Men's Chukka Boots

There are 65 products available

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Men's Chukka Boots

There are 65 products available

  • Twisted X Men's Distressed Grain Driving Mocs
    $161.99 Original Price $92.02 Sale $13.99 (20% Coupon) $55.98 65% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • 3.0
    (2 Reviews)
    Twisted X Men's Leather Ankle Driving Shoes
    $147.99 Original Price $23.01 Sale $25.00 (20% Coupon) $99.98 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Ariat Men's Brown Spitfire Shoes
    $146.99 Original Price $22.05 Sale $24.99 (20% Coupon) $99.95 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Distressed Tiger Leather Driving Mocs
    $161.99 Original Price $102.02 Sale $11.99 (20% Coupon) $47.98 70% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Bomber Driving Moccasin Boots - Round Toe
    $147.99 Original Price $23.01 Sale $25.00 (20% Coupon) $99.98 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Ariat Men's Brown Spitfire Shoes
    $146.99 Original Price $22.05 Sale $24.99 (20% Coupon) $99.95 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Ariat Men's Dark Brown Spitfire Shoes
    $146.99 Original Price $22.05 Sale $24.99 (20% Coupon) $99.95 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Basketweave Hiker Shoes - Moc Toe
    $162.99 Original Price $25.19 Sale $27.56 (20% Coupon) $110.24 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • 5.0
    (1 Review)
    Twisted X Men's Leather Hyena Driving Mocs
    $147.99 Original Price $23.01 Sale $25.00 (20% Coupon) $99.98 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Brown Lace-Up Driving Shoes - Steel Toe
    $199.99 Original Price $30.15 Sale $33.97 (20% Coupon) $135.87 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Brown and Tan Checkerboard Driving Mocs
    $214.99 Original Price $32.33 Sale $36.53 (20% Coupon) $146.13 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Brown and Neon Yellow Leather Driving Mocs
    $147.99 Original Price $22.83 Sale $25.03 (20% Coupon) $100.13 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • 4.0
    (3 Reviews)
    Roper Gum Sole Suede Moccasins Boots
    $120.99 Original Price $18.62 Sale $20.47 (20% Coupon) $81.90 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Brown Waterproof Driving Mocs
    $172.99 Original Price $26.65 Sale $29.27 (20% Coupon) $117.07 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • 4.3
    (7 Reviews)
    Justin Men'sTrotter Chukka Boots - Round Toe
    $132.99 Original Price $20.55 Sale $22.49 (20% Coupon) $89.95 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Casual Work Driving Mocs - Steel Toe
    $172.99 Original Price $26.65 Sale $29.27 (20% Coupon) $117.07 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Justin Men's Waxy Dark Brown Driver Moc Shoes
    $103.99 Original Price $15.86 Sale $17.63 (20% Coupon) $70.50 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • 3.0
    (1 Review)
    Twisted X Men's Camo Leather Driving Mocs
    $161.99 Original Price $102.02 Sale $11.99 (20% Coupon) $47.98 70% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Full-Quill Ostrich Driving Mocs
    $217.99 Original Price $33.19 Sale $36.96 (20% Coupon) $147.84 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Yellow and Brown Checkerboard Driving Mocs
    $152.99 Original Price $23.74 Sale $25.85 (20% Coupon) $103.40 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Brown and Red Driving Mocs
    $147.99 Original Price $23.01 Sale $25.00 (20% Coupon) $99.98 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Roper Casual Chukka Boots
    $144.99 Original Price $22.15 Sale $24.57 (20% Coupon) $98.27 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Brown Woven Driving Mocs
    $152.99 Original Price $23.74 Sale $25.85 (20% Coupon) $103.40 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Slip On Basketweave Driving Mocs - Moc Toe
    $152.99 Original Price $23.74 Sale $25.85 (20% Coupon) $103.40 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Justin Men's Waxy Dark Brown Driver Moc Shoes - Steel Toe
    $117.99 Original Price $17.71 Sale $20.06 (20% Coupon) $80.22 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Black Driving Mocs
    $146.99 Original Price $22.67 Sale $24.86 (20% Coupon) $99.46 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Roper Chukka Gum Casual Shoes
    $144.99 Original Price $22.15 Sale $24.57 (20% Coupon) $98.27 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Bomber Brown Driving Mocs
    $139.99 Original Price $21.42 Sale $23.71 (20% Coupon) $94.86 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Justin Men's Waxy Tan Bomber Driver Moc Shoes
    $103.99 Original Price $15.86 Sale $17.63 (20% Coupon) $70.50 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Roper Men's Brown Romeo Cruiser Casual Driving Moc Boots - Round Toe
    $120.99 Original Price $18.62 Sale $20.47 (20% Coupon) $81.90 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Brown Hiker Shoes
    $174.99 Original Price $26.51 Sale $29.70 (20% Coupon) $118.78 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Driving Lace-Up Moccasin Shoes - Round Toe
    $144.99 Original Price $22.15 Sale $24.57 (20% Coupon) $98.27 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Ostrich Leather Driving Mocs
    $275.99 Original Price $42.06 Sale $46.79 (20% Coupon) $187.14 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Driving Lace-Up Moccasin Shoes - Composition Toe
    $169.99 Original Price $25.79 Sale $28.84 (20% Coupon) $115.36 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's VFW Stars and Stripes Driving Mocs
    $147.99 Original Price $23.01 Sale $25.00 (20% Coupon) $99.98 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Justin Men's Waxy Tan Bomber Driver Moc Shoes - Steel Toe
    $117.99 Original Price $17.71 Sale $20.06 (20% Coupon) $80.22 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Twisted X Men's Tan Ankle Driving Moccasins - Moc Toe
    $106.99 Original Price $16.19 Sale $18.16 (20% Coupon) $72.64 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Frye Men's James Lug Chukka Shoes
    $277.99
    FREE Domestic Ground Shipping on all orders
    All Men's and Women's Boots Ship Free
  • Frye Men's Oliver Chukka Shoes
    $267.99
    FREE Domestic Ground Shipping on all orders
    All Men's and Women's Boots Ship Free
  • Frye Men's Porter Chukka Shoes
    $258.00
    FREE Domestic Ground Shipping on all orders
    All Men's and Women's Boots Ship Free
  • Frye Phillip Chukka Shoes
    $298.00
    FREE Domestic Ground Shipping on all orders
    All Men's and Women's Boots Ship Free
  • Frye Oliver Antique Chukka Shoes
    $278.00
    FREE Domestic Ground Shipping on all orders
    All Men's and Women's Boots Ship Free
  • Chippewa Men's 1955 Original Modern Suburban Burgundy Boots - Round Toe
    $294.99 Original Price $45.05 Sale $49.99 (20% Coupon) $199.95 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Roper Nubuck Ostrich Print Ankle Boots
    $150.99 Original Price $23.02 Sale $25.59 (20% Coupon) $102.38 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • 4.5
    (2 Reviews)
    Justin Distressed Lace-Up Casual Chukka Shoes - Round Toe
    $154.99 Original Price $23.80 Sale $26.24 (20% Coupon) $104.95 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Roper Tan Suede Chukka Gum Casual Shoes
    $126.77 Original Price $25.35 (20% Coupon) $101.42 20% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Georgia Farm and Ranch Chukka Work Boots - Round Toe
    $183.99 Original Price $27.75 Sale $31.25 (20% Coupon) $124.99 32% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free
  • Roper Men's Gum Sole Chukka Shoes
    $161.40 Original Price $61.43 Sale $19.99 (20% Coupon) $79.98 50% Total Savings
    FREE Domestic Ground Shipping on all orders
    20% off your order of $100 or more
    All Men's and Women's Boots Ship Free

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!