Comfort Waist Pants & Shorts
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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 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 130776
$89.50
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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 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 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 130345
$69.50
$21.50 - $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
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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 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 130770
$59.50
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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 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 130954
$59.50 - $69.50
$69.50
Old Favorite Lounge Pants: Athletic trends come and go, but you’ll always stick with your old favorite – cozy, comfy heavyweight French terry with a soft brushed fleece interior. This decades-long staple is always up for a few hours at the gym, is ready to relax by the fire come evening, and continues to be a reliable source of layered warmth. Straight, slightly tapered fit with a full elastic waist, herringbone twill drawstring, two side pockets, one back pocket, contrast cover stitching, and a faux fly. 350g marled poly/cotton/nylon knit. Machine wash. Relaxed Fit. Imported.
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 126037
$59.50
$39.50 - $69.50
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 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 126070
$54.50
$39.50 - $44.50
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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 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 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)

Comfort Waist Pants & Shorts

The Territory Ahead is your destination for unique clothing, including casual elastic-waist pants and shorts. Use this page as a guide to determine which style and fit is right for you.

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