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163035
Men's Give your style a fresh new look with the Skechers Expended - Kelso. This moc-toe style chukka pairs well with jeans and khakis, featuring a smooth synthetic upper and Skechers' Relaxed Fit design for a roomy feel. With a breathable mesh lining and an Air Cooled Memory Foam cushioned insole, this boot will keep your feet feeling fresh.

  • moc-toe style chukka boot
  • Relaxed Fit for a roomy feel
  • smooth synthetic upper
  • breathable mesh lining
  • padded tongue and collar for added support
  • lace-up front closure for a secure fit
  • Air Cooled Memory Foam cushioned insole for all-day comfort
  • Goga Mat arch support
  • lightweight synthetic traction outsole
$69.99
163609
Men's Take style and comfort to the next level with the Eastland Finn. With an upper crafted from synthetic leather and featuring contrasting stitching details throughout, this plain-toe oxford styled boot is perfect for casual everyday wear pairing well with jeans and khakis. The padded tongue and collar offer additional support through the ankle while also providing contrast style. A memory foam insole cushions your foot with every stride and paired with a durable synthetic traction outsole this boot will keep your strutting in style throughout the day.

  • plain-toe oxford boot design
  • smooth synthetic leather upper
  • secure lace-up front closure
  • padded tongue and collar for added support
  • contrasting collar and tongue for added style
  • contrast stitching details throughout upper
  • memory foam cushioned insole for lasting comfort
  • durable synthetic outsole for multi-surface traction
$49.99
163622
Men's Lace-up in the Mountain Creek Miles, a boot that combines casual style and utility. This moc-toe style boot features a synthetic upper qith stitching details for added style, pairing well with jeans and khakis. The lace-up front closure secures your foot in place, a cushioned insole ensures lasting comfort throughout the day, and a lugged synthetic outsole provides traction and durability.

  • moc-toe style boot
  • smooth synthetic upper
  • stitching details for added style
  • lace-up front closure for a secure fit
  • padded tongue and collar for added support
  • heel pull-tab for an easier on and off
  • cushioned insole for lasting comfort
  • lugged synthetic outsole for traction and durability
Was: $39.99 Sale Price: $32.99
163828
Men's Lace-up with the Levi's Dean and add some flair to your wardrobe. This moc-toe boot features a durable synthetic leather upper with contrasting stitching details, and Levi's Comfort insole for long-lasting comfort. The lace-up front closure keeps your foot secure in place, while the padded tongue and collar offer additional support.

  • moc-toe boot design
  • durable synthetic leather upper
  • contrasting stitching details for accent
  • secure lace-up front closure
  • padded tongue and collar for additional support
  • heel pull-tab for an easy on and off
  • Levi's Comfort insole for long-lasting comfort
  • lugged rubber outsole
$54.99
162325
Men's Slide into casual style with the Ashford Hayes Rilo Chelsea. Crafted with a sleek synthetic leather upper, this laceless boot pairs well with jeans and khakis making it perfect for casual occasions. The cushioned insole provides a comfortable fit while a heel pull-tab allows for an easy on and off.

  • laceless design
  • synthetic leather upper
  • large double elastic goring for a secure fit
  • heel pull-tab for an easy on and off
  • cushioned insole
  • raised heel for added style
  • durable outsole
Was: $44.99 Sale Price: $34.99
162517
Men's Try adding casual style to your wardrobe with the Robert David Kinston. A cap-toe design featuring a smooth synthetic leather upper, a secure lace-up front closure, and a raised heel for added style. This casual boot pairs well with jeans and khakis, while also keeping your foot secured in comfort.

  • cap-toe design
  • smooth synthetic leather upper
  • secure lace-up front closure
  • padded tongue and collar
  • heel pull-tab for an easy on and off
  • cushioned insole for lasting comfort
  • raised heel for added design
  • traction synthetic outsole
Was: $39.99 Sale Price: $32.99
162614
Men's For a stylish yet comfortable boot to get your through the day, try the Lugz Fringe. This chukka styled boot features a moc toe design with a synthetic leather upper. The lace-up front closure combined with the padded collar work together to keep your foot in place, a cushioned insole makes every step worth taking, and a durable lugged outsole provides superior traction.

  • chukka style with moc toe design
  • synthetic leather upper
  • lace-up front closure for a secure fit
  • padded collar for extra support
  • cushioned insole for lasting comfort
  • durable lugged rubber outsole
$39.99
163533
Men's For a rugged casual look try the Roan Humboldt II. Perfect for those in need of a bold casual style, with a distressed genuine leather upper, reinforced stitching, and a raised heel for added style. A cushioned insole paired with a side zipper for access, and a heel pull-tab for an easy on and off, these elements come together to create a unique harness boot designed for style and comfort.

  • harness boot design
  • distressed genuine leather upper
  • reinforced stitching
  • side zipper for easy access on and off
  • heel pull-tab for an easy on and off
  • cushioned insole
  • raised heel for added style
Was: $79.99 Sale Price: $64.99
166900
Men's Slide into sleek style with the Curt & Larson Portland. Crafted with a sleek synthetic leather upper, this laceless boot pairs well with jeans and khakis making it perfect for casual occasions. Large double elastic goring provides a secure fit while a heel pull-tab allows for an easy on and off.

  • laceless design
  • synthetic leather upper
  • large double elastic goring for secure fit
  • heel pull-tab for an easy on and off
  • cushioned insole
  • raised heel for added style
  • durable outsole
Was: $39.99 Sale Price: $29.99
162530
Men's Lace-up in style with the Ashford Hayes Brance. This cap toe boot features a smooth synthetic upper with contrasting stitching details and antique golden eyelets for added design to keep your look fresh. Lace-up front closure and cushioned insole keeps your foot secure and comfortable in a place, while a padded collar offers extra support.

  • cap toe design
  • smooth synthetic upper
  • contrasting stitching details for added style
  • lace-up front closure for secure fit
  • antique finished golden eyelets for added style
  • padded collar for extra support
  • cushioned insole
  • durable synthetic traction outsole
$39.99
154902
Men's Comfort and style never looked so good:

  • leather, synthetic, and textile upper
  • padded collar and tongue
  • lace-up front closure
  • velcro strap for a more secure fit
  • EVA midsole for long-lasting comfort
  • synthetic overlays on upper
  • lugged synthetic outsole for traction and durability
$39.98
154452
Men's This rustic boot by Lucky Brand® features:

  • leather and fabric upper
  • lace-up front closure
  • side zipper for a secure fit
  • pull-tab on the heel for an easier on and off
  • cushioned insole for long-lasting comfort
  • durable synthetic outsole for traction
$54.98
153011
Men's This handsome boot features:

  • smooth synthetic upper
  • front zipper closure with velcro strap
  • padded collar for comfort
  • pull-tab on the heel for an easier on and off
  • cushioned insole for long-lasting comfort
  • durable synthetic outsole
$39.99
153001
Men's This comfortable Lucky Brand® boot features:

  • genuine leather and fabric upper
  • lace-up front closure
  • pull-tab on the heel for an easier on and off
  • contrast stitching on upper
  • cushioned insole for comfort
  • durable rubber outsole for traction
Was: $49.98 Sale Price: $24.99
154346
Men's This handsome boot features:

  • synthetic nubuck upper
  • easy slip-on design
  • pull-tab on the heel for an easy on and off
  • dual elastic goring for a secure fit
  • contrast stitching on the welt
  • cushioned insole for long-lasting comfort
  • durable synthetic outsole for traction
$39.98
154524
Men's This stylish wing-tip shoe features:

  • smooth leather upper
  • perforated detailing throughout
  • lace-up front closure
  • pull-tab on the heel for an easier on and off
  • cushioend insole for comfort
  • durable synthetic outsole for traction
$39.98
153835
Men's This comfortable boot by Lugz® features:

  • synthetic upper
  • lace-up front closure
  • padded collar for ankle support
  • pull-tab on the heel for an easier on and off
  • cushioned insole for comfort
  • durable, lugged outsole for traction
$39.99
153491
Men's This handsome boot features:

  • smooth synthetic upper
  • lace-up front closure
  • wool padded collar for ankle support
  • pull-tab on the heel for an easier on and off
  • contrast stitching on upper and welt
  • cushioned insole for long-lasting comfort
  • durable synthetic outsole for traction on multiple surfaces
$39.98
151733
Men's This handsome, rugged boot is ready for anything you throw at it:

  • premium leather upper
  • padded knit collar for ankle comfort and support
  • lace-up front for a perfect fit
  • waterproof seam-sealed construction
  • 400 grams of PrimaLoft® insulation
  • rustproof hardware for long-lasting wear
  • cushioned insole for long-lasting comfort
  • durable rubber lugged outsole for traction on multiple surfaces
  • Timberland® recommends buying boots a half size down from your sneaker size. So if you're a sneaker 11, order a size 10.5
Was: $159.99 Sale Price: $139.99
150869
Men's This handsome, rugged boot is ready for anything you throw at it:

  • premium leather upper
  • padded collar for ankle comfort and support
  • lace-up front for a perfect fit
  • waterproof seam-sealed construction
  • 400 grams of PrimaLoft® insulation
  • rustproof hardware for long-lasting wear
  • cushioned insole for long-lasting comfort
  • durable rubber lugged outsole for traction on multiple surfaces
  • Timberland® recommends buying boots a half size down from your sneaker size. So if you're a sneaker 11, order a size 10.5
$129.98
152996
Men's Enhance your look with this Madden boot:

  • smooth synthetic upper
  • lace-up front closure
  • side zipper for a secure fit
  • cushioned insole for long-lasting comfort
  • durable synthetic outsole for traction
$39.98
153346
Men's This stylish Tommy Hilfiger® boot features:

  • smooth synthetic upper
  • lace-up front closure
  • velcro strap for a secure fit
  • lightly padded collar
  • pull-tab on the heel for an easier on and off
  • cushioned insole for comfort
  • durable lugged outsole for traction
$64.98
154501
Men's This handsome yet rugged boot features:

  • smooth synthetic upper
  • slip-on design
  • inside zipper for a secure fit
  • cushioned insole for long-lasting comfort
  • durable synthetic outsole
$24.98
153402
Men's This handsome boot features:

  • smooth synthetic upper
  • front zipper closure
  • lightly padded collar
  • pull-tab on the heel for an easier on and off
  • cushioned insole for comfort
  • durable lugged outsole for traction
$64.98
153039
Men's This stylish boot by Tommy Hilfiger® features:

  • smooth synthetic upper
  • double zipper closure
  • velcro strap for a secure fit
  • lightly padded collar
  • pull-tab on the heel for an easier on and off
  • cushioned insole for comfort
  • durable lugged outsole for traction
$69.98
150865
Men's This handsome, rugged boot is ready for anything you throw at it:

  • premium leather upper
  • padded collar for ankle comfort and support
  • lace-up front for a perfect fit
  • waterproof seam-sealed construction
  • 400 grams of PrimaLoft® insulation
  • rustproof hardware for long-lasting wear
  • cushioned insole for long-lasting comfort
  • durable rubber lugged outsole for traction on multiple surfaces
  • Timberland® recommends buying boots a half size down from your sneaker size. So if you're a sneaker 11, order a size 10.5
$129.98
158955
Men's This handsome boot features:

  • synthetic upper
  • reinforced heel and toe
  • lace-up and velcro buckle closure for a secure fit
  • padded collar and tongue
  • pull-tab on heel for an easier on and off
  • lugged rubber outsole for traction and durability
$39.99
150859
Men's Bring a sporty vibe to your style:

  • full grain leather upper
  • lace-up front closure
  • padded collar and tongue
  • water and oil resistant construction
  • Ortholite® removable footbed
  • lightweight and supportive midsole
  • durable rubber lugged outsole for traction
Was: $89.99 Sale Price: $84.99
151802
Men's This stylish boot can be dressed up or down:

  • synthetic and nylon upper
  • lace-up front closure
  • side zipper for a secure fit
  • cushioned insole for comfort
  • pull-tab on the heel for an easier on and off
  • lightly padded collar
  • contrast stitching on welt
  • durable synthetic outsole for traction
Was: $29.98 Sale Price: $14.99
151731
Men's This stylish boot by Crevo® features:

  • smooth leather upper with suede quarters
  • lace-up front closure for a secure fit
  • pull-tab on the heel for an easier on and off
  • cushioned memory foam midsole for comfort
  • contrast stitching for detail on upper
  • synthetic outsole for traction and durability
$49.98
151729
Men's This comfortable casual boot features:

  • smooth leather upper
  • lace-up front closure
  • side zipper for a secure fit
  • lightly padded felt collar
  • memory foam cushioned insole
  • durable synthetic outsole for traction
$69.99
152453
Men's This handsome boot is ready for any occasion:

  • smooth manmade upper
  • lace-up front closure
  • lightly padded collar and tongue for ankle support
  • pull-tab on the heel for an easier on and off
  • cushioned insole for long-lasting comfort
  • durable synthetic outsole for traction
Was: $19.98 Sale Price: $9.99
152669
Men's This stylish boot by Mountain Creek® features:

  • smooth synthetic upper
  • lace-up front closure
  • lightly padded collar
  • textured detailing on the quarter
  • pull-tab on the heel for an easier on and off
  • moccasin styled toe
  • contrast stitching on welt
  • cushioned insole for long-lasting comfort
  • durable synthetic outsole for traction
Was: $19.98 Sale Price: $9.99
152751
Men's Stylish dress boot by La Milano:

  • smooth leather upper with attractive burnishing
  • double monk strap with buckles across camp
  • cushioned memory foam insole for comfort
  • durable synthetic upper
  • raised heel
$39.98
152038
Men's This classic boot by Ashford Hayes® features:

  • smooth synthetic upper
  • lace-up front closure
  • lightly padded collar for support
  • antique gold eyelets
  • contrast stitching on the welt and upper
  • cushioned insole for long-lasting comfort
  • synthetic outsole for traction and durability
Was: $24.98 Sale Price: $12.49
150277
Men's Casual comfort in a cool new look:

  • soft synthetic upper
  • lace-up front closure
  • padded collar for ankle support
  • contrast stitching on upper
  • fleece lining to keep feet nice and warm
  • cushioned insole for comfort
  • durable, lugged outsole for traction
$49.99