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Business Casual Shirts & Men's Casual Pants

Men’s Travel Clothes, Casual Suits & Casual Dress Shirts

Our men’s business casual clothes are designed with your comfort in mind - especially our Comfort-First™ men’s clothes. Our Comfort-First™ business casual shirts allow a full range of motion all day as you go from meeting to dinner. Our men’s casual suits come with stretch for added comfort. Better yet, we have fits available for all sizes, including regular, tall, big and tall, and big. Our casual pants are available with a comfort waist, offering extra room around your middle for maximum all-day comfort.

Lands’ End, we build business casual clothes for men that put comfort first. From simple business casual shirts to men’s casual suits, our men’s clothes have a simple guiding principle: to not just look great, but feel great, too.

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Products 121 - 132 of 144
  • Men's Classic Penny Loafers
    Men's Classic Penny Loafers
    Men's Classic Penny Loafers
    Men's Classic Penny Loafers
    uick View
    Men's Classic Penny Loafers
    $94.95

    Men's Classic Penny Loafers
    Item #488823-AJ
    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 Wide All Weather Leather Moc Shoes
    School Uniform Men's Wide All Weather Leather Moc Shoes
    uick View
    School Uniform Men's Wide All Weather Leather Moc Shoes
    $74.95

    School Uniform Men's Wide All Weather Leather Moc Shoes
    Item #503214-5X
    Our All Weather Slip-ons became one of your favorites pretty much the moment we introduced them – and it’s little wonder why. The hearty rubber outsole makes them rugged enough for any terrain. And with clean, casual styling, you can wear them practically anywhere, with anything. A heel pull tab makes slipping them on even easier, and the padded collar and cushioned footbed ensure all-day comfort. With the new leather upper, now’s the perfect time to grab a second pair – or to finally find out what all the fuss is about. 
    Item #503214-5X
    Color:
    $74.95
    Size: Please Select
    • 8
      $74.95
    • 8H
      $74.95
    • 9
      $74.95
    • 9H
      $74.95
    • 10
      $74.95
    • 10H
      $74.95
    • 11
      $74.95
    • 11H
      $74.95
    • 12
      $74.95
    • 13
      $74.95
  • Men's Wide All Weather Leather Moc Shoes
    Men's Wide All Weather Leather Moc Shoes
    Men's Wide All Weather Leather Moc Shoes
    uick View
    Men's Wide All Weather Leather Moc Shoes
    $74.95

    Men's Wide All Weather Leather Moc Shoes
    Item #503214-AJ
    Our All Weather Slip-ons became one of your favorites pretty much the moment we introduced them – and it’s little wonder why. The hearty rubber outsole makes them rugged enough for any terrain. And with clean, casual styling, you can wear them practically anywhere, with anything. A heel pull tab makes slipping them on even easier, and the padded collar and cushioned footbed ensure all-day comfort. With the new leather upper, now’s the perfect time to grab a second pair – or to finally find out what all the fuss is about. 
    Item #503214-AJ
    Color:
    $74.95
    $74.95
    Size: Please Select
    • 8
      $74.95
    • 8H
      $74.95
    • 9
      $74.95
    • 9H
      $74.95
    • 10
      $74.95
    • 10H
      $74.95
    • 11
      $74.95
    • 11H
      $74.95
    • 12
      $74.95
    • 13
      $74.95
    Size: Please Select
    • 8
      $74.95
    • 8H
      $74.95
    • 9
      $74.95
    • 10
      $74.95
    • 10H
      $74.95
    • 11
      $74.95
    • 11H
      $74.95
    • 12
      $74.95
  • 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-AJ
    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-AJ
    Color:
    $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
  • School Uniform Men's Casual Loafers
    School Uniform Men's Casual Loafers
    School Uniform Men's Casual Loafers
    uick View
    School Uniform Men's Casual Loafers
    $64.99 $94.95

    School Uniform Men's Casual Loafers
    Item #488824-5X
    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
  • Men's Casual Loafers
    Men's Casual Loafers
    Men's Casual Loafers
    uick View
    Men's Casual Loafers
    $64.99 $94.95

    Men's Casual Loafers
    Item #488824-AJ
    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-AJ
    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 Moc Chukka Boots
    Men's Moc Chukka Boots
    Men's Moc Chukka Boots
    uick View
    Men's Moc Chukka Boots
    $64.97 $109.00

    Men's Moc Chukka Boots
    Item #503607-6U
    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
    • 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
    Men's Wide Casual Comfort Chukka Boots
    uick View
    Men's Wide Casual Comfort Chukka Boots
    $69.99 $99.95

    Men's Wide Casual Comfort Chukka Boots
    Item #501740-AJ
    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
    • 11
      $69.99 $99.95
    Size: Please Select
    • 8
      $69.99 $99.95
    • 8H
      $69.99 $99.95
    • 9H
      $69.99 $99.95
    • 10
      $69.99 $99.95
    • 11H
      $69.99 $99.95
  • Men's Four Eye Moc Shoes
    Men's Four Eye Moc Shoes
    Men's Four Eye Moc Shoes
    uick View
    Men's Four Eye Moc Shoes
    $64.99 $99.95

    Men's Four Eye Moc Shoes
    Item #503606-AJ
    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-AJ
    Color:
    $64.99 - $99.95
    $64.99 - $99.95
    Size: Please Select
    • 8
      $64.99 $99.95
    • 8H
      $64.99 $99.95
    • 9
      $64.99 $99.95
    • 9H
      $64.99 $99.95
    • 10
      $64.99 $99.95
    • 10H
      $64.99 $99.95
    • 11
      $64.99 $99.95
    • 11H
      $64.99 $99.95
    Size: Please Select
    • 8
      $64.99 $99.95
    • 8H
      $64.99 $99.95
    • 9
      $64.99 $99.95
    • 9H
      $64.99 $99.95
    • 10
      $64.99 $99.95
    • 10H
      $64.99 $99.95
    • 11
      $64.99 $99.95
    • 11H
      $64.99 $99.95
  • School Uniform Men's Four Eye Moc Shoes
    School Uniform Men's Four Eye Moc Shoes
    School Uniform Men's Four Eye Moc Shoes
    uick View
    School Uniform Men's Four Eye Moc Shoes
    $64.99 $99.95

    School Uniform Men's Four Eye Moc Shoes
    Item #503606-5X
    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 #503606-5X
    Color:
    $64.99 - $99.95
    $64.99 - $99.95
    Size: Please Select
    • 8
      $64.99 $99.95
    • 8H
      $64.99 $99.95
    • 9
      $64.99 $99.95
    • 9H
      $64.99 $99.95
    • 10
      $64.99 $99.95
    • 10H
      $64.99 $99.95
    • 11
      $64.99 $99.95
    • 11H
      $64.99 $99.95
    Size: Please Select
    • 8
      $64.99 $99.95
    • 8H
      $64.99 $99.95
    • 9
      $64.99 $99.95
    • 9H
      $64.99 $99.95
    • 10
      $64.99 $99.95
    • 10H
      $64.99 $99.95
    • 11
      $64.99 $99.95
    • 11H
      $64.99 $99.95
  • Men's Casual Oxfords
    Men's Casual Oxfords
    Men's Casual Oxfords
    uick View
    Men's Casual Oxfords
    $64.99 $94.95

    Men's Casual Oxfords
    Item #488825-AJ
    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-AJ
    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
    School Uniform Men's Casual Oxfords
    uick View
    School Uniform Men's Casual Oxfords
    $64.99 $94.95

    School Uniform Men's Casual Oxfords
    Item #488825-5X
    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 #488825-5X
    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

The attention to detail in our business casual clothes for men makes them the top pick for workdays; the quality keeps them in your closet for seasons to come.

Your search for comfortable business casual clothes for men is over. Our business casual shirts combine the dressy looks you need for work with the stretch and comfort you’ll love. Our men’s casual suits with Comfort-First™ stretch move with you all day – and are comfortable year-round thanks to our innovative wool blends. Our casual pants look as sharp as any dress pants, but with added stretch and fewer wrinkles.

Our business casual clothes for men are made with attention to detail. Our business casual shirts are made from the finest cotton, combed to ensure a long-lasting, durable fit. Our men’s casual suits drape well for a professional look – while still being comfortable, no matter the season. Our casual pants are made with the same superior design no matter the size: regular, tall, big and tall, and big sizes. And remember to add a monogram to create a personalized wardrobe.
Products 121 - 132 of 144
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