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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
  • Men's All Weather Clogs Clogs & Mules
  • School Uniform 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
  • Men's Classic Penny Loafers Dress Shoes Leather Dress Shoes & Men's Rubber Sole Dress Shoes
    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 62
  • 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 #501737-6V
    Color:
    $49.97 - $99.95
    $49.97 - $99.95
    Size: Please Select
    • 8
      $49.97 $99.95
    • 10
      $49.97 $99.95
    Size: Please Select
    • 9
      $49.97 $99.95
    • 9H
      $49.97 $99.95
    • 10
      $49.97 $99.95
    • 11
      $49.97 $99.95
  • 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 #501737-BP
    Color:
    $49.97 - $99.95
    Size: Please Select
    • 8
      $49.97 $99.95
    • 10
      $49.97 $99.95
  • 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-AL
    Color:
    $94.95
    $94.95
    $94.95
    Size: Please Select
    • 8
      $94.95
    • 9
      $94.95
    • 9H
      $94.95
    • 10
      $94.95
    • 11
      $94.95
    • 12
      $94.95
    Size: Please Select
    • 8
      $94.95
    • 9
      $94.95
    • 9H
      $94.95
    • 10
      $94.95
    • 12
      $94.95
    Size: Please Select
    • 8
      $94.95
    • 9H
      $94.95
    • 10
      $94.95
  • 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-BP
    Color:
    $94.95
    $94.95
    $94.95
    Size: Please Select
    • 8
      $94.95
    • 9
      $94.95
    • 9H
      $94.95
    • 10
      $94.95
    • 11
      $94.95
    • 12
      $94.95
    Size: Please Select
    • 8
      $94.95
    • 9
      $94.95
    • 9H
      $94.95
    • 10
      $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-BP
    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
  • Men's Casual Loafers

    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-AL
    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
  • School Uniform Men's Casual Oxfords

    School Uniform Men's Casual Oxfords

    Timeless Oxford style meets modern, sneaker-like comfort. These versatile shoes feature a full-grain leather upper with a flexible, slip-resistant rubber outsole and foam-cushioned footbed that keeps feet free of fatigue all day long. Wear them everywhere, anytime – from the workday to the weekend.
    Item #488825-BP
    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
  • Men's Casual Oxfords

    Men's Casual Oxfords

    Timeless Oxford style meets modern, sneaker-like comfort. These versatile shoes feature a full-grain leather upper with a flexible, slip-resistant rubber outsole and foam-cushioned footbed that keeps feet free of fatigue all day long. Wear them everywhere, anytime – from the workday to the weekend.
    Item #488825-AL
    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
  • Men's Fleece Lined Suede Moccasin Slippers

    Men's Fleece Lined Suede Moccasin Slippers

    A Sunday morning staple fortified for warmth. The suede upper has a soft fleece lining to keep feet toasty on chillier days. A rubber outsole gives you extra traction on the kitchen tile - or on your way to the mail. And with custom monogramming, they make a great gift, too.
    Item #502428-AL
    Color:
    $49.95
    $49.95
    Size: Please Select
    • 8
      $49.95
    • 9
      $49.95
    • 10
      $49.95
    • 11
      $49.95
    • 12
      $49.95
    • 13
      $49.95
    Size: Please Select
    • 12
      $49.95
  • Men's Suede Moccasin Slippers

    Men's Suede Moccasin Slippers

    It’s hard to argue with a classic. We’ve been selling our suede Moc Slipper since the ‘90s, and we’ve kept all the features you love: an easy slip-on style that won’t fly off thanks to a secured heel; a soft faux fur lining and cushy foam footbed for an extra bit of warmth and comfort on brisk mornings; and finally, we’ve got a rubber outsole to prevent you from slipping on your way out to get the paper. Add a monogram to any style and you’ve found the perfect gift for anyone’s special day.
    Item #503404-AL
    Color:
    $54.95
    $54.95
    Size: Please Select
    • 8
      $54.95
    • 9
      $54.95
    • 10
      $54.95
    • 11
      $54.95
    • 12
      $54.95
    • 13
      $54.95
    Size: Please Select
    • 8
      $54.95
    • 9
      $54.95
    • 10
      $54.95
    • 11
      $54.95
    • 12
      $54.95
    • 13
      $54.95
  • Men's Fleece Lined Suede Moccasin Slippers

    Men's Fleece Lined Suede Moccasin Slippers

    A Sunday morning staple fortified for warmth. The suede upper has a soft fleece lining to keep feet toasty on chillier days. A rubber outsole gives you extra traction on the kitchen tile - or on your way to the mail. And with custom monogramming, they make a great gift, too.
    Item #502428-6V
    Color:
    $29.97 - $49.95
    Size: Please Select
    • 8
      $29.97 $49.95
    • 10
      $29.97 $49.95
    • 11
      $29.97 $49.95
    • 12
      $29.97 $49.95
  • Men's Suede Moccasin Slippers

    Men's Suede Moccasin Slippers

    It’s hard to argue with a classic. We’ve been selling our suede Moc Slipper since the ‘90s, and we’ve kept all the features you love: an easy slip-on style that won’t fly off thanks to a secured heel; a soft faux fur lining and cushy foam footbed for an extra bit of warmth and comfort on brisk mornings; and finally, we’ve got a rubber outsole to prevent you from slipping on your way out to get the paper. Add a monogram to any style and you’ve found the perfect gift for anyone’s special day.
    Item #503404-6V
    Color:
    $29.97 - $49.95
    Size: Please Select
    • 8
      $29.97 $49.95
    • 9
      $29.97 $49.95

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 62