Take 10% off your first order

Shoes and Boots > Men's Shoes and Boots > Men's Casual Boots (37 items)
Top Sellers in Men's Casual Boots
Rogue Fremont Boots (For Men) Rogue Fremont Boots (For Men)
$46.95
Save 63%
Patagonia Dogwood Boots (For Men) Patagonia Dogwood Boots (For Men)
$65.00
Save 50%
Acorn Merino Sheepskin Boots - Tall (for Men and Women) Acorn Merino Sheepskin Boots - Tall (for Men and Women)
$97.50
Save 50%
Brands Sizes Prices
Search within Men's Casual Boots:  Sort by: View:
Per Page
SAVE: $40.05
(36%)
Dr. Martens Kyle 5-Eye Boots (For Men)
Our Price: $69.95  Retail: $110.00    
Closeouts. For the more sophisticated boot fan, Dr. Martens crafted these Kyle boots with a rounded, moccasin-like toe and ...read more or see more from Dr. Martens
Sizes Available UK(US): 6(7), 7(8), 8(9), (9½), 9(10), 10(11), 11(12)
Colors Available (1):27
SAVE: $30.05
(37%)
Simple Skid Boots (For Men)
Our Price: $49.95  Retail: $80.00    
Closeouts. Not your Dad's high tops, these sporty EcoSneak Skid boots from Simple are a sand-colored medley of the naturall...read more or see more from Simple
Sizes Available : 8, , 9, , 10, 10½, 11, 11½, 12, 13, 15
Colors Available (1):12
SAVE: $75.05
(41%)
H.S. Trask Sportsman ES Boots - Chukkas (For Men)
Our Price: $104.95  Retail: $180.00    
Closeouts. These Sportsman ES Chukka boots are made by H.S. Trask to excel as casual footwear in the field or on the town.<...read more or see more from H.S. Trask
Sizes Available : 8, , 9, , 10, 10½, 11, 11½, 12, 13
Colors Available (3):041827
SAVE: $75.05
(39%)
Wolky Flightdeck Ankle Boots (For Men)
Our Price: $114.95  Retail: $190.00    
Closeouts. Wolky's Flightdeck ankle boots offer superior water resistance with their oiled leather upper and tough toe and ...read more or see more from Wolky
Sizes Available Euro(US): 40(7-7½), 41(8-8½), 42(9-9½), 44(11-11½), 46(12½-13), 47(13½-14)
Colors Available (2):1627
New Items
SAVE: $62.50
(50%)
Johnston & Murphy Shuler Boots (For Men)
Our Price: $62.50  Retail: $125.00    
Closeouts. Added appeal can be found in Johnston & Murphy's Shuler boots thanks to smooth lines and contrast stitching. read more or see more from Johnston & Murphy
Sizes Available : 10½, 11, 11½
Colors Available (1):05
Bargain Barn Clearance Items
SAVE: $200.05
(57%)
Timberland Pull-On Boots (For Men)
Our Price: $149.95  Retail: $350.00    
Closeouts. No more wrestling matches between your feet and a stiff, uncompromising boot shaft... Timberland's Pull-On boots...read more or see more from Timberland
Sizes Available : 8, , 9, , 10, 10½, 11, 11½
Colors Available (1):05
SAVE: $125.05
(45%)
Timberland LTD Boots (For Men)
Our Price: $149.95  Retail: $275.00    
Closeouts. A hybrid of a classically styled dress shoe and a modern pair of boots, Timberland's LTD boots step on the scene...read more or see more from Timberland
Sizes Available : 8, , 9, , 10½, 11, 11½, 13, 15
Colors Available (1):05
SAVE: $30.00
(42%)
Itasca Commando Boots (For Men)
Our Price: $39.95  Retail: $69.95    
Closeouts. Itasca Commando boots are lightweight boots offering the comfort, light weight and cushioning of an athletic sho...read more or see more from Itasca
Sizes Available : 8, , 9, , 10, 10½, 11, 12, 13, 14
Colors Available (1):27
SAVE: $65.05
(48%)
Rogue Halsey Ankle Boots (For Men)
Our Price: $69.95  Retail: $135.00    
Closeouts. Rogue Cork Cradle heel cup design uses lightweight, springy cork to add support to Halsey ankle boots. Custom ad...read more or see more from Rogue
Sizes Available : , 8, , 9, , 10, 10½, 11, 11½
Colors Available (2):0827
SAVE: $116.05
(35%)
Allen-Edmonds Tauton Boots with Leather Outsole (For Men)
Our Price: $213.95  Retail: $330.00    
Closeouts. With its dual-sided elastic gores and tapered toe, Allen-Edmonds' Tauton boot hugs your foot with style. True to...read more or see more from Allen Edmonds
Sizes Available : 7, , 8, 10½, 11, 11½, 12, 12½, 13, 14, 15
Colors Available (2):0827
New Items
SAVE: $70.05
(40%)
H.S. Trask Bozeman Leather Boots - Chukkas (For Men)
Our Price: $104.95  Retail: $175.00    
Closeouts. These H.S. Trask Bozeman chukka boots have traditional styling, with modern comfort features and a durable leath...read more or see more from H.S. Trask
Sizes Available : 8, , 9, , 10, 10½, 11, 11½, 12, 13
Colors Available (1):06
New Items
SAVE: $74.05
(56%)
Rogue Corbet Boots (For Men)
Our Price: $55.95  Retail: $130.00    
Closeouts. Unique-looking footwear from a unique shoe company, the Corbet boot from Rogue features full grain leather upper...read more or see more from Rogue
Sizes Available : 8
Colors Available (1):05
Bargain Barn Clearance Items
SAVE: $126.05
(54%)
Sandro Moscoloni Echo Boots (For Men)
Our Price: $103.95  Retail: $230.00    
Closeouts. To create Sandro Moscoloni's Echo boots, impeccable Spanish craftsmanship is combined with the finest quality le...read more or see more from Sandro Moscoloni
Sizes Available : 11½, 12
Colors Available (1):27
Bargain Barn Clearance Items
SAVE: $80.05
(53%)
Josef Seibel Maccoy Boots (For Men)
Our Price: $69.95  Retail: $150.00    
Closeouts. A classic bicycle toe gives the low-profile Josef Seibel Maccoy boot its distinguished style, while dual elastic...read more or see more from Josef Seibel of Germany
Sizes Available Euro(US): 45(11-11½), 47(13)
Colors Available (1):27
Bargain Barn Clearance Items
SAVE: $75.00
(50%)
Josef Seibel Treviso Boots (For Men)
Our Price: $75.00  Retail: $150.00    
Closeouts. Josef Seibel's Treviso casual boot shows some collegiate style with its suede-trimmed leather uppers, classic bi...read more or see more from Josef Seibel of Germany
Sizes Available Euro(US): 47(13)
Colors Available (1):04
Bargain Barn Clearance Items
SAVE: $55.00
(50%)
Irish Setter Trailblazer Leather Boots - Chukkas (For Men)
Our Price: $54.99  Retail: $109.99    
Closeouts. Irish Setter Trailblazer chukka boots feature rugged style and all day comfort in a casual, outdoor shoe.
  • Sad...read more or see more from Irish Setter
  • Sizes Available : 8, , 9, , 10, 10½, 11, 11½
    Colors Available (1):03
    SAVE: $55.00
    (50%)
    Irish Setter Soft Paws Leather Boots - Chukkas (For Men)
    Our Price: $54.99  Retail: $109.99    
    Closeouts. Irish Setter leather SoftPaws chukka boots feature rugged style and all day comfort in a casual, outdoor shoe.read more or see more from Irish Setter
    Sizes Available : , , 10, 10½, 11, 11½
    Colors Available (1):07
    SAVE: $150.00
    (50%)
    Double H Metro Buck Leather Boots (For Men)
    Our Price: $149.95  Retail: $299.95    
    Closeouts. Double H Metro Buck leather boots provide rugged durability, comfort and style appropriate for campus or town.read more or see more from Double H
    Sizes Available : 7, , 8, , 9, , 10, 10½, 11, 12, 13
    Colors Available (1):14
    SAVE: $65.00
    (50%)
    Patagonia Dogwood Boots (For Men)
    Our Price: $65.00  Retail: $130.00    
    Closeouts. Made from lightweight, full grain leather and natural latex harvested from the Hevea tree, Patagonia's Dogwood b...read more or see more from Patagonia
    Sizes Available : , , 10½, 11½, 12, 14
    Colors Available (1):27
    SAVE: $150.00
    (50%)
    H.S. Trask Dublin Boots - Slip-Ons  (For Men)
    Our Price: $150.00  Retail: $300.00    
    Closeouts. Dublin slip-on boots from H.S. Trask have a refined yet down-to-earth character reminiscent of the much-loved Ir...read more or see more from H.S. Trask
    Sizes Available : , 9, , 10, 10½, 11, 11½, 12
    Colors Available (2):0427
    Search within Men's Casual Boots: 
     
    MyUpdates!

    Shoes and Boots

     >

    Men's Shoes and Boots

     >

    Men's Casual Boots

      custom search view cart / checkout Shopping Cart 0 items $0.00 ) my account   live chat   1-800-713-4534  
    Exclusive email-only specials! Learn More
    Overstocks, Closeouts, and Seconds at Sierra Trading Post
    At Least 50% Off 4 - to 5-Star Items