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Men's Slim Fit Flex 5 Pocket Pants

We designed these five-pocket golf pants to be an all-weather, any-season favorite. The main ingredient? A high-performance fabric with MCS™ Adaptive technology. Or, as we like to call it, a moisture control system that helps regulate your body temperature. 

In simple terms, the warmer the weather gets, the faster the fabric wicks, pulling perspiration away from your body to keep you cool and comfortable. It works in reverse, too, slowing down when it’s chilly so that extra heat doesn’t escape your body so quickly. 

All in a classic five-pocket style you can wear just about everywhere, from the golf course to the main course (dinner). 
Item #501595-A7
Color:
$39.00 - $64.95
$39.00 - $64.95
$39.00 - $64.95
Size: Please Select
  • 28
    $39.00 $64.95
  • 30
    $39.00 $64.95
  • 31
    $39.00 $64.95
  • 32
    $39.00 $64.95
  • 33
    $39.00 $64.95
  • 34
    $39.00 $64.95
  • 35
    $39.00 $64.95
  • 36
    $39.00 $64.95
  • 37
    $39.00 $64.95
  • 38
    $39.00 $64.95
  • 40
    $39.00 $64.95
  • 42
    $39.00 $64.95
Size: Please Select
  • 28
    $39.00 $64.95
  • 30
    $39.00 $64.95
  • 31
    $39.00 $64.95
  • 32
    $39.00 $64.95
  • 33
    $39.00 $64.95
  • 34
    $39.00 $64.95
  • 35
    $39.00 $64.95
  • 36
    $39.00 $64.95
  • 37
    $39.00 $64.95
  • 38
    $39.00 $64.95
  • 40
    $39.00 $64.95
  • 42
    $39.00 $64.95
Size: Please Select
  • 28
    $39.00 $64.95
  • 30
    $39.00 $64.95
  • 31
    $39.00 $64.95
  • 32
    $39.00 $64.95
  • 33
    $39.00 $64.95
  • 34
    $39.00 $64.95
  • 35
    $39.00 $64.95
  • 36
    $39.00 $64.95
  • 37
    $39.00 $64.95
  • 38
    $39.00 $64.95
  • 40
    $39.00 $64.95
  • 42
    $39.00 $64.95

Features

  • MCS™ Adaptive technology controls moisture to keep you cool when it’s hot, warm when it’s not
  • Built-in mechanical stretch lets you bend, sit, and stride more comfortably
  • Five-pocket style goes everywhere, from desk to dinner
  • Free custom hemming! We’ll hem to your exact length, to the quarter inch, no extra charge
  • 100% Polyester. Machine wash. Imported

Shipping

Free shipping on orders $50 or more (US & Canada only)*

*Excludes monogramming, embroidery, gift boxing, gift cards, taxes and duties.

Upgrade to Expedited Shipping or UPS Express available for an additional fee (US Only).

Orders ship from our warehouse the next business day after your order is placed*

*If an order contains items with monogramming, embroidery, a logo or hemming, please allow additional business days for the entire order to ship. Backordered and preordered items ship separately.

International Shipping

We partner with Borderfree to provide your order as swiftly as possible to over 180 countries.

Complete Shipping Details

Returns

Guaranteed. Period.®

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.

Easy Returns

Return orders for free at any full line Sears® store (US only) or by mail using our Easy Return label found on your packing slip for a flat fee of $6.95 (US only, $9.95 for Canada). See our complete return policy for other international returns.

Free Shipping Offered on Exchanges (US and Canada Only)

Free shipping with re-order of the same item or items in a different color or size.

Complete Return Policy

Often bought together

  • Men's Traditional Fit Flex 5 Pocket Pants

    Men's Traditional Fit Flex 5 Pocket Pants

    We designed these five-pocket golf pants to be an all-weather, any-season favorite. The main ingredient? A high-performance fabric with MCS™ Adaptive technology. Or, as we like to call it, a moisture control system that helps regulate your body temperature. 

    In simple terms, the warmer the weather gets, the faster the fabric wicks, pulling perspiration away from your body to keep you cool and comfortable. It works in reverse, too, slowing down when it’s chilly so that extra heat doesn’t escape your body so quickly. 

    All in a classic five-pocket style you can wear just about everywhere, from the golf course to the main course (dinner). 
    Item #501596-A7
    Color:
    $39.00 - $64.95
    $39.00 - $64.95
    $39.00 - $64.95
    Size: Please Select
    • 30
      $39.00 $64.95
    • 31
      $39.00 $64.95
    • 32
      $39.00 $64.95
    • 33
      $39.00 $64.95
    • 34
      $39.00 $64.95
    • 35
      $39.00 $64.95
    • 36
      $39.00 $64.95
    • 37
      $39.00 $64.95
    • 38
      $39.00 $64.95
    • 40
      $39.00 $64.95
    • 42
      $39.00 $64.95
    Size: Please Select
    • 30
      $39.00 $64.95
    • 31
      $39.00 $64.95
    • 32
      $39.00 $64.95
    • 33
      $39.00 $64.95
    • 34
      $39.00 $64.95
    • 35
      $39.00 $64.95
    • 36
      $39.00 $64.95
    • 37
      $39.00 $64.95
    • 38
      $39.00 $64.95
    • 40
      $39.00 $64.95
    • 42
      $39.00 $64.95
    Size: Please Select
    • 30
      $39.00 $64.95
    • 31
      $39.00 $64.95
    • 32
      $39.00 $64.95
    • 33
      $39.00 $64.95
    • 34
      $39.00 $64.95
    • 35
      $39.00 $64.95
    • 36
      $39.00 $64.95
    • 37
      $39.00 $64.95
    • 38
      $39.00 $64.95
    • 40
      $39.00 $64.95
    • 42
      $39.00 $64.95
  • Men's Big and Tall Traditional Fit Comfort First Knockabout Chino Pants

    Men's Big and Tall Traditional Fit Comfort First Knockabout Chino Pants

    We had a simple goal when we designed our Comfort-First™ Knockabout Chinos: to make wearing them – and, consequently, everything you do WHILE wearing them – more comfortable. We’re expanding that even further this go-round with a small change that makes a big difference: an extra bit of spandex, bringing the total up to 3%. If you thought they were comfortable last gen, or if you’ve yet to give them a try, you’re in for a treat. These are more comfortable than any pair of pants has a right to be. And with our classic tailoring, they look every bit as good as they feel.
    Item #503751-A7
    Color:
    $64.95
    $64.95
    $64.95
    $64.95
    Size: Please Select
    • 44
      $64.95
    • 46
      $64.95
    • 48
      $64.95
    • 50
      $64.95
    • 52
      $64.95
    • 54
      $64.95
    Size: Please Select
    • 44
      $64.95
    • 46
      $64.95
    • 48
      $64.95
    • 50
      $64.95
    • 52
      $64.95
    • 54
      $64.95
    Size: Please Select
    • 44
      $64.95
    • 46
      $64.95
    • 48
      $64.95
    • 50
      $64.95
    • 52
      $64.95
    • 54
      $64.95
    Size: Please Select
    • 44
      $64.95
    • 46
      $64.95
    • 48
      $64.95
    • 50
      $64.95
    • 52
      $64.95
    • 54
      $64.95
  • Unisex Short Sleeve Lightweight Coverall

    Unisex Short Sleeve Lightweight Coverall

    For dirty jobs, suit up in these lightweight coveralls, which slip on easily over your everyday clothes. Oil, grease and grime are no match for our stain-release fabric which is also extremely tear resistant. And because we know you’re likely to break a sweat, the fabric wicks moisture away from your body, and a back vent helps you stay cool. Exclusive Iron Knees® and reinforced stitching guarantee these coveralls will stay on the job for years to come.

    NOTE: Sizing is Unisex, please refer to Fit & Size tab to ensure the correct size is ordered.
    Item #467309-8M
    Color:
    $34.97 - $49.95
    Size: Please Select
    • XXS
      $34.97 $49.95
    • XS
      $34.97 $49.95
    • S
      $34.97 $49.95
    • M
      $34.97 $49.95
    • L
      $34.97 $49.95
    • XL
      $34.97 $49.95
    • XXL
      $34.97 $49.95
  • Unisex Big Short Sleeve Lightweight Coverall

    Unisex Big Short Sleeve Lightweight Coverall

    For dirty jobs, suit up in these lightweight coveralls, which slip on easily over your everyday clothes. Oil, grease and grime are no match for our stain-release fabric which is also extremely tear resistant. And because we know you’re likely to break a sweat, the fabric wicks moisture away from your body, and a back vent helps you stay cool. Exclusive Iron Knees® and reinforced stitching guarantee these coveralls will stay on the job for years to come.

    NOTE: Sizing is Unisex, please refer to Fit & Size tab to ensure the correct size is ordered.
    Item #467309-8M
    Color:
    $34.97 - $49.95
    Size: Please Select
    • 2XL
      $34.97 $54.95
    • 3XL
      $34.97 $54.95
    • 4XL
      $34.97 $54.95
    • 5XL
      $34.97 $54.95
  • Men's Slim Fit Comfort-First Performance Travel Pants

    Men's Slim Fit Comfort-First Performance Travel Pants

    We wanted to do three things with our travel pants. Make them good-looking. Make them comfortable. Make them last. We think the results speak for themselves. The french fly, button-through back pockets and clean fit cover the looks department. A smooth-front, full-elastic waistband gives you plenty of comfort. Four-way stretch fabric moves when you do and has built-in wicking to help control moisture. And since it’s a sturdy twill, it’s as durable as it is versatile, so we’ve got longevity covered, too. Sharp-looking. Comfortable. Hard-wearing. There’s no doubt about it: these pants go the extra mile.
    Item #503333-A7
    Color:
    $99.95
    Size: Please Select
    • 30
      $99.95
    • 31
      $99.95
    • 32
      $99.95
    • 33
      $99.95
    • 34
      $99.95
    • 35
      $99.95
    • 36
      $99.95
    • 37
      $99.95
    • 38
      $99.95
    • 40
      $99.95
    • 42
      $99.95
  • Men's Comfort First Deck Pants

    Men's Comfort First Deck Pants

    Deck pants give you everything you love about our classic deck shorts – with a comfortable full-elastic waistband, adjustable drawstring, secure button-shut back pockets and casual style that’s perfect for everything from a backyard barbecue to a weekend on the lake. Plus, we’ve enhanced the cotton-rich fabric with a hint of rayon (for strength) and spandex (for comfortable stretch). All in just the right weight to cool down your summer days.
    Item #499428-A7
    Color:
    $44.99 - $59.95
    $44.99 - $59.95
    Size: Please Select
    • XL
      $44.99 $59.95
    • XXL
      $44.99 $59.95
    Size: Please Select
    • XL
      $44.99 $59.95