COMFORT WAIST
PANTS & SHORTS

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.

Shop The Collection Below Full Elastic Waist | HERMOSA MIDWEIGHT JEANS. Midweight. Drawstring elastic waist. | MISSION COMFORT RELAXATION CHINOS. Midweight. Drawstring elastic waist and belt loops. | TABOOSE CLASSIC. Midweight. Drawstring elastic waist. | ZEPHYR BASKETWEAVE. Midweight. Drawstring elastic waist. Partial Elastic Waist | MISSION COMFORT WAIST CHINO SHORTS. Midweight. Adjustable inside waist tabs. | MISSION COMFORT WAIST FLAT FRONT CHINOS. Midweight. Adjustable inside waist tabs. | MISSION COMFORT WAIST PLEATED CHINOS. Midweight. Adjustable inside waist tabs. | THE GO ANYWHERE COMFORT WAIST CARGO PANTS. Heavyweight. Hidden elastic waist.
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Item 133215
$79.50
$39.75 - $74.50
Save up to 50%
4.55

(47)

Mission Comfort Waist Flat-Front Chinos: Forget Friday chinos, you'll want to slip these on every day! 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 3 inches. And, exemplary stitching details take them from good to the best chinos out there! With antiqued brass buttons and button tabs on back pockets; pocket gussets; back tunnel belt loop; striped interior waist band and pocket bags. Machine washable. Classic Fit. Imported.

4.55

(47)

4.55

(47)

Item 130085
$69.50
$64.50
Save up to 7%
5.05

(1)

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 washable. Imported.
5.05

(1)

5.05

(1)

Item 130345
$79.50
$39.75 - $72.50
Save up to 50%
4.25

(17)

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. Gutsy, triple-needle stitching at pocket openings. With two back flap pockets; Wide tunnel belt loop in back; striped interior waist band and pocket bags. Machine washable. Classic Fit. Imported.

4.25

(17)

4.25

(17)

Item 130512
$69.50
$59.50 - $64.50
Save up to 14%
4.85

(4)

A-List Peruvian Knit Pants: These super-soft pants take relaxation to the next level. Made from our substantial, 280-gram Tanguis Peruvian cotton that's a heavier weight than our A-List T-Shirts, so it works better for pants. Pigment garment dyed and garment washed for instant lived-in comfort. With an easy drawstring elastic waist, two front pockets and one back pocket with embroidered Territory Ahead logo. Faux fly. Machine washable. Made in Peru.

4.85

(4)

4.85

(4)

Item 130496
$79.50
$69.50 - $79.50
Save up to 13%
4.25

(13)

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.
4.25

(13)

4.25

(13)

Item 130480
$99.50
$94.50 - $99.50
Save up to 5%
4.35

(10)

The Go Anywhere Comfort Waist Cargo Pants: The gutsy 8.8-oz. washed cotton-nylon canvas is specially treated to repel water and dry in a snap. Hidden elastics at the waist for a comfortable, easy fit. Wide tunnel belt loops. Ten pockets provide plenty of storage. Hidden antiqued nickel key chain. Triple-needle stitching. Zip fly. Machine washable. Classic Fit. Imported.

4.35

(10)

4.35

(10)

Item 126029
$69.50
$34.75 - $62.50
Save up to 50%
4.85

(21)

Mission Comfort Waist Chino Shorts: A "short" version of our well-loved Mission Comfort Waist Chino pants. 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. 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 washable. Imported.

4.85

(21)

4.85

(21)

Item 133243
$69.50
$64.50
Save 7%
3.05

(2)

Hermosa Midweight Jeans: Ideal midweight, 12-oz. cotton denim is used to make these easy jeans, with light fading in all the right places. Elastic drawstring waist. Two side pockets and two button-through back pockets. Faux fly. Relaxed Fit. Imported. 

3.05

(2)

3.05

(2)

Item 130504
$89.50
$79.50
Save 11%
4.55

(2)

Mañana Pleated Cords: The most comfortable pleated cords you'll ever wear! We used our well-loved Mañana cord fabric and combined it with our Mission Comfort pleated chino fit. Hidden side elastics, double front belt loops and a wide back belt loop ensure a perfect fit. Detailed with double front pleats, two side pockets and two back flap pockets. Zip fly. 100% cotton. Machine washable. Classic Fit. Imported.
4.55

(2)

4.55

(2)

Item 126115
$59.50
$29.75 - $54.50
Save up to 50%
4.05

(8)

Taboose Classic Shorts: For over 20 years, these have been best sellers! Thanks to your feedback, we made the fabric softer and improved the elastic waist. The 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 washable. Relaxed fit. Imported.

4.05

(8)

4.05

(8)

Item 130538
$69.50
$34.75 - $49.50
Save up to 79%
4.05

(46)

Zephyr Basketweave Elastic Waist Pants: Constructed of 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 washable. Relaxed Fit. Imported.

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

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.05

(46)

4.05

(46)

Item 130440
$69.50
$49.50
Save up to 79%
3.65

(17)

Taboose Elastic Waist Pants: For over 20 years, these have been best sellers! Thanks to your feedback, we made the fabric softer and the drawstring elasticized waistband more easy wearing. Constructed of our cotton Bedford weave fabric. With zip fly, quarter front pockets and a button-through rear pocket. Machine washable. Relaxed Fit. Imported.

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

NOTE: Buy more & save pricing is not available on sale and clearance colors.

3.65

(17)

3.65

(17)

Item 126035
$59.50
$29.75 - $39.50
Save up to 50%
4.35

(19)

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

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

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.35

(19)

4.35

(19)

Item 126018
$49.50
$24.75 - $39.50
Save up to 60%
4.15

(25)

Redondo Shorts: We took our Redondo Pants and made equally comfortable shorts. Lightweight cotton twill, easy elastic waistband, herringbone interior drawstring, two side and two back pockets. 100% cotton. Machine washable. Relaxed Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix and match pants & shorts
Mix and match with Hermosa Lightweight Jeans & Shorts

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.15

(25)

4.15

(25)

Item 130417
$59.50
$29.75 - $44.50
Save up to 50%
4.45

(16)

Redondo Pants: Supreme comfort and easy style converge to create pants you'll want to trek far and wide in. Lightweight cotton twill is pigment garment dyed for softness. Elastic waist, herringbone interior drawstring, two side and two back pockets. 100% cotton. Machine washable. Relaxed Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix and match pants & shorts
Mix and match with Hermosa Lightweight Jeans & Shorts

NOTE: Buy more & save pricing is not available on sale and clearance colors.

4.45

(16)

4.45

(16)

Item 130532
$79.50
$59.50
Save 25%
5.05

(7)

Manhattan Twill Cargo Pants: Cool comfort from coast to coast... the perfect pants from Manhattan Beach, CA to the streets of NYC. We used our Mission Comfort cotton stretch twill fabric for the body and cotton knit elastic waistband for ultimate comfort. The fabric is also pigment garment dyed and garment washed for lived-in character. Details include an outside canvas drawstring; concealed button-flap cargo pockets at the sides and back; logo rivets at the front pocket openings; pieced front and back leg panels; and logo at the wearer's right back pocket. Faux fly. Cotton/spandex. Machine washable. Imported.

5.05

(7)

5.05

(7)

Item 126100
$59.50
$29.75 - $44.50
Save up to 50%
5.05

(2)

Manana Cord Shorts: Since you like our popular Manana Cords so much, we used the same soft cotton corduroy to create these shorts. With an elasticized drawstring waist for an easy fit. Quarter front pockets, button-fly, and button-through back pockets. Machine washable. Imported.

5.05

(2)

5.05

(2)

Item 130535
$79.50
$49.50
Save 38%
4.45

(7)

Calistoga Linen Cotton Pants: Midweight linen-cotton fabric goes through a special dyeing process, then it's washed to achieve great high-low character. We added a drawstring in addition to side elastics for an even more comfortable fit. With two front pockets and two back flap pockets and double belt loops in back. Machine washable. Imported.

4.45

(7)

4.45

(7)

Item 130444
$99.50
$89.50
Save 10%
3.85

(4)

Ensenada Hemp Tencel Drawstring Pants: Hemp for strength, texture and airiness. Tencel for silky softness. The unique blend of this garment-dyed twill fabric gives these pants an easy, casual drape, and the exterior canvas drawstring makes them super comfortable. With two front pockets and two button-through back pockets. Contrast bar tacks. Faux fly. Hemp/tencel. Machine washable. Imported.

3.85

(4)

3.85

(4)

Item 126034
$69.50
4.35

(3)

Mission Comfort Waist Pleated Chino Shorts: Midweight 10-oz. cotton twill is pigment garment-dyed for extra character and a hint of spandex makes for a comfortable fit. Adjustable inside waist tabs stretch up to three inches. With antiqued brass buttons and two back flap pockets. Machine washable. Classic Fit.  Imported.

4.35

(3)

4.35

(3)

Item 130541
$89.50
$59.50
Save 34%
4.75

(3)

Playa Rayada Baja Stripe Drawstring Pants: We used our signature, baja heavyweight herringbone fabric and turned it into an awesome new pair of pants. Perfect for any trip or excursion or lounging, these pants feature an elastic waist, natural canvas belt loops, and a faux fly and interior twill drawstring. Two front off-seam pockets and two button-through back pockets, all with wooden buttons. 100% cotton. Machine washable. Relaxed fit. Imported. 

4.75

(3)

4.75

(3)

Item 123256
$49.50
$24.75 - $44.50
Save up to 50%
4.25

(40)

Life Of Riley Comfort Waist Shorts: Stonewashed cotton canvas with subtle, elastic-gathered side bands on the waist. Front pleats, quarter front pockets, and two button-through rear pockets. Machine washable. Imported.

4.25

(40)

4.25

(40)

Item 133212
$59.50
$49.50
Save 17%
3.55

(6)

Hermosa Lightweight Jeans: Super-lightweight, 8.5-oz. cotton denim is used to make these easy jeans, with light fading in all the right places. Elastic drawstring waist (no fly). Machine washable. Relaxed Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix and match pants & shorts
Mix and match with Redondo Jeans & Shorts

NOTE: Buy more & save pricing is not available on sale and clearance colors.

3.55

(6)

3.55

(6)

Item 130580
$90.00
$70.00
Save 22%
3.05

(2)

National Geographic® Nosilife Comfort Waist Cargo Pants from Craghoppers®: Tough enough for the most challenging terrain and built to last. Equipped with plenty of top-notch travel technology, including Insect Shield® polyamide fabric to repel biting insects in even the hottest climates. Partial elastics at waist sides with a cooling inner waistband. Nine total pockets, including two side front pockets with mesh lining and a mobile phone pocket and a hidden elasticized pocket inside the right cargo pocket. Drying belt loops that unsnap. Zip fly. 100% Insect Shield® polyamide; trim in 100% poly. Machine washable. Imported.
3.05

(2)

3.05

(2)

Item 126048
$79.50
$59.50
Save 25%
5.05

(2)

Playa Rayada Baja Drawstring Shorts: Our signature, baja heavyweight herringbone fabric is now reinterpreted as cool, funky shorts – great for lounging or hanging out at the beach or patio. Easy full-elastic waist and natural canvas belt loops. Faux fly with interior twill drawstring. Two front off-seam pockets and two button-through back pockets, all with wooden buttons. 100% cotton. Machine washable. Relaxed fit. Imported. Inseam: 9".

5.05

(2)

5.05

(2)

Item 133244
$79.50
$39.50
Save 50%
4.25

(4)

Mission Comfort Waist Denim Chinos: Alright! A denim version of your favorite comfort waist chinos. Midweight 12-oz. 100% cotton with adjustable inside waist tabs that stretch up to 3" for a great, comfortable fit. With antiqued brass buttons; pocket gussets; wider belt loops; striped poplin interior waist band and pocket bags. Machine washable. Classic Fit.  Imported.

4.25

(4)

4.25

(4)

Item 126052
$49.50
$34.50
Save 30%
3.85

(5)

Hermosa Lightweight Shorts: We used the lightweight, 8.5-oz. cotton denim fabric from our Hermosa Jeans to create these easy, drawstring-waist shorts. Machine washable. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix and match pants & shorts
Mix and match with Redondo Jeans & Shorts

NOTE: Buy more & save pricing is not available on sale and clearance colors.

3.85

(5)

3.85

(5)

Item 130587
$79.50
Vaha Elastic Waist Hemp Pants from Prana®: Made of sustainable, woven hemp blend fabric with a contrast, knit elastic drawstring waist for a comfortable, secure fit. Wide leg openings for a relaxed gait with full range of motion. Hemp/recycled poly/spandex. Machine washable. Relaxed Fit. Imported. Inseam: 32".

NOTE: This item is excluded from promotional discounts.
Item 126046
$69.50
$59.50
Save up to 14%
4.05

(1)

Manhattan Twill Cargo Shorts: Cool comfort from coast to coast... the perfect shorts from Manhattan Beach, CA to the streets of NYC. We used our Mission Comfort cotton stretch twill fabric for the body and a cotton knit elastic waistband for ultimate comfort. The fabric is also pigment garment dyed and garment washed for lived-in character. Details include an outside canvas drawstring; concealed button-flap cargo pockets at the sides and back; logo rivets at the front pocket openings; pieced front and back leg panels; and logo at the wearer's right back pocket. Faux fly. Cotton/spandex. Machine washable. Imported. 

4.05

(1)

4.05

(1)

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