198 products
  • Filter & Sort
  • Shoes
  • Boots
  • Sale
  • Mens
  • Comfort
  • Medium
Featured undefined
Previous Page Next Page
of 5
  • Eddie Bauer Lincoln Rock Men's Waterproof Hiking Boots
    $55.97 sale
    $75.00 Reg.

    Eddie Bauer Lincoln Rock Men's Waterproof Hiking Boots

    (24)
  • Vance Co. Franco Men's Plain Toe Chukka Boots
    $59.49 sale
    $84.99 Reg.

    Vance Co. Franco Men's Plain Toe Chukka Boots

    (42)
    Black Brown Charcoal Coffee
  • Propet Seeley II Men's Composite-Toe Work Shoes
    $83.99 sale
    $99.95 Reg.

    Propet Seeley II Men's Composite-Toe Work Shoes

    (22)
    Black Gray Gray Blue
  • Skechers® Relaxed Fit Trego Pacifico Men's Waterproof Hiking Boots
    $70.97 sale
    $95.00 Reg.

    Skechers® Relaxed Fit Trego Pacifico Men's Waterproof Hiking Boots

    (501)
  • Northside Gresham Mid Men's Waterproof Hiking Boots
    $51.99 sale
    $65.00 Reg.

    Northside Gresham Mid Men's Waterproof Hiking Boots

    (58)
  • Deer Stags Rockland Men's Chelsea Boots
    $54.99 sale
    $60.00 Reg.

    Deer Stags Rockland Men's Chelsea Boots

    (31)
    Redwood Dark Brown Black Black Brown Dark Brown
  • Deer Stags Argos Men's Chelsea Boots
    $54.99 sale
    $60.00 Reg.

    Deer Stags Argos Men's Chelsea Boots

    (41)
    Black Tan Blue
  • Propet Ridgewalker Men's Waterproof Hiking Shoes
    $92.99 sale
    $109.95 Reg.

    Propet Ridgewalker Men's Waterproof Hiking Shoes

    (54)
    Black Gray Blue Brown Gunsmoke Orange Black Red
  • Propet Sentry Men's Waterproof Work Boots
    $109.99 sale
    $129.95 Reg.

    Propet Sentry Men's Waterproof Work Boots

    (23)
    Brown Orange Black
  • Dockers Brookside Men's Boots
    $63.75 sale
    $85.00 Reg.

    Dockers Brookside Men's Boots

    (2)
    Cognac Black
  • Nunn Bush® Otto Men's Suede Chukka Boots
    $70.97 - $75.99 sale
    $95.00 Reg.

    Nunn Bush® Otto Men's Suede Chukka Boots

    (12)
    Navy Gray
    Closeout Deal
  • 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 High Fidelity Men's Ankle Boots
    $107.99 sale
    $135.00 Reg.

    Eastland High Fidelity Men's Ankle Boots

    (19)
    Tan Dark Brown Black
  • Lugz Drifter Peacoat Men's Chukka Boots
    $44.99 sale
    $59.99 Reg.

    Lugz Drifter Peacoat Men's Chukka Boots

    (148)
    Black Gum Black Black Black Gray
  • Propet Traverse Men's Waterproof Hiking Boots
    $73.99 sale
    $87.47 Reg.

    Propet Traverse Men's Waterproof Hiking Boots

    (20)
    Black Beige Khaki Gray Black Gray Gray Black Sand Brown
  • Dockers® Denver Men's Boots
    $63.75 sale
    $85.00 Reg.

    Dockers® Denver Men's Boots

    (3)
    Black Dark Brown
  • Deer Stags Bangor Men's Chukka Boots
    $54.99 sale
    $60.00 Reg.

    Deer Stags Bangor Men's Chukka Boots

    (38)
    Black Redwood
  • Nunn Bush® Otto Men's Leather Plain Toe Chukka Boots
    $87.99 sale
    $110.00 Reg.

    Nunn Bush® Otto Men's Leather Plain Toe Chukka Boots

    (6)
    Black Tumbled Brown Ch
  • Thomas & Vine Corbin Men's Chelsea Boots
    $111.99 sale
    $159.99 Reg.

    Thomas & Vine Corbin Men's Chelsea Boots

    (12)
    Black Brown Cognac
  • Nunn Bush® Circuit Men's Chukka Boots
    $67.99 sale
    $85.00 Reg.

    Nunn Bush® Circuit Men's Chukka Boots

    (32)
    Black Cognac
  • Polar Armor Peak II Men's Waterproof Winter Boots
    $39.99 sale
    $80.00 Reg.

    Polar Armor Peak II Men's Waterproof Winter Boots

    (48)
    Navy Black Gray
  • Vance Co. Austin Men's Chukka Boots
    $62.99 sale
    $89.99 Reg.

    Vance Co. Austin Men's Chukka Boots

    (13)
    Tan Gray Navy Black
  • Eastland Lumber Up Men's Hiking Boots
    $107.99 sale
    $135.00 Reg.

    Eastland Lumber Up Men's Hiking Boots

    (1)
    Black Oak
  • Koolaburra by UGG Braan Men's Suede Chukka Boots
    $84.99 sale
    $94.99 Reg.

    Koolaburra by UGG Braan Men's Suede Chukka Boots

    (14)
  • Propet Troy Men's Waterproof Leather Ankle Boots
    $105.99 sale
    $124.95 Reg.

    Propet Troy Men's Waterproof Leather Ankle Boots

    (2)
  • Thomas & Vine Watson Men's Wingtip Chelsea Boots
    $111.99 sale
    $159.99 Reg.

    Thomas & Vine Watson Men's Wingtip Chelsea Boots

    (9)
    Black Cognac
  • Propet Cliffwalker Men's Waterproof Hiking Boots
    $100.99 sale
    $119.95 Reg.

    Propet Cliffwalker Men's Waterproof Hiking Boots

    (17)
  • totes Cirrus Men's Waterproof Chelsea Rain Boots
    $39.00 sale
    $60.00 Reg.

    totes Cirrus Men's Waterproof Chelsea Rain Boots

    (186)
  • Propet Findley Men's Suede Chukka Boots
    $96.99 sale
    $114.95 Reg.

    Propet Findley Men's Suede Chukka Boots

    (40)
    Brown Black Gray Desert Camel
  • Lugz Rapid Men's Sneakers
    $44.99 sale
    $59.99 Reg.

    Lugz Rapid Men's Sneakers

    (57)
    Black Black Golden Wheat Bark Gum Brown Olive
  • Nunn Bush® Luxor Men's Waterproof Leather Ankle Boots
    $91.99 sale
    $115.00 Reg.

    Nunn Bush® Luxor Men's Waterproof Leather Ankle Boots

    (70)
    Charcoal Tan Multi
  • Nunn Bush® 1912 Men's Leather Ankle Boots
    $91.99 sale
    $115.00 Reg.

    Nunn Bush® 1912 Men's Leather Ankle Boots

    (6)
    Black Ch Brown Ch
  • Nunn Bush® 1912 Men's Leather Chelsea Boots
    $91.99 sale
    $115.00 Reg.

    Nunn Bush® 1912 Men's Leather Chelsea Boots

    (9)
  • Cole Haan Grand+ Men's Chelsea Boots
    $74.97 sale
    $100.00 Reg.

    Cole Haan Grand+ Men's Chelsea Boots

    (6)
    Closeout Deal
  • Levi's® Dean WX UL Men's Chukka Boots
    $68.00 sale
    $85.00 Reg.

    Levi's® Dean WX UL Men's Chukka Boots

    (27)
  • Thomas & Vine Feron Cap Toe Men's Leather Ankle Boots
    $139.99 sale
    $199.99 Reg.

    Thomas & Vine Feron Cap Toe Men's Leather Ankle Boots

    (1)
    Brown Black
  • Vance Co. Lucien Men's Cap Toe Ankle Boots
    $69.99 sale
    $99.99 Reg.

    Vance Co. Lucien Men's Cap Toe Ankle Boots

    (4)
    Gray Brown
  • Vance Co. Langford Men's Ankle Boots
    $69.99 sale
    $99.99 Reg.

    Vance Co. Langford Men's Ankle Boots

    (3)
    Brown Black
  • Eastland Jayce Men's Leather Boots
    $127.99 sale
    $160.00 Reg.

    Eastland Jayce Men's Leather Boots

    (2)
    Brown 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
  • Propet Smith Men's Waterproof Composite Toe Work Boots
    $122.99 sale
    $144.95 Reg.

    Propet Smith Men's Waterproof Composite Toe Work Boots

    (8)
  • Polar Armor Blast 02 Men's Snow Boots
    $39.99 sale
    $80.00 Reg.

    Polar Armor Blast 02 Men's Snow Boots

    (23)
    Black Brown
  • Vance Co. Orson Men's Chukka Boots
    $62.99 sale
    $89.99 Reg.

    Vance Co. Orson Men's Chukka Boots

    (9)
    Tan Gray
  • Eastland Belgrade Men's Ankle Boots
    $111.99 sale
    $140.00 Reg.

    Eastland Belgrade Men's Ankle Boots

    Oak Black
  • 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
  • Clarks® Morris Peak Men's Waterproof Ankle Boots
    $92.99 sale
    $110.00 Reg.

    Clarks® Morris Peak Men's Waterproof Ankle Boots

    (85)
  • Eastland Lumber Up Men's Ankle Boots
    $107.99 - $135.00
    $125.00 - $135.00 Reg.

    Eastland Lumber Up Men's Ankle Boots

    (7)
    Navy Gray Peanut Dark Brown
  • Thomas & Vine Aldridge Men's Leather Chukka Boots
    $115.49 sale
    $164.99 Reg.

    Thomas & Vine Aldridge Men's Leather Chukka Boots

    (6)
    Cognac Black