Pants & Shorts

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Item 133215
$69.50
$24.50 - $69.50
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4.45

(118)

Mission Comfort Waist Flat Front Chinos: By far the best chinos out there for comfort and style. Midweight 10-oz. cotton twill is pigment garment-dyed for extra character and a hint of spandex makes for a great, comfortable fit, along with expandable inside waist tabs that stretch up to 3 inches. With exemplary stitching; antiqued brass buttons and button tabs on back pockets; pocket gussets; back tunnel belt loop; striped interior waist band and pocket bags. Machine wash. Classic Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix & Match Flat Front & Pleated


NOTE: Buy more save more pricing does not apply to sale or clearance colors.
4.45

(118)

4.45

(118)

Item 130147
$69.50
$39.50 - $69.50
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3.75

(19)

Mission Comfort Waist Stretch 5 Pocket Pants: Your favorite pants are now available in a jeans-like 5-pocket style. Midweight cotton twill with spandex for ease of movement. Featuring hidden side elastic waist tabs that stretch up to three inches, two angled front pockets, coin pocket on wearer's right, and two back pockets. Antiqued brass zip fly. Cotton/spandex. Machine wash. Classic Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix & Match Flat Front & Pleated


NOTE: Buy more save more pricing does not apply to sale or clearance colors.
3.75

(19)

3.75

(19)

Item 126029
$59.50
$39.50 - $59.50
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4.45

(55)

Mission Comfort Waist Flat Front Chino Shorts: By far the best chino shorts out there for comfort and style. Midweight 10-oz. cotton twill is pigment garment-dyed for extra character, and a hint of spandex makes for a great, comfortable fit, along with adjustable inside waist tabs that stretch up to three inches. With great stitching details, antiqued brass buttons and button tabs on back pockets; pocket gussets; back tunnel belt loop; striped interior waist band and pocket bags. Machine wash. Classic Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix & Match Flat Front & Pleated


NOTE: Buy more, save more pricing does not apply to sale or clearance colors.
4.45

(55)

4.45

(55)

Item 130345
$69.50
$24.50 - $79.50
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4.25

(57)

Mission Comfort Waist Pleated Chinos: Your favorite comfort waist chinos, restyled with reverse front pleats. Midweight 10-oz. cotton twill is pigment garment-dyed for extra character and a hint of spandex moves with you. Adjustable inside waist tabs stretch up to 3" for an easy, comfortable fit. Antiqued brass buttons. Wide tunnel belt loop in back. Two back flap pockets. Machine wash. Classic Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix & Match Flat Front & Pleated


NOTE: Buy more save more pricing does not apply to sale or clearance colors.
4.25

(57)

4.25

(57)

Item 130080
$59.50
$20.50 - $59.50
Buy More and SAVE!
4.45

(41)

Taboose Elastic Waist Pants: Our best-selling, drawstring elastic-waist pants now have an improved zipper length and more great updates. Constructed of our 9.1-oz. cotton Bedford weave fabric (Bedford is named after a town in England, and the fabric is a unique piqué weave that's ridged like corduroy and is especially strong and durable). With a longer zip fly, two quarter front pockets and two button-through rear pockets. Machine wash. Relaxed Fit. Imported.

Buy any 2 & SAVE $5 each
Buy any 3 & SAVE $7 each


NOTE: Buy more save more pricing does not apply to sale or clearance colors.
4.45

(41)

4.45

(41)

Item 130776
$89.50
Buy More and SAVE!
Mission Comfort Twill Cargo Pants: Fuel your cooler-weather pursuits with this adventure-ready version of our Mission Comfort Stretch Twill pants. Garment dyed and washed for a lived-in feel, 10 oz. midweight cotton twill with a hint of spandex moves through plenty of situations, while our signature 3 in. expandable waist tabs adjust for the perfect fit. Eight total pockets, all chambray lined: two front pockets with gussets; one hidden zip pocket at wearer’s right hip; one hidden zip pocket at wearer’s lower right leg; two zip cargo pockets; and two back zip pockets (right side one is RFID blocking). Kickplate-reinforced hems for durability. Antiqued brass buttons. Wide belt loops. Cotton/spandex. Machine Wash. Classic Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix & Match Flat Front & Pleated


NOTE: Buy more save more pricing does not apply to sale or clearance colors.
Item 126123
$49.50
$29.50 - $49.50
Save up to 40%
4.25

(26)

Life Of Riley Version II Shorts: Stonewashed cotton canvas is gutsy, and just gets better with age. Based on your feedback, we brought back the fit from the "good old days." The slightly peached finish makes them soft as well as sturdy. With subtle, elastic-gathered side bands on the waist. Front pleats, quarter front pockets, and two button-through rear pockets, including a small coin pocket. Machine wash. Imported. Sizes: S-XXL.
4.25

(26)

4.25

(26)

Item 130654
$69.50
4.35

(3)

Tried and True 3.0 Relaxed Fit Denim Jeans: We gave these a new fit with more room in the hips and thighs compared to our Classic Fit jeans. Great 5-pocket styling with a roomier fit in the hips, thighs and legs. Featuring sturdy, 13.1-oz. ringspun cotton denim; an extra belt loop in back; rivets on the back pockets; back waist and inside leg seams; back pockets cut on the cross grain; and no "contrived" whiskering. Based on the Territory Signature Version 3.0 jean. Machine wash. Relaxed Fit. Imported.
4.35

(3)

4.35

(3)

Item 126072
$59.50
$20.50 - $59.50
Save up to 66%
4.05

(8)

Zephyr Elastic Waist Shorts: The 100% cotton in a medium-weight basketweave channels the slightest breeze skinward. Based on your feedback, we lengthened the zip fly. Details: elastic waistband with twill-tape drawcord, quarter front pockets and two, button-through rear pockets. Machine wash. Relaxed Fit. Imported.
4.05

(8)

4.05

(8)

Item 126037
$59.50
$39.50 - $59.50
Buy More and SAVE!
4.85

(20)

Mission Comfort Waist Pleated Chino Shorts: By far the best chino shorts out there for comfort and style. Midweight 10-oz. cotton twill is pigment garment-dyed for extra character, and a hint of spandex makes for a great, comfortable fit, along with adjustable inside waist tabs that stretch up to three inches. With great stitching details, antiqued brass buttons and button tabs on back pockets; pocket gussets; back tunnel belt loop; striped interior waist band and pocket bags. Machine wash. Classic Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix & Match Flat Front & Pleated


NOTE: Buy more, save more pricing does not apply to sale or clearance colors.
4.85

(20)

4.85

(20)

Item 130770
$59.50
Buy More and SAVE!
Pescadero Twill Pants: Relax a little longer in the morning, or feel the soft sand below your feet as you study the seaside and adjacent tall, rocky cliffs. Wherever you find yourself, be sure you’re there in these comfy pants. Balancing casual with craftsmanship, they pair substantial midweight textured twill with a full elastic drawstring waist. Straight fit with two quarter front pockets, two button-through back pockets, and a zip fly. Brushed inside and out for an all-around soft feel. 100% cotton. Machine wash. Relaxed Fit. Imported.

Buy any 2 & SAVE $5 each
Buy any 3 & SAVE $7 each


NOTE: Buy more save more pricing does not apply to sale or clearance colors.
Item 130773
$69.50
5.05

(1)

Mission Comfort Textured Twill 5-Pocket Pants: Cooler weather calls for thicker, more substantial materials, no matter if you’re relaxing at home, off to the office, or planning a night out. That’s where this version of our popular Mission Comfort pant comes in. Made with heavyweight, yarn-dyed twill featuring a distinctively textured appearance, it adds the perfect amount of weight for whenever the temperatures dip and you’ve got to dress up.

Brushed exterior offers a softer handfeel and subdued look. Classic five-pocket construction. Signature 3 inch adjustable waist tabs for an adaptable fit. 10 oz. cotton/poly/spandex feels sturdy and offers just a bit more give when you move. With double belt loops on the back and contrasting striped fabric lining the inner waist and pocket bags. Machine Wash. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 130850
$79.50
$64.50 - $79.50
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3.05

(3)

Mission Comfort Waist Brushed Twill Pants: These are a cool weather version of our best-selling Mission Comfort flat front pants with discreet inside waist tabs that stretch up to three inches for a perfect fit. Midweight cotton twill is brushed for extra softness with a touch of spandex for ease of movement. Two angled front pockets with gussets and two button-through back pockets. Cotton/spandex. Machine wash. Relaxed Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix & Match Flat Front & Pleated


NOTE: (1) Buy more save more pricing does not apply to sale or clearance colors. (2) This item runs large. We recommend ordering down one waist size (ex: if you are a 36" waist, we suggest ordering 35"; if you are a 40" waist, we suggest ordering a 38" waist).
3.05

(3)

3.05

(3)

Item 130950
$79.50
Cuyamaca Ombré Stripe Lounge Pants: Don’t be so beige whenever you relax. These pants deliver Territory Ahead’s elevated level of comfort, complete with a relaxed fit and brushed material, and stand out with a rainbow of colors, thanks to vertical ombré stripes. Perfect for chilling out at home, or after that big catch at the lake. Midweight construction with a full drawstring elastic waist, two quarter front pockets, and one back pocket. Faux fly. 100% cotton. Machine wash. Relaxed Fit. Imported.
Item 130650
$69.50
2.05

(2)

Tried and True Classic Fit Denim Jeans: Now with an improved fit through the waist and thighs. Great 5-pocket styling with an easy fit through the waist and thighs. Featuring sturdy, 13.1-oz. ringspun cotton denim; an extra belt loop in back; rivets on the back pockets; back waist and inside leg seams; back pockets cut on the cross grain; and no "contrived" whiskering. Based on the Territory Signature Version 3.0 jean. Machine wash. Classic Fit. Imported. Sizes: 32-44, 33, 35, 37.
2.05

(2)

2.05

(2)

Item 126070
$54.50
$39.50 - $44.50
Buy More and SAVE!
3.95

(16)

Taboose Elastic Waist Shorts: For over 20 years, these have been best sellers! Based on your feedback, we lengthened the zip fly. The soft, 9.1-oz. cotton Bedford weave is almost indestructible: textured like denim, but more structured. With elastic waistband, zip fly, quarter front pockets and a button-through rear pocket. 100% cotton. Machine wash. Relaxed Fit. Imported.

Buy any 2 & SAVE $5 each
Buy any 3 & SAVE $7 each


NOTE: Buy more save more pricing does not apply to sale or clearance colors.
3.95

(16)

3.95

(16)

Item 126120
$39.50
$29.50 - $39.50
Save up to 25%
4.35

(9)

Redondo Version III Elastic Waist Twill Shorts: Lightweight, 7.4-oz. cotton twill, easy elastic waistband, herringbone interior drawstring, two side and two back pockets. Zip fly. 100% cotton. Machine wash. Relaxed Fit. Imported.
4.35

(9)

4.35

(9)

Item 130615
$89.50
5.05

(1)

Laguna Denim Elastic Waist Pants: Enjoy all-day comfort with a full elastic drawstring waist. Signature, midweight 9-oz. cotton-linen denim with signature reverse palm tree print at the inside waistband and pocket bags. Two front pockets and two button-through back pockets. Coconut baja buttons. Inside cotton herringbone twill drawstring. Belt loops. Zip fly. Cotton/linen. Machine wash. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 130233
$69.50
$24.50 - $59.50
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4.45

(37)

Mañana Elastic Waist Cords: Designed for those slothful, joyful, semicomatose days when your mañana principle (Do nothing today that can be put off until tomorrow) is fully operational. The wavy, 100% cotton corduroy may be the softest fabric ever woven. And the elasticized waist with drawstring allows for a fit as easy and undemanding as a pair of PJ bottoms. With quarter front pockets, button-fly, and button-through back pockets. Machine wash. Relaxed Fit. Imported.

Buy any 2 & SAVE $5 each
Buy any 3 & SAVE $7 each


NOTE: Buy more save more pricing does not apply to sale or clearance colors.
4.45

(37)

4.45

(37)

Item 672152
$79.95
$39.00 - $79.95
Save up to 51%
4.15

(98)

Flyaway Pants: Tailored from a high-performance fabric, our pants have comfortable stretch. They're also lightweight, water-resistant, and quick-drying, so they're perfect for travel. Multiple pockets include two in front (one with a hidden zip security pocket), two zip pockets in back and a zip pocket on the right leg — adding cargo functionality without bulk. Elastic at the back waist allows up to 3" of additional stretch. Button-zip fly. Nylon/spandex. Machine wash. Imported.
4.15

(98)

4.15

(98)

Item 672224
$109.00
3.35

(7)

Whether you're out for a stroll or a night on the town, you'll look stylish in these wool-blend flat-front pants. They feature a ComfortSizer™ Waistband that automatically adjusts anytime you need more room. Hidden zipper pocket inside left front pocket; left rear pocket has a zipper under the buttoned flap. Wrinkle-resistant poly/wool/spandex blend. Machine wash. Imported.

Washable Wool Flat-Front Pants

Even sizes 32-44, 33 and 35. Shipped Unhemmed 38” length.  

  • Washable Wool Flat-Front Pants
  • Wrinkle-resistant
  • The ComfortSizer™ Waistband extends up to 2"
  • Button/zip fly closure; belt loops
  • 2 front pockets; hidden zipper inside left pocket
  • 2 welt, button-closure back pockets; zipper under left pocket flap
  • Poly/wool/spandex
  • Machine wash
  • Imported
3.35

(7)

3.35

(7)

Item 672227
$109.00
3.65

(20)

Tropical Microfiber Pleated Pants: Smooth, substantial polyester microfiber makes a pair of crisp yet virtually wrinkleproof trousers that keep up appearances for a solid week (or more) of travel. The Durapel® finish resists spills and stains, and because the pants can be machine-washed, you can extend their travel-worthiness even longer. A zip security pocket inside one front pocket holds valuables. Two back flap pockets, one with a zip under the flap to deter pickpockets. The ComfortSizer™ Waistband automatically adjusts whenever you need a bit more room around your midsection. Machine wash. Imported.
3.65

(20)

3.65

(20)

Item 672225
$109.00
3.25

(4)

Classic comfort for the guy on the go, these pleated pants feature a ComfortSizer™ Waistband that automatically adjusts anytime you need a bit more room. Hidden zipper pocket inside left front pocket; left rear pocket has a zipper under the buttoned flap. Wrinkle-resistant poly/wool/spandex blend. Machine wash. Imported.

Washable Wool Pleated Pants

Even sizes 32-44, 33 and 35. Shipped Unhemmed 38” length.  

  • Washable Wool Pleated Pants
  • Wrinkle-resistant
  • The ComfortSizer™ Waistband extends up to 2"
  • Button/zip fly closure; belt loops
  • 2 front pockets; hidden zipper inside left pocket
  • 2 welt, button-closure back pockets; zipper under left pocket flap
  • Poly/wool/spandex
  • Machine wash
  • Imported
3.25

(4)

3.25

(4)

Item 130834
$49.50
$39.50 - $49.50
Save up to 20%
3.95

(12)

Redondo Version III Elastic Waist Twill Pants: Your favorite lightweight pants now have a zip fly. 7.4-oz. cotton twill is pigment garment dyed for softness. Elastic waist, herringbone interior drawstring, two side and two back pockets. Zip fly. 100% cotton. Machine wash. Relaxed Fit. Imported.
3.95

(12)

3.95

(12)

Item 672226
$109.00
3.95

(15)

Tropical Microfiber Flat Front Pants: Smooth, substantial polyester microfiber makes a pair of crisp yet virtually wrinkleproof trousers that keep up appearances for a solid week (or more) of travel. The Durapel® finish resists spills and stains, and because the pants can be machine-washed, you can extend their travel-worthiness even longer. A zip security pocket inside one front pocket holds valuables. Two back flap pockets, one with a zip under the flap to deter pickpockets. The ComfortSizer™ Waistband automatically adjusts whenever you need a bit more room around your midsection. Machine wash. Imported.
3.95

(15)

3.95

(15)

Item 663160
$65.95
2.55

(2)

Kiwi Boulder Trouser by Craghoppers®: Relaxed fit pants protect from sun and insects while keeping you comfortable and dry. Button and zip fly closure with belt loops and removable belt. Seven pockets, including four that zip.
  • UPF50+ sun protection
  • Poly/cotton
  • Machine wash
  • Imported
NOTE: This item is excluded from promotional discounts.
2.55

(2)

2.55

(2)

Item 130635
$89.50
$69.50
Save 22%
Laguna Denim Jeans: Easy 5-pocket styling. Signature, midweight 9-oz. cotton-linen denim with signature reverse palm tree print at the inside waistband and pocket bags. Two front and two back pockets, plus one coin pocket. Coconut buttons. Logo shank button and logo rivets. Zip fly. Cotton/linen. Machine wash. Classic Fit. Imported.
Item 130859
$129.00
4.05

(4)

Styled after our Mission Comfort chinos, here in sturdy, midweight poly-wool herringbone fabric that's machine washable. Inside waist tabs stretch up to three inches for a perfect fit, and the inside waistband is lined in yarn-dyed twill plaid. Detailed with two front pockets and two button-through back pockets. Faux horn buttons. Zip fly in antiqued brass. Extra wide belt loop in back. Poly/wool. Fully lined in poly. Machine wash. Classic Fit. Imported.
4.05

(4)

4.05

(4)

Item 130639
$89.50
$69.50
Save 22%
3.75

(7)

Laguna Denim Chinos: We used the body of our signature Mission Comfort Flat Front Chinos and our signature, midweight 9-oz. cotton-linen denim fabric to create these super comfortable pants. Expandable inside waist tabs stretch up to 3 inches. With button tabs on back pockets; pocket gussets; back tunnel belt loop. Heavy navy thread topstitching. Antiqued brass buttons. Signature palm tree print chambray at inside waist and pocket bags. Cotton/linen. Machine wash. Classic Fit. Imported.
3.75

(7)

3.75

(7)

Item 130862
$79.50
$59.50
Save 25%
The Go Further Out Utility Pants: We used the same new midweight cotton fabric as our Go Further Out jacket, with a hint of stretch spandex. Look closely and you'll notice the garment-washed twill has a subtle slub texture. Super comfortable with a full elastic drawstring waist. Two front side pockets with topstitch detailing and two button flap patch pockets. Baja coconut buttons. Inside drawstring with cotton patterned drawcord. Cotton/spandex. Machine wash. Classic Fit. Imported.
Item 126138
$69.50
$59.50
Save 14%
4.05

(1)

The Go Further Out Utility Cargo Shorts: We used the same new midweight cotton fabric as our Go Further Out pants, with a hint of stretch spandex. Look closely and you'll notice the garment-washed twill has a subtle slub texture. Super comfortable with a full elastic drawstring waist. Two front side pockets with topstitch detailing and two button flap patch back pockets. Baja coconut buttons. Inside drawstring with cotton patterned drawcord. Cotton/spandex. Machine wash. Classic Fit. Imported.
4.05

(1)

4.05

(1)

Item 126132
$69.50
$49.50
Save 29%
3.05

(2)

Laguna Cotton Linen Denim Shorts: Signature, midweight 9-oz. cotton-linen denim. Zip fly. Elastic drawstring waist with belt loops and interior draw cord. Four pockets. Machine wash. Imported.
3.05

(2)

3.05

(2)

Item 130085
$69.50
$24.50 - $59.50
Save up to 65%
4.55

(29)

Zephyr Elastic Waist Pants: Now with increased zipper length. Constructed of 8.3-oz. 100% cotton in a beefy basketweave that, in addition to looking great, catches even the slightest breeze and directs it skinward. With a fully elasticized waist, twill-tape drawcord, zip fly, on-seam pockets, and a button-through rear pocket. Machine wash. Relaxed Fit. Imported.
4.55

(29)

4.55

(29)

Item 130936
$54.50
$44.50
Save 18%
5.05

(1)

Brisa Fresca Leno Weave Lounge Pants: The soft, breathable leno weave cotton has an easy, casual drape – look closely and you'll notice a subtle diamond pattern. Details include two front pockets and two button-through back pockets, wooden buttons, and inside cotton herringbone twill drawstring. Faux fly. 100% cotton. Machine wash. Relaxed Fit. Imported.
5.05

(1)

5.05

(1)

Item 130496
$79.50
$19.50 - $72.50
Save up to 75%
4.35

(24)

Mission Comfort Relaxation Chinos: Our super-versatile comfort chinos have a great easy fit. Midweight 10-oz. cotton twill featuring a FULL elastic drawstring waist AND belt loops. Plus, a discreet side pocket fits the newest size smart phones. Zip fly. Machine washable. Classic Fit. Imported.
4.35

(24)

4.35

(24)

Item 126134
$59.50
$44.50
Save 25%
5.05

(2)

Panama Coast Comfort Waist Linen Cotton Shorts: The midweight, yarn-dyed linen-cotton twill weave has a subtle heathered look. Super comfortable with a full elastic waist and single button closure. Outside cotton patterned drawcord with antiqued brass tips. Two front pockets and two button-through back pockets. Two-tone coconut buttons. Poplin inside pocket bags. Zip fly. Machine wash. Imported.
5.05

(2)

5.05

(2)

Related Products

Essentials for everything from epic road trips and playing golf to running errands and simple relaxation, our men’s pants & shorts include styles for almost every occasion. Shop comfort waist twill khakis, cargo pants and shorts, lounge pants and denim with the pleats, pockets and extra details you expect from Territory Ahead. Our durable men’s pants and shorts were designed with classic button-fly or zip-fly styling or drawstring elastic-waistbands in the designs, lengths and colors you want.

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