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  • Vance Co. Franco Men's Plain Toe Chukka Boots
    $55.24 sale
    $84.99 Reg.

    Vance Co. Franco Men's Plain Toe Chukka Boots

    (47)
    Black Brown Charcoal Coffee
  • Nunn Bush® Circuit Men's Chukka Boots
    $40.77 - $68.00 with code 20SAVE Promo details.
    $50.97 - $85.00 $85.00 Reg.

    Nunn Bush® Circuit Men's Chukka Boots

    (32)
    Black Cognac Brown Multi
  • Deer Stags Bangor Men's Chukka Boots
    $54.99 sale
    $60.00 Reg.

    Deer Stags Bangor Men's Chukka Boots

    (40)
    Black Redwood
  • Deer Stags Rockland Men's Chelsea Boots
    $54.99 sale
    $60.00 Reg.

    Deer Stags Rockland Men's Chelsea Boots

    (34)
    Redwood Dark Brown Black Black Brown Dark Brown
  • Propet Findley Men's Suede Chukka Boots
    $96.99 sale
    $114.95 Reg.

    Propet Findley Men's Suede Chukka Boots

    (40)
    Brown Gray Black Desert Camel
  • Eastland High Fidelity Men's Ankle Boots
    $107.99 sale
    $135.00 Reg.

    Eastland High Fidelity Men's Ankle Boots

    (19)
    Tan Dark Brown Black
  • Deer Stags Brayden Men's Dress Chelsea Boots
    $59.99 sale
    $65.00 Reg.

    Deer Stags Brayden Men's Dress Chelsea Boots

    (1)
    Black Brown
  • Deer Stags Argos Men's Chelsea Boots
    $54.99 sale
    $60.00 Reg.

    Deer Stags Argos Men's Chelsea Boots

    (42)
    Black Tan Blue
  • Eastland Jett Men's Ankle Boots
    $127.99 sale
    $160.00 Reg.

    Eastland Jett Men's Ankle Boots

    (3)
  • Eastland High Fidelity Men's Ankle Boots
    $107.99 sale
    $135.00 Reg.

    Eastland High Fidelity Men's Ankle Boots

    (6)
    Tan Brown Oak
  • Eastland Daily Double Men's Leather Chelsea Boots
    $99.99 sale
    $125.00 Reg.

    Eastland Daily Double Men's Leather Chelsea Boots

    (8)
    Tan Black Brown Nubu Oak
  • Deer Stags Men's Hal Comfort Dress Chelsea Boots
    $59.99 sale
    $65.00 Reg.

    Deer Stags Men's Hal Comfort Dress Chelsea Boots

    (1)
    Dark Brown Black
  • Thomas & Vine Corbin Men's Chelsea Boots
    $103.99 sale
    $159.99 Reg.

    Thomas & Vine Corbin Men's Chelsea Boots

    (13)
    Black Brown Cognac
  • Thomas & Vine Keegan Men's Chukka Boots
    $97.49 sale
    $149.99 Reg.

    Thomas & Vine Keegan Men's Chukka Boots

    (3)
    Cognac Taupe Black
  • Stacy Adams Maxwell Men's Leather Chukka Boots
    $98.99 sale
    $110.00 Reg.

    Stacy Adams Maxwell Men's Leather Chukka Boots

    (2)
  • Vance Co. Bowman Tru Comfort Foam Men's Wingtip Ankle Boots
    $84.49 sale
    $129.99 Reg.

    Vance Co. Bowman Tru Comfort Foam Men's Wingtip Ankle Boots

    Cognac Brown Black
  • Thomas & Vine Jarett Men's Wingtip Ankle Boots
    $103.99 sale
    $159.99 Reg.

    Thomas & Vine Jarett Men's Wingtip Ankle Boots

    (32)
    Black Cognac Navy Brown
  • Vance Co. Arturo Tru Comfort Foam Men's Chukka Boots
    $84.49 sale
    $129.99 Reg.

    Vance Co. Arturo Tru Comfort Foam Men's Chukka Boots

    Black Brown Cognac
  • Vance Co. Hogan Tru Comfort Foam Men's Wingtip Chelsea Boots
    $84.49 sale
    $129.99 Reg.

    Vance Co. Hogan Tru Comfort Foam Men's Wingtip Chelsea Boots

    Brown Black Cognac
  • Vance Co. Austin Men's Chukka Boots
    $58.49 sale
    $89.99 Reg.

    Vance Co. Austin Men's Chukka Boots

    (13)
    Gray Navy Black Tan
  • Thomas & Vine Faust Men's Ankle Boots
    $103.99 sale
    $159.99 Reg.

    Thomas & Vine Faust Men's Ankle Boots

    (9)
    Brown Black
  • Thomas & Vine Cedric Men's Suede Chelsea Boots
    $90.99 sale
    $139.99 Reg.

    Thomas & Vine Cedric Men's Suede Chelsea Boots

    (5)
    Black Tan Gray
  • Thomas & Vine Oswald Men's Leather Chelsea Boots
    $110.49 sale
    $169.99 Reg.

    Thomas & Vine Oswald Men's Leather Chelsea Boots

    (5)
    Black Cognac
  • Thomas & Vine Jaylon Men's Leather Chelsea Boots
    $110.49 sale
    $169.99 Reg.

    Thomas & Vine Jaylon Men's Leather Chelsea Boots

    (2)
    Gray Cognac Black
  • Thomas & Vine Booker Men's Leather Plain Toe Chukka Boots
    $103.99 sale
    $159.99 Reg.

    Thomas & Vine Booker Men's Leather Plain Toe Chukka Boots

    (7)
    Cognac Black
  • Thomas & Vine Aldridge Men's Leather Chukka Boots
    $107.24 sale
    $164.99 Reg.

    Thomas & Vine Aldridge Men's Leather Chukka Boots

    (6)
    Cognac Black
  • Thomas & Vine Nash Men's Wingtip Chelsea Ankle Boots
    $103.99 sale
    $159.99 Reg.

    Thomas & Vine Nash Men's Wingtip Chelsea Ankle Boots

    (11)
    Black Brown
  • Eastland Finn Men's Chukka Boots
    $71.99 sale
    $90.00 Reg.

    Eastland Finn Men's Chukka Boots

    (3)
  • Thomas & Vine Watson Men's Wingtip Chelsea Boots
    $103.99 sale
    $159.99 Reg.

    Thomas & Vine Watson Men's Wingtip Chelsea Boots

    (13)
    Black Cognac
  • Eastland Daily Double Men's Leather Chelsea Boots
    $99.99 sale
    $125.00 Reg.

    Eastland Daily Double Men's Leather Chelsea Boots

    (7)
  • Thomas & Vine Enzzo Men's Wingtip Ankle Boots
    $103.99 sale
    $159.99 Reg.

    Thomas & Vine Enzzo Men's Wingtip Ankle Boots

    (15)
  • Thomas & Vine Lowry Men's Ankle Boots
    $103.99 sale
    $159.99 Reg.

    Thomas & Vine Lowry Men's Ankle Boots

    (15)
  • LifeStride Alita Women's Peep Toe Ankle Boots
    $63.99 with code 20SAVE Promo details.
    $79.99 sale $99.99 Reg.

    LifeStride Alita Women's Peep Toe Ankle Boots

    (76)