Men's Chukka Boots

There are 52 products available

Men's Chukka Boots

There are 52 products available

  • Twisted X Men's Camo Leather Driving Mocs
    $161.99 Original Price $102.02 Sale $59.97 63% Total Savings
  • Twisted X Men's Leather Ankle Driving Shoes
    $141.99 Original Price $21.40 Sale $120.59 15% Total Savings
  • Twisted X Men's Brown and Tan Checkerboard Driving Mocs
    $146.99 Original Price $22.28 Sale $124.71 15% Total Savings
  • Twisted X Men's Brown Waterproof Driving Mocs
    $166.99 Original Price $25.78 Sale $141.21 15% Total Savings
  • Twisted X Men's Leather Hyena Driving Mocs
    $150.99 Original Price $22.70 Sale $128.29 15% Total Savings
  • Justin Men's Waxy Dark Brown Driver Moc Shoes
    $109.99 Original Price $17.06 Sale $92.93 16% Total Savings
  • Twisted X Men's Bomber Brown Driving Mocs
    $143.99 Original Price $22.28 Sale $121.71 15% Total Savings
  • Twisted X Men's Brown Lace-Up Driving Shoes - Steel Toe
    $192.99 Original Price $29.11 Sale $163.88 15% Total Savings
  • Twisted X Men's Brown and Neon Yellow Leather Driving Mocs
    $150.99 Original Price $22.70 Sale $128.29 15% Total Savings
  • Twisted X Men's Brown and Red Driving Mocs
    $150.99 Original Price $22.70 Sale $128.29 15% Total Savings
  • Twisted X Men's Casual Work Driving Mocs - Steel Toe
    $176.99 Original Price $26.77 Sale $150.22 15% Total Savings
  • Twisted X Men's Full-Quill Ostrich Driving Mocs
    $223.99 Original Price $34.30 Sale $189.69 15% Total Savings
  • Twisted X Men's Distressed Grain Driving Mocs
    $161.99 Original Price $82.02 Sale $79.97 51% Total Savings
  • Roper Gum Sole Suede Moccasins Boots
    $126.99 Original Price $19.23 Sale $107.76 15% Total Savings
  • Twisted X Men's Yellow and Brown Checkerboard Driving Mocs
    $156.99 Original Price $24.31 Sale $132.68 15% Total Savings
  • Twisted X Men's Black Driving Mocs
    $150.99 Original Price $22.70 Sale $128.29 15% Total Savings
  • Twisted X Men's VFW Stars and Stripes Driving Mocs
    $150.99 Original Price $22.70 Sale $128.29 15% Total Savings
  • Frye Oliver Antique Chukka Shoes
    $278.00
  • Roper Nubuck Ostrich Print Ankle Boots
    $158.99 Original Price $24.29 Sale $134.70 15% Total Savings
  • Twisted X Driving Lace-Up Moccasin Shoes - Steel Toe
    $171.99 Original Price $26.16 Sale $145.83 15% Total Savings
  • Twisted X Men's Brown Woven Driving Mocs
    $156.99 Original Price $24.31 Sale $132.68 15% Total Savings
  • Roper Tan Suede Chukka Gum Casual Shoes
    $126.77
  • Justin Distressed Lace-Up Casual Chukka Shoes - Round Toe
    $154.99 Original Price $23.80 Sale $131.19 15% Total Savings
  • Eastland Men's Dark Olive Suede Seneca Camp Moc Chukka Boot
    $161.99 Original Price $24.49 Sale $137.50 15% Total Savings
  • Twisted X Men's Distressed Tiger Leather Driving Mocs
    $150.99 Original Price $22.70 Sale $128.29 15% Total Savings
  • Justin Men's Waxy Tan Bomber Driver Moc Shoes
    $109.99 Original Price $17.06 Sale $92.93 16% Total Savings
  • Justin Men's Waxy Dark Brown Driver Moc Shoes - Steel Toe
    $124.99 Original Price $19.24 Sale $105.75 15% Total Savings
  • Roper Men's Driving Moc Chukka Boots
    $154.68 Original Price $34.71 Sale $119.97 22% Total Savings
  • Frye Men's James Lug Chukka Shoes
    $277.99
  • Frye Men's Oliver Chukka Shoes
    $267.99
  • Frye Men's Porter Chukka Shoes
    $258.00
  • Frye Phillip Chukka Shoes
    $298.00
  • Frye James Chukka Shoes
    $298.00
  • Chippewa Men's 1955 Original Modern Suburban Burgundy Boots - Round Toe
    $441.99 Original Price $67.05 Sale $374.94 15% Total Savings
  • Roper Chukka Gum Casual Shoes
    $152.99 Original Price $23.68 Sale $129.31 15% Total Savings
  • Twisted X Driving Lace-Up Moccasin Shoes - Round Toe
    $150.99 Original Price $22.70 Sale $128.29 15% Total Savings
  • Georgia Farm and Ranch Chukka Work Boots - Round Toe
    $183.99 Original Price $27.75 Sale $156.24 15% Total Savings
  • Twisted X Men's Ostrich Leather Driving Mocs
    $282.99 Original Price $42.86 Sale $240.13 15% Total Savings
  • Roper Men's Gum Sole Chukka Shoes
    $161.40 Original Price $41.43 Sale $119.97 26% Total Savings
  • Eastland Men's Brown Seneca Camp Moc Chukka Boot
    $161.99 Original Price $24.49 Sale $137.50 15% Total Savings
  • Eastland Men's Natural Seneca Camp Moc Chukka Boots
    $161.99 Original Price $24.49 Sale $137.50 15% Total Savings
  • Eastland Men's Tan Seneca Camp Moc Chukka Boots
    $161.99 Original Price $24.49 Sale $137.50 15% Total Savings
  • Eastland Men's Natural Suede Seneca Camp Moc Chukka Boots
    $161.99 Original Price $24.49 Sale $137.50 15% Total Savings
  • Eastland Men's Navy Seneca Camp Moc Chukka Boots
    $161.99 Original Price $24.49 Sale $137.50 15% Total Savings
  • Eastland Men's Pecan Seneca Camp Moc Chukka Boot
    $161.99 Original Price $24.49 Sale $137.50 15% Total Savings
  • Eastland Men's Tan Seneca Camp Moc Chukka Boot
    $161.99 Original Price $24.49 Sale $137.50 15% Total Savings
  • Eastland Men's Bomber Brown Seneca Camp Moc Chukka Boot
    $161.99 Original Price $24.49 Sale $137.50 15% Total Savings
  • Eastland Men's Bomber Brown Seneca Camp Moc Chukka Boots
    $147.99 Original Price $22.99 Sale $125.00 16% Total Savings
  • Eastland Men's Khaki Suede Seneca Camp Moc Chukka Boots
    $147.99 Original Price $22.99 Sale $125.00 16% Total Savings
  • Justin Men's Waxy Tan Bomber Driver Moc Shoes - Steel Toe
    $124.99 Original Price $19.24 Sale $105.75 15% Total Savings
  • Twisted X Driving Lace-Up Moccasin Shoes - Composition Toe
    $176.99 Original Price $26.77 Sale $150.22 15% Total Savings
  • 5.11 Tactical Men's Pursuit Chukka Boots
    $161.99 Original Price $24.50 Sale $137.49 15% Total Savings

Men's Chukka Boots

Chukka boots are now in style for all types of environment and terrain. These leather boots are made with suede and leather uppers, and generally have two to four pairs of eyelets for the laces. With major brands such as Twisted X, Roper, and Frye, you can find the right Chukka boot for your needs. We offer round toe and moc toe, with many color options including traditional solids such as brown, tan, and black, as well as unique options including American flag and checkerboard designs. Our Chukka boots for men are good for hiking on the trail or casual everyday use. Our men's boots ship free!