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 - $79.50
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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.

Buy any 2 & SAVE $7 each
Buy 3 or more & SAVE $10 each
Mix and Match Flat Front & Pleated

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

4.55

(47)

4.55

(47)

Item 130085
$69.50
$64.50 - $69.50
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5.05

(3)

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. Relaxed Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix and Match Pants & Shorts

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

5.05

(3)

5.05

(3)

Item 130080
$69.50
$64.50 - $69.50
Buy More and SAVE!
4.85

(6)

Taboose Classic 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 washable. Relaxed Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix and Match Pants & Shorts

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

4.85

(6)

4.85

(6)

Item 126082
$49.50

Life of Riley Shorts: Stonewashed cotton canvas is gutsy, and just gets better with age. Based on your feedback, we went back to the original fit and made the interior pocket bags deeper. 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 washable. Imported.

Item 126029
$69.50
$34.75 - $69.50
Buy More and SAVE!
4.75

(22)

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. Classic Fit. Imported.

Buy any 2 & SAVE $7 each
Buy 3 or more & SAVE $10 each
Mix and Match Flat Front & Pleated

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

4.75

(22)

4.75

(22)

Item 126072
$59.50
Buy More and SAVE!

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 washable. Relaxed Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix and Match Pants & Shorts

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

Item 130096
$59.50
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Redondo Version II Elastic Waist Twill Pants: Because you asked... your favorite relaxed pants now have a zip fly to make them even more comfortable. Lightweight, 7.4-oz. cotton twill, easy elastic waistband, herringbone interior drawstring, two side and two back pockets. Zip fly. 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

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

Item 126074
$49.50
Buy More and SAVE!

Redondo Version II Elastic Waist Twill Shorts: Because you asked... your favorite relaxed shorts now have a zip fly to make them even more comfortable. Lightweight, 7.4-oz. cotton twill, easy elastic waistband, herringbone interior drawstring, two side and two back pockets. Zip fly. 100% cotton. Machine washable. Relaxed Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix and Match Shorts & Pants

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

Item 130345
$79.50
$74.50 - $79.50
Buy More and SAVE!
4.25

(18)

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.

Buy any 2 & SAVE $7 each
Buy 3 or more & SAVE $10 each
Mix and Match Flat Front & Pleated

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

4.25

(18)

4.25

(18)

Item 130496
$79.50
$69.50 - $79.50
Buy More and SAVE!
4.25

(15)

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.

Buy any 2 & SAVE $7 each
Buy 3 or more & SAVE $10 each


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

4.25

(15)

4.25

(15)

Item 126070
$59.50
Buy More and SAVE!

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 washable. Relaxed Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix and Match Pants & Shorts

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

Item 130233
$69.50
$29.50 - $54.50
Save up to 58%
4.55

(24)

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 washable. Imported. 

NOTE: Shale color is more of a charcoal hue, as displayed here, than it appears in our catalog.

4.55

(24)

4.55

(24)

Item 130512
$69.50
$59.50 - $69.50
Save up to 14%
4.65

(5)

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.

4.65

(5)

4.65

(5)

Item 130480
$99.50
$89.50 - $99.50
Save up to 10%
4.35

(11)

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

(11)

4.35

(11)

Item 133325
$69.50
$64.50 - $69.50
Save up to 7%
3.85

(9)

Piece Of The Action Lounge Pants: Irresistibly soft and beefy 300-gram cotton is sandwashed for a lived-in look and feel. Full elastic waist with contrast drawcord, and two side and two back pockets. Faux fly. 100% cotton. Machine washable. Relaxed Fit. Imported. 
3.85

(9)

3.85

(9)

Item 130093
$79.50

Taboose Elastic Waist Field Pants: We used our best-selling, Taboose 9.1-oz. cotton Bedford fabric to create pants with all the same great details as our Taboose Field Shorts. Featuring an elastic waist with contrast inside drawcord, and wide belt loops. Self-fabric reinforcements at the two bellows-style front pockets and two back pockets. Zip fly with antiqued brass zipper. Triple-needle stitching. Logo label at wearer's right back pocket. Hidden Aztec trim at inside back pockets. Machine washable. Relaxed Fit. Imported.

Item 130100
$79.50

Ripstop Elastic Waist Travel Pants: The nylon-cotton blend fabric is lightweight, yet durable, and dries quickly – it's so easy to pack for traveling. Enjoy all-day comfort with a full elastic waist, inside drawstring, front button closure and zip fly. Two off-seam front pockets with button closure, and two back pockets with concealed zippers. Side pocket fits plus-size cell phones. Wooden buttons. Back seaming details. Cotton/nylon. Machine washable. Relaxed Fit. Imported.

Item 130577
$49.50
4.05

(3)

Made of the softest, lightweight Peruvian pima cotton for VIP-level comfort – you'll want to live in them everyday! The fit is loose and roomy with an elastic waistband and outside drawstring for an easy fit. Two front pockets. Machine washable. Made in Peru. Sizes: S-XXL.
4.05

(3)

4.05

(3)

Item 130557
$79.50

True Indigo Stripe Knit Pants: These heavyweight 330-gram cotton knit pants are true indigo dyed with unique corded stripes. We added a touch of spandex for stretch and ease of movement, and a full elastic waist with inside drawcord. Two front off-seam pockets and two back patch pockets. Faux fly. Logo label at wearer's right pocket. Cotton/spandex. Machine washable. Relaxed Fit. Imported.

Item 126013
$69.50
Buy More and SAVE!

Mission Comfort Relaxation Shorts: Our super-versatile comfort chino shorts have a great easy fit. Midweight 10-oz. cotton twill with a FULL elastic drawstring waist AND belt loops. Two front pockets and two button-through back pockets. Zip fly. Machine washable. Classic Fit. Imported.

Buy any 2 & SAVE $7 each
Buy 3 or more & SAVE $10 each

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

Item 126050
$59.50
4.05

(4)

Taboose Elastic Waist Field Shorts: These shorts are comfortable and built to last, made from our best-selling, Taboose 9.1-oz. cotton Bedford fabric (a unique piqué weave that's ridged like corduroy and is especially strong and durable). Featuring an elastic waist with contrast inside drawcord, and wide belt loops. Self-fabric reinforcements at the two bellows-style front pockets and two back pockets. Zip fly with antiqued brass zipper. Triple-needle stitching. Machine washable. Imported. Inseam: 7.5".
4.05

(4)

4.05

(4)

Item 130538
$69.50
$34.50 - $34.75
Save 50%
4.15

(49)

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.

4.15

(49)

4.15

(49)

Item 133243
$69.50
$49.50
Save 29%
2.35

(3)

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. 

2.35

(3)

2.35

(3)

Item 130417
$59.50
$29.75 - $39.50
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 130440
$69.50
$34.50
Save 50%
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 130504
$89.50
$79.50
Save 11%
4.75

(3)

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.
4.75

(3)

4.75

(3)

Item 126018
$49.50
$24.75 - $29.50
Save up to 50%
4.25

(26)

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.

4.25

(26)

4.25

(26)

Item 126035
$59.50
$29.50 - $29.75
Save 50%
4.35

(20)

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

(20)

4.35

(20)

Item 130535
$79.50
$39.50
Save 50%
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
$69.50
Save 30%
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 130541
$89.50
$49.50
Save 45%
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 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 126048
$79.50
$39.50
Save 50%
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 123256
$49.50
$24.75 - $34.50
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 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 126100
$59.50
$29.75 - $39.50
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)

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