chelsea Boots
    $125.00

    Eastland Daily Double Men's Chelsea Boots

    (5)