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  • Cole Haan Grand+ Men's Chelsea Boots
    $45.00 clearance
    $100.00 Reg.

    Cole Haan Grand+ Men's Chelsea Boots

    (6)
    Closeout Deal
  • Deer Stags Rockland Men's Chelsea Boots
    $54.99 sale
    $60.00 Reg.

    Deer Stags Rockland Men's Chelsea Boots

    (33)
    Redwood Dark Brown Black Black Brown Dark Brown
  • Vance Co. Franco Men's Plain Toe Chukka Boots
    $59.49 sale
    $84.99 Reg.

    Vance Co. Franco Men's Plain Toe Chukka Boots

    (43)
    Black Brown Charcoal Coffee
  • Thomas & Vine Booker Men's Leather Plain Toe Chukka Boots
    $111.99 sale
    $159.99 Reg.

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

    (6)
    Cognac Black
  • Lugz Drifter Peacoat Men's Chukka Boots
    $44.99 sale
    $59.99 Reg.

    Lugz Drifter Peacoat Men's Chukka Boots

    (149)
    Black Gum Black Black Black Gray
  • 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
  • Clarks® Morris Peak Men's Waterproof Ankle Boots
    $92.99 sale
    $110.00 Reg.

    Clarks® Morris Peak Men's Waterproof Ankle Boots

    (85)
  • Lugz Drifter Ripstop Men's Chukka Boots
    $44.99 sale
    $59.99 Reg.

    Lugz Drifter Ripstop Men's Chukka Boots

    (138)
    Red Blue
  • Eastland Cyrus Men's Chelsea Boots
    $71.99 sale
    $90.00 Reg.

    Eastland Cyrus Men's Chelsea Boots

    (4)
    Black Brown Nutmeg
  • Nunn Bush® Chase Men's Boots
    $53.57 - $55.99 with code SAVE20 Promo details.
    $66.97 - $69.99 sale $90.00 Reg.

    Nunn Bush® Chase Men's Boots

    (1)
    Brandy Cognac Multi
  • Lugz Fringe Men's Ankle Boots
    $50.99 sale
    $59.99 Reg.

    Lugz Fringe Men's Ankle Boots

    (169)
    Yellow Black Gum Mushroom Gum Cream Golden Wheat White Black White Black
  • 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
  • Eastland Seneca Men's Chukka Boots
    $95.99 - $120.00
    $120.00 Reg.

    Eastland Seneca Men's Chukka Boots

    (10)
    Bomber Brown Oak
  • Eastland High Fidelity Men's Ankle Boots
    $107.99 sale
    $135.00 Reg.

    Eastland High Fidelity Men's Ankle Boots

    (5)
    Tan Brown Oak
  • Thomas & Vine Nash Men's Wingtip Chelsea Ankle Boots
    $111.99 sale
    $159.99 Reg.

    Thomas & Vine Nash Men's Wingtip Chelsea Ankle Boots

    (11)
    Black Brown
  • Dingo Andy Men's Ankle Boots
    $139.95

    Dingo Andy Men's Ankle Boots

    (5)
  • Eastland Seneca Men's Shoes
    $87.99 sale
    $110.00 Reg.

    Eastland Seneca Men's Shoes

    (3)
  • Deer Stags Malcolm Men's Chelsea Boots
    $44.99 sale
    $60.00 Reg.

    Deer Stags Malcolm Men's Chelsea Boots

    (2)
    Closeout Deal
  • Thomas & Vine Cutler Men's Leather Chukka Boots
    $111.99 sale
    $159.99 Reg.

    Thomas & Vine Cutler Men's Leather Chukka Boots

    (7)
  • Nunn Bush® 1912 Men's Waterproof Leather Ankle Boots
    $73.59 with code SAVE20 Promo details.
    $91.99 sale $115.00 Reg.

    Nunn Bush® 1912 Men's Waterproof Leather Ankle Boots

    (3)
  • Eastland Seth Men's Ankle Boots
    $71.99 sale
    $90.00 Reg.

    Eastland Seth Men's Ankle Boots

    (8)
  • Thomas & Vine Lowry Men's Ankle Boots
    $111.99 sale
    $159.99 Reg.

    Thomas & Vine Lowry Men's Ankle Boots

    (15)
  • Sonoma Goods For Life® Ledger Men's Chukka Boots
    $47.99 with code SAVE20 Promo details.
    $59.99 Reg.

    Sonoma Goods For Life® Ledger Men's Chukka Boots

    (141)
    Black Brown