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Men's Traditional Fit Comfort-First Jeans

We introduced our Square Rigger™ denim in 1983. Our philosophy: Make it as good as you can. Improve it whenever possible. And always, always price it fairly. Our Comfort-First™ Square Rigger Jeans are no exception. They’re made with softer, stronger ringspun combed cotton that breaks in (but not down). They’re priced to be an honest value. And best of all, in what might be the biggest improvement to Square Rigger ever, we’ve added a hint of stretch that makes these our most comfortable jeans. Ever. 
Item #501610-A7
Color:
$59.95
$59.95
$59.95
$59.95
Size: Please Select
  • 30
    $59.95
  • 31
    $59.95
  • 32
    $59.95
  • 33
    $59.95
  • 34
    $59.95
  • 35
    $59.95
  • 36
    $59.95
  • 37
    $59.95
  • 38
    $59.95
  • 40
    $59.95
  • 42
    $59.95
  • 44
    $59.95
  • 46
    $59.95
Size: Please Select
  • 30
    $59.95
  • 31
    $59.95
  • 32
    $59.95
  • 33
    $59.95
  • 34
    $59.95
  • 35
    $59.95
  • 36
    $59.95
  • 37
    $59.95
  • 38
    $59.95
  • 40
    $59.95
  • 42
    $59.95
  • 44
    $59.95
  • 46
    $59.95
Size: Please Select
  • 30
    $59.95
  • 31
    $59.95
  • 32
    $59.95
  • 33
    $59.95
  • 34
    $59.95
  • 35
    $59.95
  • 36
    $59.95
  • 37
    $59.95
  • 38
    $59.95
  • 40
    $59.95
  • 42
    $59.95
  • 44
    $59.95
  • 46
    $59.95
Size: Please Select
  • 30
    $59.95
  • 31
    $59.95
  • 32
    $59.95
  • 33
    $59.95
  • 34
    $59.95
  • 35
    $59.95
  • 36
    $59.95
  • 37
    $59.95
  • 38
    $59.95
  • 40
    $59.95
  • 42
    $59.95
  • 44
    $59.95
  • 46
    $59.95

Features

  • Made with Comfort-First denim, a combination of ringspun combed cotton and elastane that’s equal parts durable and flexible
  • Sewn with classic five-pocket styling
  • Sturdy metal zip fly won’t snag 
  • Leather patch logo
  • Note: Because these jeans stretch, we recommend sizing down if you're between waist sizes.
  • 99% cotton/1% spandex. 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 Relaxed Fit 5 Pocket Jeans

    Men's Relaxed Fit 5 Pocket Jeans

    Back in the 1960s, there was only one way to make a great pair of jeans: with 100% ringspun cotton. Then the '70s came along, and a faster, less expensive “open-ended” spinning process took the denim world by storm. Today, it’s pretty tough to find a pair of jeans built with the original ringspinning technique – let alone a pair that’s 100% cotton (synthetics are everywhere). But not at Lands’ End®. We’ve brought back denim like it used to be, with a heftier fabric woven from 100% ringspun cotton yarns – which means our jeans are now softer, stronger and longer-lasting (and still an incredible value). Try a pair for yourself. We think you’ll appreciate the difference. In fact, we’re so confident you’re going to love them, satisfaction is Guaranteed. Period.®
    Item #488459-8M
    Color:
    $24.97 - $59.95
    $24.97 - $59.95
    $24.97 - $59.95
    Size: Please Select
    Size: Please Select
    Size: Please Select
  • Men's Straight Fit Comfort-First Jeans

    Men's Straight Fit Comfort-First Jeans

    We introduced our Square Rigger™ denim in 1983. Our philosophy: Make it as good as you can. Improve it whenever possible. And always, always price it fairly. Our Comfort-First™ Square Rigger Jeans are no exception. They’re made with softer, stronger ringspun combed cotton that breaks in (but not down). They’re priced to be an honest value. And best of all, in what might be the biggest improvement to Square Rigger ever, we’ve added a hint of stretch that makes these our most comfortable jeans. Ever. 
    Item #501611-A7
    Color:
    $59.95
    $59.95
    $59.95
    $59.95
    Size: Please Select
    • 30
      $59.95
    • 31
      $59.95
    • 32
      $59.95
    • 33
      $59.95
    • 34
      $59.95
    • 35
      $59.95
    • 36
      $59.95
    • 37
      $59.95
    • 38
      $59.95
    • 40
      $59.95
    • 42
      $59.95
    • 44
      $59.95
    Size: Please Select
    • 30
      $59.95
    • 31
      $59.95
    • 32
      $59.95
    • 33
      $59.95
    • 34
      $59.95
    • 35
      $59.95
    • 36
      $59.95
    • 37
      $59.95
    • 38
      $59.95
    • 40
      $59.95
    • 42
      $59.95
    • 44
      $59.95
    Size: Please Select
    • 30
      $59.95
    • 31
      $59.95
    • 32
      $59.95
    • 33
      $59.95
    • 34
      $59.95
    • 35
      $59.95
    • 36
      $59.95
    • 37
      $59.95
    • 38
      $59.95
    • 40
      $59.95
    • 42
      $59.95
    • 44
      $59.95
    Size: Please Select
    • 30
      $59.95
    • 31
      $59.95
    • 32
      $59.95
    • 33
      $59.95
    • 34
      $59.95
    • 35
      $59.95
    • 36
      $59.95
    • 37
      $59.95
    • 38
      $59.95
    • 40
      $59.95
    • 42
      $59.95
    • 44
      $59.95
  • Men's Straight Fit Jeans

    Men's Straight Fit Jeans

    We introduced our Square Rigger™ denim in 1983. Our philosophy: Make it as good as you can. Improve it whenever possible. And always, always price it fairly. Our mission with today’s Square Rigger hasn’t changed. They’re made with softer, stronger ringspun combed cotton – the kind that breaks in, but not down. They’re priced to be an honest value. And best of all, they’re Guaranteed. Period.®
    Item #501600-A7
    Color:
    $54.95
    $54.95
    $54.95
    $54.95
    Size: Please Select
    • 30
      $54.95
    • 31
      $54.95
    • 32
      $54.95
    • 33
      $54.95
    • 34
      $54.95
    • 35
      $54.95
    • 36
      $54.95
    • 37
      $54.95
    • 38
      $54.95
    • 40
      $54.95
    • 42
      $54.95
    • 44
      $54.95
    Size: Please Select
    • 30
      $54.95
    • 31
      $54.95
    • 32
      $54.95
    • 33
      $54.95
    • 34
      $54.95
    • 35
      $54.95
    • 36
      $54.95
    • 37
      $54.95
    • 38
      $54.95
    • 40
      $54.95
    • 42
      $54.95
    • 44
      $54.95
    Size: Please Select
    • 30
      $54.95
    • 31
      $54.95
    • 32
      $54.95
    • 33
      $54.95
    • 34
      $54.95
    • 35
      $54.95
    • 36
      $54.95
    • 37
      $54.95
    • 38
      $54.95
    • 40
      $54.95
    • 42
      $54.95
    • 44
      $54.95
    Size: Please Select
    • 30
      $54.95
    • 31
      $54.95
    • 32
      $54.95
    • 33
      $54.95
    • 34
      $54.95
    • 35
      $54.95
    • 36
      $54.95
    • 37
      $54.95
    • 38
      $54.95
    • 40
      $54.95
    • 42
      $54.95
    • 44
      $54.95
  • Men's Relaxed Fit Jeans

    Men's Relaxed Fit Jeans

    We introduced our Square Rigger™ denim in (you guessed it) 1983. Our philosophy: Make it as good as you can. Improve it whenever possible. And always, always price it fairly. Our mission with today’s Square Rigger hasn’t changed. They’re made with softer, stronger ringspun combed cotton – the kind that breaks in, but not down. They’re priced to be an honest value. And best of all, they’re Guaranteed. Period.®
    Item #501601-A7
    Color:
    $54.95
    $54.95
    $54.95
    $54.95
    Size: Please Select
    • 30
      $54.95
    • 31
      $54.95
    • 32
      $54.95
    • 33
      $54.95
    • 34
      $54.95
    • 35
      $54.95
    • 36
      $54.95
    • 37
      $54.95
    • 38
      $54.95
    • 40
      $54.95
    • 42
      $54.95
    • 44
      $54.95
    Size: Please Select
    • 30
      $54.95
    • 31
      $54.95
    • 32
      $54.95
    • 33
      $54.95
    • 34
      $54.95
    • 35
      $54.95
    • 36
      $54.95
    • 37
      $54.95
    • 38
      $54.95
    • 40
      $54.95
    • 42
      $54.95
    • 44
      $54.95
    Size: Please Select
    • 30
      $54.95
    • 31
      $54.95
    • 32
      $54.95
    • 33
      $54.95
    • 34
      $54.95
    • 35
      $54.95
    • 36
      $54.95
    • 37
      $54.95
    • 38
      $54.95
    • 40
      $54.95
    • 42
      $54.95
    • 44
      $54.95
    Size: Please Select
    • 30
      $54.95
    • 31
      $54.95
    • 32
      $54.95
    • 33
      $54.95
    • 34
      $54.95
    • 35
      $54.95
    • 36
      $54.95
    • 37
      $54.95
    • 38
      $54.95
    • 40
      $54.95
    • 42
      $54.95
    • 44
      $54.95
  • Men's Traditional Fit Jeans

    Men's Traditional Fit Jeans

    We introduced our Square Rigger™ denim in 1983. Our philosophy: Make it as good as you can. Improve it whenever possible. And always, always price it fairly. Our mission with today’s Square Rigger hasn’t changed. They’re made with softer, stronger ringspun combed cotton – the kind that breaks in, but not down. They’re priced to be an honest value. And best of all, they’re Guaranteed. Period.®
    Item #501602-A7
    Color:
    $54.95
    $54.95
    $54.95
    $54.95
    Size: Please Select
    • 30
      $54.95
    • 31
      $54.95
    • 32
      $54.95
    • 33
      $54.95
    • 34
      $54.95
    • 35
      $54.95
    • 36
      $54.95
    • 37
      $54.95
    • 38
      $54.95
    • 40
      $54.95
    • 42
      $54.95
    • 44
      $54.95
    • 46
      $54.95
    Size: Please Select
    • 30
      $54.95
    • 31
      $54.95
    • 32
      $54.95
    • 33
      $54.95
    • 34
      $54.95
    • 35
      $54.95
    • 36
      $54.95
    • 37
      $54.95
    • 38
      $54.95
    • 40
      $54.95
    • 42
      $54.95
    • 44
      $54.95
    • 46
      $54.95
    Size: Please Select
    • 30
      $54.95
    • 31
      $54.95
    • 32
      $54.95
    • 33
      $54.95
    • 34
      $54.95
    • 35
      $54.95
    • 36
      $54.95
    • 37
      $54.95
    • 38
      $54.95
    • 40
      $54.95
    • 42
      $54.95
    • 44
      $54.95
    • 46
      $54.95
    Size: Please Select
    • 30
      $54.95
    • 31
      $54.95
    • 32
      $54.95
    • 33
      $54.95
    • 34
      $54.95
    • 35
      $54.95
    • 36
      $54.95
    • 37
      $54.95
    • 38
      $54.95
    • 40
      $54.95
    • 42
      $54.95
    • 44
      $54.95
    • 46
      $54.95
  • Men's Big Ring Spun Comfort Waist Jeans

    Men's Big Ring Spun Comfort Waist Jeans

    Back in the 1960s, there was only one way to make a great pair of jeans: with 100% ringspun cotton. Then the ‘70s came along, and a faster, less expensive “open-ended” spinning process took the denim world by storm. Today, it’s pretty tough to find a pair of jeans built with the original ringspinning technique – let alone a pair that’s 100% cotton (synthetics are everywhere). But not at Lands’ End®. We’ve brought back denim like it used to be, with a heftier fabric woven from 100% ringspun cotton yarns – which means our jeans are now softer, stronger and longer-lasting (and still an incredible value). Try a pair for yourself. We think you’ll appreciate the difference. In fact, we’re so confident you’re going to love them, satisfaction is Guaranteed. Period.®
    Item #476908-8M
    Color:
    $24.97 - $69.95
    $24.97 - $69.95
    Size: Please Select
    Size: Please Select