Casual Cowboy Boots

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Casual Cowboy Boots

There are 181 products available

  • 4.6
    (147 Reviews)
    Ariat Rambler Cowboy Boots - Square Toe
    $199.99 Original Price $30.05 Sale $33.99 (20% Coupon) $135.95 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.4
    (193 Reviews)
    Justin Basics Roper Cowboy Boots - Round Toe
    $102.99 Original Price $15.91 Sale $17.42 (20% Coupon) $69.66 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.3
    (297 Reviews)
    Old West Roughout Suede Cowboy Boots
    $71.99 Original Price $11.57 Sale $12.08 (20% Coupon) $48.34 33% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 3.5
    (10 Reviews)
    Tony Lama Tan Worn Goat Leather Americana Cowboy Boots - Square Toe
    $237.99 Original Price $36.32 Sale $40.33 (20% Coupon) $161.34 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.4
    (860 Reviews)
    Old West Smooth Leather Cowboy Boots - Medium Toe
    $71.99 Original Price $11.57 Sale $12.08 (20% Coupon) $48.34 33% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.3
    (27 Reviews)
    Tony Lama El Paso Boots - Snip Toe
    $280.99 Original Price $42.66 Sale $47.67 (20% Coupon) $190.66 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.9
    (21 Reviews)
    Justin Stampede Cattleman Cowboy Boots - Round Toe
    $180.99 Original Price $27.91 Sale $30.62 (20% Coupon) $122.46 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.7
    (33 Reviews)
    Ariat Heritage Crepe Cowboy Boots
    $226.99 Original Price $34.38 Sale $38.52 (20% Coupon) $154.09 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.5
    (8 Reviews)
    Lucchese 1883 Madras Goat Roper Boots - Round Toe
    $469.99 Original Price $71.22 Sale $79.75 (20% Coupon) $319.02 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Cody James Men's Stockman Cowboy Boots - Square Toe
    $226.99 Original Price $34.33 Sale $38.53 (20% Coupon) $154.13 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Cody James Men's Embroidered Western Boots - Square Toe
    $253.99 Original Price $38.67 Sale $43.06 (20% Coupon) $172.26 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Cody James Men's Blue Cowboy Boots - Square Toe
    $226.99 Original Price $34.33 Sale $38.53 (20% Coupon) $154.13 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 5.0
    (4 Reviews)
    Justin Bent Rail Cowboy Boots - Square Toe
    $241.99 Original Price $36.66 Sale $41.07 (20% Coupon) $164.26 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 5.0
    (1 Review)
    Twisted X Ruff Stock Cowboy Boots - Wide Square Toe
    $378.99 Original Price $229.02 Sale $29.99 (20% Coupon) $119.98 68% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Cody James Men's Hombre Square Toe Western Boots - Square Toe
    $239.99 Original Price $36.00 Sale $40.80 (20% Coupon) $163.19 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Cody James Men's Embroidered Western Boots - Square Toe
    $239.99 Original Price $36.00 Sale $40.80 (20% Coupon) $163.19 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.8
    (71 Reviews)
    Ariat Heritage Cowboy Boots - Medium Toe
    $213.99 Original Price $32.71 Sale $36.26 (20% Coupon) $145.02 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Cody James Men's Krakatoa Arena Western Boots - Square Toe
    $239.99 Original Price $36.00 Sale $40.80 (20% Coupon) $163.19 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Cody James Men’s Damiano Embroidered Western Boots - Square Toe
    $226.99 Original Price $34.33 Sale $38.53 (20% Coupon) $154.13 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.2
    (22 Reviews)
    Ariat Crossfire Performance Western Boots - Square Toe
    $266.99 Original Price $40.38 Sale $45.32 (20% Coupon) $181.29 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Cody James Men's Brown Xala Western Boots - Square Toe
    $239.99 Original Price $36.00 Sale $40.80 (20% Coupon) $163.19 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Cody James Men’s Montana Western Boots - Square Toe
    $239.99 Original Price $36.00 Sale $40.80 (20% Coupon) $163.19 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Cody James Men's Brown Stockman Cowboy Boots - Square Toe
    $226.99 Original Price $34.33 Sale $38.53 (20% Coupon) $154.13 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Cody James Men's Classic Brown Western Boots - Medium Toe
    $239.99 Original Price $36.00 Sale $40.80 (20% Coupon) $163.19 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Cody James Men's Vaquero Bone Western Boots - Square Toe
    $226.99 Original Price $34.33 Sale $38.53 (20% Coupon) $154.13 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Cody James Men’s Brown Saddle Vamp Western Boots - Square Toe
    $169.99 Original Price $36.67 Sale $26.66 (20% Coupon) $106.66 37% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Cody James Men’s Saddle Vamp Western Boots - Square Toe
    $169.99 Original Price $36.67 Sale $26.66 (20% Coupon) $106.66 37% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 5.0
    (8 Reviews)
    Double H Roper Cowboy Boots - Wide Square Toe
    $181.99 Original Price $57.02 Sale $24.99 (20% Coupon) $99.98 45% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.5
    (46 Reviews)
    Tony Lama Regal Americana Boots - Medium Toe
    $232.99 Original Price $34.99 Sale $39.60 (20% Coupon) $158.40 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.4
    (22 Reviews)
    Justin Bent Rail Cognac Cowboy Boots - Square Toe
    $241.99 Original Price $36.66 Sale $41.07 (20% Coupon) $164.26 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.7
    (35 Reviews)
    Tony Lama Bay Apache Americana Cowboy Boots
    $232.99 Original Price $34.99 Sale $39.60 (20% Coupon) $158.40 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.4
    (8 Reviews)
    Ariat Hybrid Rancher Cowboy Boots - Square Toe
    $199.99 Original Price $30.05 Sale $33.99 (20% Coupon) $135.95 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 5.0
    (1 Review)
    Justin Silver Cattleman Cowboy Boots - Square Toe
    $214.99 Original Price $32.57 Sale $36.48 (20% Coupon) $145.94 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.0
    (5 Reviews)
    Tony Lama 3R Pitstop Cowboy Boots - Round Toe
    $161.99 Original Price $24.49 Sale $27.50 (20% Coupon) $110.00 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.6
    (5 Reviews)
    Tony Lama Americana Stallion Western Boots - Pointed Toe
    $232.99 Original Price $34.99 Sale $39.60 (20% Coupon) $158.40 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.5
    (8 Reviews)
    Lucchese Handcrafted 1883 Mad Dog Goatskin Cowboy Boots - Square Toe
    $469.99 Original Price $71.22 Sale $79.75 (20% Coupon) $319.02 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.7
    (3 Reviews)
    Nocona Legacy Series Vintage Cowboy Boots - Round Toe
    $252.99 Original Price $38.49 Sale $42.90 (20% Coupon) $171.60 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.5
    (69 Reviews)
    Justin Stampede Western Apache Cowboy Boot - Med Toe
    $173.99 Original Price $26.41 Sale $29.52 (20% Coupon) $118.06 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.7
    (19 Reviews)
    Lucchese Handcrafted 1883 Lonestar Calf Roper Boots - Round Toe
    $441.99 Original Price $66.68 Sale $75.06 (20% Coupon) $300.25 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.6
    (18 Reviews)
    Ariat Men's Stockman Cowboy Boots - Round Toe
    $199.99 Original Price $30.05 Sale $33.99 (20% Coupon) $135.95 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.4
    (17 Reviews)
    Laredo Jacksonville Suede Cowboy Boots - Round Toe
    $161.99 Original Price $24.55 Sale $27.49 (20% Coupon) $109.95 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Ariat Men's Top Hand Performance Cowboy Boots - Square Toe
    $253.99 Original Price $38.71 Sale $43.06 (20% Coupon) $172.22 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 3.9
    (26 Reviews)
    Justin Stampede Roper Cowboy Boots - Round Toe
    $149.99 Original Price $22.57 Sale $25.48 (20% Coupon) $101.94 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.0
    (9 Reviews)
    Ariat Tycoon Cowboy Boots - Square Toe
    $266.99 Original Price $40.38 Sale $45.32 (20% Coupon) $181.29 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • Ariat Men's Exhibitor Casual Boots - Moc Toe
    $130.99 Original Price $21.02 Sale $21.99 (20% Coupon) $87.98 33% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.6
    (38 Reviews)
    Justin Bay Apache Basic Western Cowboy Boots - Medium Toe
    $226.99 Original Price $34.49 Sale $38.50 (20% Coupon) $154.00 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 5.0
    (8 Reviews)
    Justin Q-Crepe Cowboy Boots - Wide Square Toe
    $277.99 Original Price $42.41 Sale $47.12 (20% Coupon) $188.46 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free
  • 4.6
    (12 Reviews)
    Tony Lama 3R Cowboy Boots - Medium Toe
    $210.99 Original Price $32.24 Sale $35.75 (20% Coupon) $143.00 32% Total Savings
    20% off your order of $100 or more
    FREE Domestic Ground Shipping on all orders
    All Boots Ship Free

Casual Cowboy Boots

Casual cowboy boots are the everyday boot. They look great with a pair of jeans, are comfortable to wear from morning to night and strong enough to act as a work boot when the need arises. At Sheplers.com we have a great selection of casual cowboy boots for men at fantastic sale prices, all from the brands you trust. Choose casual styles from Ariat Cowboy Boots, Justin, Tony Lama, Laredo, Twisted X, Cinch and more. Looking for an everyday but dressy style? Our pointed casual cowboy boots are a casual but classy alternative or check out our men's dress boots. For those looking for extra comfort we carry pre-distressed leather boots, as well as a great selection of casual cowboy boots featuring extra comfort technology. With so many options, why shop anywhere else? Sheplers.com has the reviews and filters to help you find the best boots at the prices you are looking for and remember, all of our casual western boots ship free!