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Casual Dress Shoes & Men’s Casual Dress Boots

Men’s Winter Boots, House Slippers & House Shoes

Our men's casual shoes add the right finishing touch when you're dressing for life's celebrations. For casual dress shoes, consider our driving moccasins, casual loafers, or boat shoes for an array of occasions. We have casual dress boots to keep you comfortable through rainy fall and snowy winter holiday events. Along with men's winter boots, add our men's house slippers to your footwear collection.

Our men's casual shoes deliver comfort in every step and offer style in every stride, whether you're heading to the office or to an after-hours get-together. For casual dress shoes for impromptu parties, our casual loafers slip on easy with classic style to spare. You'll reach for our men's winter boots and our casual dress shoes throughout the year for surprise birthday parties, family holiday dinners and housewarming celebrations. After, you’ll want to slip on our cozy house slippers, which can be personalized with a monogram.

Our men's casual shoes are made for everyday wear and for special celebrations. Wear our casual dress shoes to holiday gatherings, a co-worker's promotion party, and for game nights with friends.

Shop by Category
  • Men's Active Water Shoes
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    Athletic & Water Men's Sneakers & Athletic Shoes
    Men's Active Water Shoes 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 Suede All Weather Moc Shoes
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    Casual Casual Dress Shoes & Men's Sneakers
    Men's Suede All Weather Moc Shoes Casual 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
  • Men's Leather Slide Sandals
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    Sandals Leather Sandals & Flip Flops For Men
    Men's Leather Slide Sandals 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 Snow Pac Winter Boots
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    Boots All Weather Boots & Men's Winter Boots
    Men's Expedition Suede Snow Pac Winter 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
  • Men's Classic Penny Loafers
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    Dress Leather Dress Shoes & Men's Rubber Sole Dress Shoes
    Men's Classic Penny Loafers Dress 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 Shearling Moccasin Slippers
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    Slippers House Slippers & Men's Fleece Slippers
    Men's Shearling 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 13 - 24 of 56
  • Men's Comfort Casual Loafers
    Men's Comfort Casual Loafers
    Men's Comfort Casual Loafers
    Men's Comfort Casual Loafers
    Men's Comfort Casual Loafers
    uick View
    Men's Comfort Casual Loafers
    $79.95

    Men's Comfort Casual Loafers
    Item #495797-AF
    This versatile loafer features a soft yet durable suede upper with a comfortable mesh lining and foam cushioned footbed with shock-absorbing EVA heel cup for all-day comfort. A great option for any casual look, from jeans to khaki shorts.
    Item #495797-AF
    Color:
    $79.95
    $79.95
    $79.95
    $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
    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
    • 12
      $79.95
  • Men's Lace-up All Weather Moc Shoes
    Men's Lace-up All Weather Moc Shoes
    Men's Lace-up All Weather Moc Shoes
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    Men's Lace-up All Weather Moc Shoes
    $64.95

    Men's Lace-up All Weather Moc Shoes
    Item #432750-AF
    If you’re not one to fuss over styles, pick the pair that goes everywhere. You’ll be ready to tackle any terrain feet first in this versatile, all-weather shoe. A durable suede upper and soft mesh lining take you comfortably through dry or damp, warm or cool conditions all year long.
    Item #432750-AF
    Color:
    $64.95
    $64.95
    Size: Please Select
    Size: Please Select
    • 8
      $64.95
    • 8H
      $64.95
    • 9
      $64.95
    • 9H
      $64.95
    • 10
      $64.95
    • 10H
      $64.95
    • 11
      $64.95
    • 11H
      $64.95
    • 12
      $64.95
    • 13
      $64.95
  • Men's Four Eye Moc Shoes
    Men's Four Eye Moc Shoes
    Men's Four Eye Moc Shoes
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    Men's Four Eye Moc Shoes
    $99.95

    Men's Four Eye Moc Shoes
    Item #503606-AF
    On the outside, it’s a classic moc. There’s the durable leather upper that only looks better as it breaks in. There’s the four-eyed lace-up closure. And, of course, there’s the sturdy rubber outsole. On the inside, however, we’ve done a little renovation – and it’s all about comfort. The soft polyester lining and a hybrid foam/memory foam footbed work together to keep your feet comfortable and fatigue-free. And it’s all in a versatile style you can wear from desk to dinner, workday to weekend.
    Item #503606-AF
    Color:
    $99.95
    $99.95
    Size: Please Select
    • 8
      $99.95
    • 8H
      $99.95
    • 9
      $99.95
    • 9H
      $99.95
    • 10
      $99.95
    • 10H
      $99.95
    • 11
      $99.95
    • 11H
      $99.95
    • 12
      $99.95
    • 13
      $99.95
    Size: Please Select
    • 8
      $99.95
    • 8H
      $99.95
    • 9
      $99.95
    • 9H
      $99.95
    • 10
      $99.95
    • 10H
      $99.95
    • 11
      $99.95
    • 11H
      $99.95
    • 12
      $99.95
    • 13
      $99.95
  • Men's Wide All Weather Moc Lace Ups
    Men's Wide All Weather Moc Lace Ups
    Men's Wide All Weather Moc Lace Ups
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    Men's Wide All Weather Moc Lace Ups
    $64.95

    Men's Wide All Weather Moc Lace Ups
    Item #432750-AF
    If you’re not one to fuss over styles, pick the pair that goes everywhere. You’ll be ready to tackle any terrain feet first in this versatile, all-weather shoe. A durable suede upper and soft mesh lining take you comfortably through dry or damp, warm or cool conditions all year long.
    Item #432750-AF
    Color:
    $64.95
    $64.95
    Size: Please Select
    Size: Please Select
    • 8
      $64.95
    • 8H
      $64.95
    • 9
      $64.95
    • 9H
      $64.95
    • 10
      $64.95
    • 10H
      $64.95
    • 11
      $64.95
    • 11H
      $64.95
    • 12
      $64.95
    • 13
      $64.95
  • Men's Wide Comfort Casual Loafers
    Men's Wide Comfort Casual Loafers
    Men's Wide Comfort Casual Loafers
    Men's Wide Comfort Casual Loafers
    Men's Wide Comfort Casual Loafers
    uick View
    Men's Wide Comfort Casual Loafers
    $79.95

    Men's Wide Comfort Casual Loafers
    Item #495797-AF
    This versatile loafer features a soft yet durable suede upper with a comfortable mesh lining and foam cushioned footbed with shock-absorbing EVA heel cup for all-day comfort. A great option for any casual look, from jeans to khaki shorts.
    Item #495797-AF
    Color:
    $79.95
    $79.95
    $79.95
    $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
    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
    • 9
      $79.95
    • 9H
      $79.95
    • 10H
      $79.95
    • 11
      $79.95
    • 11H
      $79.95
  • Men's Lightweight Mesh Boat Shoes
    Men's Lightweight Mesh Boat Shoes
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    Men's Lightweight Mesh Boat Shoes
    $49.99 $74.95

    Men's Lightweight Mesh Boat Shoes
    Item #495800-AF
    Who ever said you have to sacrifice style to be comfortable? This boat shoe feels light as a feather, has a breathable mesh upper and soft jersey lining, and sports a foot-cradling cushioned footbed – all the while offering classic style that’s at home on decks, docks and ... well, just about everywhere you can go.
    Item #495800-AF
    Color:
    $49.99 - $74.95
    Size: Please Select
    • 8
      $49.99 $74.95
    • 8H
      $49.99 $74.95
    • 9
      $49.99 $74.95
    • 9H
      $49.99 $74.95
    • 10
      $49.99 $74.95
    • 10H
      $49.99 $74.95
    • 11
      $49.99 $74.95
    • 11H
      $49.99 $74.95
    • 12
      $49.99 $74.95
    • 13
      $49.99 $74.95
  • Men's Penny Driving Mocs
    Men's Penny Driving Mocs
    Men's Penny Driving Mocs
    uick View
    Men's Penny Driving Mocs
    $59.97 $95.00

    Men's Penny Driving Mocs
    Item #483058-6Y
    Driving shoes came to fame in the 1960s, the golden age of the Italian roadster. Designed to be the perfect marriage of luxury and practicality, with premium suede uppers and grippy rubber outsoles for extra control, it’s no surprise that they’ve stuck around and infiltrated the men’s fashion scene. Even if you don’t drive an Italian roadster, there’s just something downright snazzy-feeling about rocking a pair of these driving mocs (sans socks, of course) for an afternoon lunch or coffee.
    Item #483058-6Y
    Color:
    $59.97 - $95.00
    $59.97 - $95.00
    Size: Please Select
    • 9
      $59.97 $95.00
    • 9H
      $59.97 $95.00
    • 10
      $59.97 $95.00
    Size: Please Select
    • 9
      $59.97 $95.00
    • 9H
      $59.97 $95.00
    • 10
      $59.97 $95.00
  • Mens Wide Penny Driving Moc
    Mens Wide Penny Driving Moc
    Mens Wide Penny Driving Moc
    uick View
    Mens Wide Penny Driving Moc
    $59.97 $95.00

    Mens Wide Penny Driving Moc
    Item #483058-6Y
    Driving shoes came to fame in the 1960s, the golden age of the Italian roadster. Designed to be the perfect marriage of luxury and practicality, with premium suede uppers and grippy rubber outsoles for extra control, it’s no surprise that they’ve stuck around and infiltrated the men’s fashion scene. Even if you don’t drive an Italian roadster, there’s just something downright snazzy-feeling about rocking a pair of these driving mocs (sans socks, of course) for an afternoon lunch or coffee.
    Item #483058-6Y
    Color:
    $59.97 - $95.00
    $59.97 - $95.00
    Size: Please Select
    • 8
      $59.97 $95.00
    • 9
      $59.97 $95.00
    • 10
      $59.97 $95.00
    • 12
      $59.97 $95.00
    Size: Please Select
    • 8
      $59.97 $95.00
    • 8H
      $59.97 $95.00
    • 9
      $59.97 $95.00
    • 10
      $59.97 $95.00
    • 12
      $59.97 $95.00
  • Men's Leather Slide Sandals
    Men's Leather Slide Sandals
    Men's Leather Slide Sandals
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    Men's Leather Slide Sandals
    $21.97 $49.95

    Men's Leather Slide Sandals
    Item #495808-6Y
    When summer comes, nothing feels better than sliding into your favorite sandals. The soft genuine leather of this pair will cradle your foot like only leather can. And like all leather, it only gets softer and better-looking with time.
    Item #495808-6Y
    Color:
    $21.97 - $49.95
    $21.97 - $49.95
    Size: Please Select
    • 8
      $21.97 $49.95
    • 9
      $21.97 $49.95
    • 10
      $21.97 $49.95
    • 11
      $21.97 $49.95
    Size: Please Select
    • 8
      $21.97 $49.95
    • 10
      $21.97 $49.95
    • 11
      $21.97 $49.95
    • 12
      $21.97 $49.95
    • 13
      $21.97 $49.95
  • Men's Leather Flip Flop Sandals
    Men's Leather Flip Flop Sandals
    Men's Leather Flip Flop Sandals
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    Men's Leather Flip Flop Sandals
    $19.97 $49.95

    Men's Leather Flip Flop Sandals
    Item #491407-6Y
    Nothing tops the breezy feeling of flip-flops in warm weather. Unfortunately, they’re often cheaply built – made from mixtures of foam and plastic prone to wearing out after a single season. But not so here. We built ours with soft, durable leather and an EVA midsole that absorbs shocks, cushioning every step. We added a grippy rubber outsole to help prevent slips, then anchored the arching leather straps together with a metal rivet so they won’t come undone. In short, these will be the most well-built, comfortable warm-weather sandals you own. Not just today, but for many seasons to come.
    Item #491407-6Y
    Color:
    $19.97 - $49.95
    $19.97 - $49.95
    Size: Please Select
    • 8
      $19.97 $49.95
    • 9
      $19.97 $49.95
    • 10
      $19.97 $49.95
    • 11
      $19.97 $49.95
    • 12
      $19.97 $49.95
    • 13
      $19.97 $49.95
    Size: Please Select
    • 8
      $19.97 $49.95
    • 9
      $19.97 $49.95
  • Men's Water Sandals
    Men's Water Sandals
    Men's Water Sandals
    Men's Water Sandals
    uick View
    Men's Water Sandals
    $27.97 - $29.97 $69.95

    Men's Water Sandals
    Item #482364-6Y
    A leather upper, cushioned EVA footbed and grippy rubber outsole work together to keep your feet comfortable and protected in the water and beyond. (“Beyond” being everywhere from the beach to your next backyard BBQ.) And thanks to the open sandal design, water can flow freely in and out, so it never weighs you down.
    Item #482364-6Y
    Color:
    $27.97 - $69.95
    $27.97 - $69.95
    $27.97 - $69.95
    Size: Please Select
    • 8
      $27.97 $69.95
    • 11H
      $27.97 $69.95
    Size: Please Select
    • 8
      $29.97 $69.95
    Size: Please Select
    • 8
      $29.97 $69.95
  • Mens Wide Water Sandals
    Mens Wide Water Sandals
    Mens Wide Water Sandals
    Mens Wide Water Sandals
    uick View
    Mens Wide Water Sandals
    $27.97 - $29.97 $69.95

    Mens Wide Water Sandals
    Item #482364-6Y
    A leather upper, cushioned EVA footbed and grippy rubber outsole work together to keep your feet comfortable and protected in the water and beyond. (“Beyond” being everywhere from the beach to your next backyard BBQ.) And thanks to the open sandal design, water can flow freely in and out, so it never weighs you down.
    Item #482364-6Y
    Color:
    $27.97 - $69.95
    $27.97 - $69.95
    $27.97 - $69.95
    Size: Please Select
    • 8
      $29.97 $69.95
    • 9
      $29.97 $69.95
    Size: Please Select
    • 8
      $29.97 $69.95
    • 9
      $29.97 $69.95
    Size: Please Select
    • 8
      $29.97 $69.95
    • 9H
      $29.97 $69.95

Our men's casual shoes move easily from long days at the office to impromptu social events.

Our men's casual shoes are wardrobe essentials throughout the year, including holidays and special events when you want to look your very best. We have casual dress shoes from leather moccasins to classic penny loafers and Oxfords — and all with comfort, versatility and classic style to spare. With our casual dress boots and other men's casual dress shoes, feet remain fatigue-free even through events extending several hours. During chilly months, our men's winter boots are the perfect choice for comfort and durability during parties and social events.

For men's casual shoes for special events, look for our casual dress shoes designed for exceptional versatility and style. Our casual dress shoes look as great with a pair of our chinos as they do with our well-cut suits. Our casual dress boots feature the same versatile styling philosophy as our dress shoes so you can wear our men's dress boots anywhere, anytime. In addition to our men's winter boots and casual shoes, look for our cozy house slippers (monogrammed or not) for the end of the day.

Wear our men's casual shoes to work, and then to holiday gatherings after hours without skipping a beat. Our casual dress shoes can include ones combining the classic Oxford style with the comfort of a sneaker. Wear our casual dress boots for housewarming parties, birthday celebrations, and for game nights with friends. Our men's winter boots provide soft, dependable comfort through the holiday party season, from Thanksgiving dinner with the family to New Year's Eve celebrations.

In our men's casual shoes, you'll look sharp because our men's Oxford shoes, penny loafers, chukka boots and other men's shoes feature stylish designs and eye-catching details. Our casual dress shoes can include full-grain leather or suede uppers. For extra comfort, our casual dress boots can feature foam-cushioned footbeds with shock-absorbing EVA heel cups. Rest easy after buying our men's winter boots or our other casual shoes knowing you're covered 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 13 - 24 of 56
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