skip to content skip to navigation skip to search

Men’s Casual Shoes & Casual Dress Shoes

Men’s House Shoes, Winter Boots & Casual Dress Boots

Every day, wear our men's casual shoes which are built from the ground-up for comfort, style, and versatility. You'll reach for our men's boots when temperatures fall. Our casual dress shoes and men's boots can feature padded collars and foam-cushioned footbeds for added comfort. Our casual dress boots and other men's casual shoes can also include rubber outsoles for all-day comfort and to enhance slip resistance.

Our men's casual shoes are available in a variety of traditional colors, such as black, espresso, pine, and deep redwood, so coming up with different looks throughout the week is a cinch. Our men's boots and casual shoes will hold up on the road, too. Pack our casual dress shoes when you want comfortable and durable travel shoes for taking in the sights. Wear our casual dress boots and shoes to get-togethers, family gatherings, and holiday parties.

For men's casual shoes combining comfort and style, find our driving mocs, penny loafers, boat shoes and other essential men's footwear. Our hardworking men's boots keep feet cozy when the weather turns.

Shop by Category

  • Men's Casual Sneakers Athletic & Water Men's Sneakers & Athletic Shoes
    Men's Casual Sneakers Athletic & Water Casual Shoes, Water Shoes & Men's Athletic Sandals Our men's sneakers are unmatched in versatility, pairing naturally with jeans or sweats, and our casual shoes give dressier pants a sporty spin. For casual shoes for the beach, bring our men's water shoes, which can feature strategically placed drainage holes. See More
  • Men's Comfort Casual Loafers Loafers Casual Dress Shoes & Men's Sneakers
    Men's Comfort Casual Loafers Loafers Men's Slip On Shoes, Moc Shoes & Casual Shoes For versatile men's casual shoes, you can't go wrong with our men's sneakers, which look as great with our jeans and t shirts as they do with our chinos and flannel shirts. Our casual dress shoes for men can also include slip on shoes, like our Sherpa-lined all-weather moc shoes. See More
  • School Uniform Men's All Weather Clogs Clogs & Mules
  • Men's All Weather Suede Moc Shoes Flats
  • Men's Casual Sneakers Sandals Leather Sandals & Flip Flops For Men
    Men's Casual Sneakers Sandals Casual Sandals, Water Sandals & Sandals For Mens Our men's sandals offer smart innovations, like EVA midsoles for more comfort in every step. We have durable flip flops for men with rubber outsoles to guard against slipping, and our sandals can include fully adjustable vamps, insteps, and ankle straps. See More
  • Men's Expedition Suede Winter Snow Boots Boots All Weather Boots & Men's Winter Boots
    Men's Expedition Suede Winter Snow Boots Boots Snow Boots, Shoe Boots & Boots For Men Our men's boots range from rugged men's winter boots inspired by the styles worn by intrepid mountaineers to casual boots to wear to the office. Our all weather boots are hardworking men's boots expertly designed for all kinds of terrain. See More
  • School Uniform Men's Classic Penny Loafers Dress Shoes Leather Dress Shoes & Men's Rubber Sole Dress Shoes
    School Uniform Men's Classic Penny Loafers Dress Shoes Men’s Slip On Dress Shoes & Lace Up Dress Shoes Our men's dress shoes can include foam-cushioned footbeds for even more comfort in every step. We have traditional leather dress shoes with lace-up styling, and find our men's slip on dress shoes for easy-on, easy-off men's shoes to save precious seconds every morning. See More
  • Men's Fleece Lined Suede Moccasin Slippers Slippers House Slippers & Men's Fleece Slippers
    Men's Fleece Lined Suede Moccasin Slippers Slippers Men’s Monogrammed Slippers, House Shoes & Bedroom Slippers Our men's slippers are designed for comfort first, and we've transformed men's house shoes from a Sunday morning staple into plush men's shoes fortified for warmth. Our men's house slippers feature cozy and breathable linings and sturdy, yet flexible rubber outsoles. See More
Shop by Product
Products 49 - 60 of 71
  • School Uniform Men's Chelsea Duck Boots

    School Uniform Men's Chelsea Duck Boots

    A classic boot for outdoor adventures in fall, spring or winter. Outside you’ll find an unlined leather upper, waterproof rubber shell and a grippy rubber outsole. Inside, a soft fabric lining for the rubber shell and a cushioned footbed lined with 400 grams of Thermolite insulation to fend off chills. Twin elastic gores make them easy to slip on and go. Pair with jeans and a buttondown for easy, casual style.
    Item #501734-5X
    Color:
    $69.99 - $99.95
    $69.99 - $99.95
    Size: Please Select
    • 8
      $99.95
    Size: Please Select
    • 8
      $69.99 $99.95
    • 9
      $69.99 $99.95
  • School Uniform Men's Casual Comfort Chukka Boots

    School Uniform Men's Casual Comfort Chukka Boots

    When we introduced our comfort casual loafer last season, it was an instant hit. This season, we’re bringing that same comfort philosophy to the chukka boot. Built from the ground-up for comfort, style and versatility, it features a soft yet durable suede upper, comfortable mesh lining and shock-absorbing EVA footbed for all-day comfort. Wear it with cuffed jeans or with chinos and a blazer for a smart casual look.
    Item #501740-5X
    Color:
    $69.99 - $99.95
    Size: Please Select
    • 10
      $69.99 $99.95
  • Men's Casual Comfort Chukka Boots

    Men's Casual Comfort Chukka Boots

    When we introduced our comfort casual loafer last season, it was an instant hit. This season, we’re bringing that same comfort philosophy to the chukka boot. Built from the ground-up for comfort, style and versatility, it features a soft yet durable suede upper, comfortable mesh lining and shock-absorbing EVA footbed for all-day comfort. Wear it with cuffed jeans or with chinos and a blazer for a smart casual look.
    Item #501740-AJ
    Color:
    $69.99 - $99.95
    $69.99 - $99.95
    Size: Please Select
    • 8H
      $69.99 $99.95
    • 12
      $69.99 $99.95
    Size: Please Select
    • 10
      $69.99 $99.95
  • Men's Mountaineer Boots

    Men's Mountaineer Boots

    Picture yourself in a flannel shirt. Now add your favorite pair of broken-in jeans. You’ve just come in from splitting a few logs to stoke the fire. Are you wearing these boots? You should be. Inspired by the styles worn by mountaineers in their quests to reach the tallest summits, our Mountaineer Boots are rugged in all the right ways – and comfortable in all the others. Made from full grain leather with a hearty rubber lug outsole. Foam-cushioned in the footbed and padded at the collar for comfort.
    Item #488826-6U
    Color:
    $74.97 - $139.00
    Size: Please Select
    • 8
      $74.97 $139.00
    • 8H
      $74.97 $139.00
    • 9H
      $74.97 $139.00
    • 11
      $74.97 $139.00
    • 11H
      $74.97 $139.00
  • Men's Moc Chukka Boots

    Men's Moc Chukka Boots

    An amalgamation of moc-stitch styling and the chukka boot silhouette, our moc chukka boots are an easy-wearing, good-looking casual style that works in any season, any setting. The leather and waxed canvas upper only looks better as it breaks in. A soft jersey lining and hybrid memory foam footbed keep feet comfortable and reduce fatigue. All set atop a durable rubber outsole.
    Item #503607-6U
    Color:
    $64.97 - $109.00
    $64.97 - $109.00
    Size: Please Select
    • 8
      $64.97 $109.00
    • 8H
      $64.97 $109.00
    • 9
      $64.97 $109.00
    • 9H
      $64.97 $109.00
    • 10
      $64.97 $109.00
    • 10H
      $64.97 $109.00
    • 11
      $64.97 $109.00
    • 11H
      $64.97 $109.00
    • 12
      $64.97 $109.00
    • 13
      $64.97 $109.00
    Size: Please Select
    • 8
      $64.97 $109.00
    • 8H
      $64.97 $109.00
    • 9
      $64.97 $109.00
    • 9H
      $64.97 $109.00
    • 10
      $64.97 $109.00
    • 10H
      $64.97 $109.00
    • 11
      $64.97 $109.00
    • 13
      $64.97 $109.00
  • Men's Wide Casual Comfort Chukka Boots

    Men's Wide Casual Comfort Chukka Boots

    When we introduced our comfort casual loafer last season, it was an instant hit. This season, we’re bringing that same comfort philosophy to the chukka boot. Built from the ground-up for comfort, style and versatility, it features a soft yet durable suede upper, comfortable mesh lining and shock-absorbing EVA footbed for all-day comfort. Wear it with cuffed jeans or with chinos and a blazer for a smart casual look.
    Item #501740-AJ
    Color:
    $69.99 - $99.95
    $69.99 - $99.95
    Size: Please Select
    • 8
      $69.99 $99.95
    • 8H
      $69.99 $99.95
    • 9
      $69.99 $99.95
    • 9H
      $69.99 $99.95
    • 10
      $69.99 $99.95
    • 10H
      $69.99 $99.95
    • 11
      $69.99 $99.95
    Size: Please Select
    • 8
      $69.99 $99.95
    • 9H
      $69.99 $99.95
    • 10
      $69.99 $99.95
    • 11H
      $69.99 $99.95
  • Men's All Weather Suede Chelsea Boots

    Men's All Weather Suede Chelsea Boots

    If you like our All Weather Mocs™, you’re going to love our All Weather Chelsea Boot. It features the same versatile styling philosophy — in boot form — so you can wear it anywhere a Chelsea boot is appropriate, with features rugged enough to take on any terrain (like the durable suede upper and beefy, slip-resistant rubber outsole). We keep it comfy, too, thanks to the brushed polyester knit lining and pillowy cushioned footbed.
    Item #473030-AJ
    Color:
    $54.99 - $79.95
    $54.99 - $79.95
    $54.99 - $79.95
    Size: Please Select
    • 9H
      $54.99 $79.95
    Size: Please Select
    • 8
      $79.95
    • 8H
      $79.95
    • 9
      $79.95
    • 9H
      $79.95
    • 10
      $79.95
    • 10H
      $79.95
    • 11
      $79.95
    • 11H
      $79.95
    • 12
      $79.95
    • 13
      $79.95
    Size: Please Select
    • 8
      $79.95
    • 8H
      $79.95
    • 9
      $79.95
    • 9H
      $79.95
    • 10
      $79.95
    • 10H
      $79.95
    • 11
      $79.95
    • 11H
      $79.95
    • 12
      $79.95
    • 13
      $79.95
  • School Uniform Men's Wide Casual Comfort Chukka Boots

    School Uniform Men's Wide Casual Comfort Chukka Boots

    When we introduced our comfort casual loafer last season, it was an instant hit. This season, we’re bringing that same comfort philosophy to the chukka boot. Built from the ground-up for comfort, style and versatility, it features a soft yet durable suede upper, comfortable mesh lining and shock-absorbing EVA footbed for all-day comfort. Wear it with cuffed jeans or with chinos and a blazer for a smart casual look.
    Item #501740-5X
    Color:
    $69.99 - $99.95
    Size: Please Select
    • 8
      $69.99 $99.95
    • 9H
      $69.99 $99.95
    • 10
      $69.99 $99.95
    • 11H
      $69.99 $99.95
  • School Uniform Men's All Weather Suede Chelsea Boots

    School Uniform Men's All Weather Suede Chelsea Boots

    If you like our All Weather Mocs™, you’re going to love our All Weather Chelsea Boot. It features the same versatile styling philosophy — in boot form — so you can wear it anywhere a Chelsea boot is appropriate, with features rugged enough to take on any terrain (like the durable suede upper and beefy, slip-resistant rubber outsole). We keep it comfy, too, thanks to the brushed polyester knit lining and pillowy cushioned footbed.
    Item #473030-5X
    Color:
    $54.99 - $79.95
    $54.99 - $79.95
    Size: Please Select
    • 9H
      $54.99 $79.95
    Size: Please Select
    • 8
      $79.95
    • 8H
      $79.95
    • 9
      $79.95
    • 9H
      $79.95
    • 10
      $79.95
    • 10H
      $79.95
    • 11
      $79.95
    • 11H
      $79.95
    • 12
      $79.95
    • 13
      $79.95
  • School Uniform Men's Classic Penny Loafers

    School Uniform Men's Classic Penny Loafers

    Penny loafers have been a staple of men’s fashion since ... well, ever. The reason? That’s simple: versatility. They look as great with a pair of chinos as they do a well-cut suit. Our take on the classic features a burnished leather upper, adding a subtle layer of dimension to your casual and tailored looks alike. Thanks to a soft microfiber lining, a cushioned footbed and easy slip-on design and a traditional fit, they’re comfortable and convenient, too.
    Item #488823-5X
    Color:
    $94.95
    $94.95
    $94.95
    Size: Please Select
    • 8
      $94.95
    • 9
      $94.95
    • 9H
      $94.95
    • 10
      $94.95
    • 10H
      $94.95
    • 11
      $94.95
    • 12
      $94.95
    • 13
      $94.95
    Size: Please Select
    • 8
      $94.95
    • 9
      $94.95
    • 9H
      $94.95
    • 10
      $94.95
    • 10H
      $94.95
    • 12
      $94.95
    Size: Please Select
    • 8
      $94.95
    • 9H
      $94.95
    • 10
      $94.95
  • Men's Classic Penny Loafers

    Men's Classic Penny Loafers

    Penny loafers have been a staple of men’s fashion since ... well, ever. The reason? That’s simple: versatility. They look as great with a pair of chinos as they do a well-cut suit. Our take on the classic features a burnished leather upper, adding a subtle layer of dimension to your casual and tailored looks alike. Thanks to a soft microfiber lining, a cushioned footbed and easy slip-on design and a traditional fit, they’re comfortable and convenient, too.
    Item #488823-AJ
    Color:
    $94.95
    $94.95
    $94.95
    Size: Please Select
    • 8
      $94.95
    • 9
      $94.95
    • 9H
      $94.95
    • 10
      $94.95
    • 10H
      $94.95
    • 11
      $94.95
    • 12
      $94.95
    • 13
      $94.95
    Size: Please Select
    • 8
      $94.95
    • 9
      $94.95
    • 9H
      $94.95
    • 10
      $94.95
    • 10H
      $94.95
    • 12
      $94.95
    Size: Please Select
    • 8
      $94.95
    • 9H
      $94.95
    • 10
      $94.95
  • School Uniform Men's Casual Loafers

    School Uniform Men's Casual Loafers

    The embodiment of “easy” style, our casual loafers feature a soft, supple leather upper; flexible, slip-resistant, single unit rubber sole that offers reduced foot fatigue; and a cushioned footbed that adds support and comfort to every step. With the easy slip-on form and classic style to spare, these are a great choice any day of the week.
    Item #488824-5X
    Color:
    $64.99 - $94.95
    $64.99 - $94.95
    Size: Please Select
    • 8
      $64.99 $94.95
    • 8H
      $64.99 $94.95
    • 9
      $64.99 $94.95
    • 9H
      $64.99 $94.95
    • 10
      $64.99 $94.95
    • 10H
      $64.99 $94.95
    • 11
      $64.99 $94.95
    • 11H
      $64.99 $94.95
    • 12
      $64.99 $94.95
    • 13
      $64.99 $94.95
    Size: Please Select
    • 8
      $64.99 $94.95
    • 8H
      $64.99 $94.95
    • 9
      $64.99 $94.95
    • 9H
      $64.99 $94.95
    • 10
      $64.99 $94.95
    • 10H
      $64.99 $94.95
    • 11
      $64.99 $94.95
    • 11H
      $64.99 $94.95
    • 12
      $64.99 $94.95
    • 13
      $64.99 $94.95

Our men's casual shoes will quickly become your go-to footwear choices for work, weekends and vacations.

Our men's casual shoes are stylish and comfortable essentials for every guy, every day. Start with our men's boots designed for both durability and lasting comfort. You'll want our other casual dress shoes, such as our classic penny loafers or Oxfords, too. Don't miss our casual dress boots and shoes for easy-wearing footwear for work, travel, and special events.

Men's casual shoes don’t come more versatile than our casual dress shoes and boots. We have men's boots and men's casual shoes ideal for almost any occasion, whether you’re chatting by the water cooler or dressing up for a formal fundraiser. When you wear our casual dress shoes to the office, you're all set for dinner plans or impromptu after-hours gatherings with friends. Our casual dress boots and other men's shoes deliver comfort in every step for a day of running errands, too.

With our men's casual shoes, you're ready for any special occasion popping up on your calendar, from housewarming parties to weekly game nights. Our rugged and comfortable men's boots keep feet dry and fatigue-free as you're rushing to holiday events during the wet, chilly weeks in fall and winter. Slip on our casual dress shoes for romantic date nights or special anniversary celebrations. After the parties, you can slip into our house slippers, which can be personalized with a monogram.

Our men's casual shoes are the right shoes for traveling from coast-to-coast and across the globe. Take along our men's boots with cushioned footbeds for boosted comfort for urban hikes through Tokyo, New York City, and London. Wear our casual dress shoes as you snap photos of landmarks and others sights during your travels. We stand behind our casual dress boots and other men's casual shoes with our Guaranteed. Period.® return policy: If you're not satisfied with any item, simply return it to us at any time for an exchange or refund of its purchase price.  
Products 49 - 60 of 71