Comfort Waist Pants & Shorts
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Item 126120
$39.50
$29.50 - $39.50
Save up to 25%
4.35

(7)

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

(7)

4.35

(7)

Item 130085
$69.50
$29.50 - $69.50
Save up to 58%
4.45

(28)

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.
4.45

(28)

4.45

(28)

Item 130834
$49.50
$39.50 - $59.50
Save up to 20%
4.15

(10)

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.
4.15

(10)

4.15

(10)

Item 130813
$49.50
$34.50 - $49.50
Save up to 30%
4.95

(7)

The Sweet Spot Lounge Pants: This hits the coveted sweet spot for weight and superior softness. Midweight 210-gram cotton jersey knit is peached for a soft hand, and the contrast chain stitching on the outseam gives it visual interest. Full elastic waist with herringbone twill drawstring. Two front side seam pockets and one back pocket. Faux fly. 100% cotton. Machine wash. Relaxed Fit. Imported.
4.95

(7)

4.95

(7)

Item 130080
$59.50
$29.50 - $59.50
Save up to 50%
4.55

(37)

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.


4.55

(37)

4.55

(37)

Item 126070
$49.50
$39.50 - $49.50
Save up to 20%
3.95

(13)

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.
3.95

(13)

3.95

(13)

Item 130854
$69.50
Panama Coast Comfort Waist Linen Cotton Pants: 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. Classic Fit. Imported.
Item 126138
$69.50
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.
Item 126072
$59.50
$25.50 - $59.50
Save up to 57%
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 126134
$59.50
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.
Item 130496
$79.50
$24.50 - $34.50
Save up to 69%
4.35

(23)

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

(23)

4.35

(23)

Item 672233
$79.95
4.65

(9)

RFID Blocking Adventure Pants: Trek, travel and tell tall tales in these lightweight, venturesome pants. Built rugged enough for cross-country jaunts, they have a classic style for end-of-trip dinners in town. Thanks to the RFID-blocking back zip pocket — big enough for your passport — these pants thwart identity theft as well. Two front pockets (one with an additional zip security pocket); and two back pockets, (one button closure and one button-flap/zip closure). Full elastic waist with belt loops; zip fly with button closure. Cotton/nylon. Machine washable. Imported.
4.65

(9)

4.65

(9)

Item 130538
$69.50
$20.50 - $24.50
Save up to 71%
4.15

(52)

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

(52)

4.15

(52)

Item 130233
$69.50
$39.50 - $59.50
Save up to 43%
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.
4.45

(37)

4.45

(37)

Item 126092
$49.50
$15.50
Save 69%
Boys' Shark School Swim Trunks: Lightweight twill microfiber makes these cool blue shark print swim trunks feel smooth and comfortable. Mesh brief interior with elastic leg openings. Elastic waist with woven exterior drawcord. Two side pockets, one back pocket at wearer's right with Velcro® closure, and one credit card pocket on inside left. 100% poly. Machine washable. Classic Fit. Imported.
Item 126018
$49.50
$16.50
Save 67%
4.25

(28)

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.

4.25

(28)

4.25

(28)

Item 126104
$69.50
$39.50
Save 43%
5.05

(1)

Manhattan Version II Twill 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 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; vertical zip pocket on the right leg; logo rivets at the front pocket openings; pieced front and back leg panels; and logo at the wearer's right front pocket. Antiqued brass zippers. Zip fly. Cotton/spandex. Machine wash. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 126013
$69.50
$29.50 - $69.50
Save up to 58%
2.75

(3)

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 wash. Classic Fit. Imported.
2.75

(3)

2.75

(3)

Item 130512
$69.50
$34.50
Save 50%
4.65

(13)

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

(13)

4.65

(13)

Item 130096
$59.50
$29.50 - $39.50
Save up to 50%
4.45

(8)

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.

4.45

(8)

4.45

(8)

Item 130417
$59.50
$24.50
Save 59%
4.35

(20)

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.

4.35

(20)

4.35

(20)

Item 126074
$49.50
$25.50 - $37.50
Save up to 48%
4.95

(10)

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.

4.95

(10)

4.95

(10)

Item 130209
$74.50
$34.50
Save 54%
4.95

(7)

North Redondo Elastic Waist Twill Pants: These are the cool-weather equivalent of our lightweight Redondo pants, made of 9.9-oz. midweight cotton with a hint of spandex and a soft, brushed finish for added comfort. Full elastic waist with inside drawstring. Zip fly. Two front pockets and two button-through back pockets. Machine washable. Relaxed Fit. Imported.
4.95

(7)

4.95

(7)

Item 133325
$69.50
$29.50 - $39.50
Save up to 58%
4.05

(19)

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. 
4.05

(19)

4.05

(19)

Item 130284
$69.50
$59.50
Save 14%
5.05

(2)

Manhattan II 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; two button-through back pockets; vertical zip pocket on the right leg; logo rivets at the front pocket openings; pieced front and back leg panels; and logo at the wearer's right back pocket. Antiqued brass zippers. Zip fly. Cotton/spandex. Machine wash. Classic Fit. Imported.
5.05

(2)

5.05

(2)

Item 126035
$59.50
$24.50
Save 59%
4.45

(21)

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.

4.45

(21)

4.45

(21)

Item 130819
$59.50
$39.50
Save 34%
2.05

(1)

Homebody Leno Weave Drawstring Pants: Enjoy all-day comfort with these easy lounge pants with full elastic drawstring waist. Made of midweight leno weave cotton, with two front pockets and two button-through back pockets. Herringbone twill drawcord and herringbone twill trim at pockets. Faux coconut buttons. Faux fly. 100% cotton. Machine wash. Relaxed Fit. Imported.
2.05

(1)

2.05

(1)

Item 126089
$79.50
$39.50
Save 50%
5.05

(2)

Shark Finale Swim Trunks: Lightweight twill microfiber makes these cool blue shark print swim trunks feel smooth and comfortable. Mesh brief interior with elastic leg openings. Elastic waist with woven exterior drawcord. Two side pockets, one back pocket at wearer's right with Velcro® closure, and one credit card pocket on inside left. 100% poly. Machine washable. Classic Fit. Imported.
5.05

(2)

5.05

(2)

Item 126115
$59.50
$29.00
Save 51%
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 133243
$69.50
$29.50
Save 58%
2.55

(6)

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. 

2.55

(6)

2.55

(6)

Item 130577
$49.50
$24.50
Save 51%
4.25

(4)

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.
4.25

(4)

4.25

(4)

Item 130513
$79.50
$35.00
Save 56%
3.85

(4)

Weekend Ambler Fleece Pants: Leisurewear this luxurious takes the front seat on all your weekend excursions. Made of midweight marled fleece to provide warmth without bulk. It's also brushed on the inside for superior comfort. Full elastic waist with interior drawstring in cotton twill. Two front pockets and one back zip pocket. 100% polyester. Machine washable. Imported. 
3.85

(4)

3.85

(4)

Item 130507
$79.50
$39.50
Save 50%
5.05

(3)

After Hours Fleece Pants: Our coziest lounge pants are now upgraded with a heavyweight 365-gram knit fabric. The fit is loose and roomy with a contrasting, partial elastic waistband and twill tape drawstring for a great fit. Contrast herringbone twill trim at the two front pockets and one back patch pocket. Cotton/poly blend. Machine washable. Relaxed Fit. Imported. 
5.05

(3)

5.05

(3)

Item 126052
$49.50
$19.00
Save 62%
4.05

(6)

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.

4.05

(6)

4.05

(6)

Item 130503
$79.50
$34.50
Save 57%
5.05

(3)

Le Indigo Bleu French Terry Knit Pants: Say "Oui" to the coziest knit lounge pants you'll ever wear! Midweight, 328-gram French terry fabric is extra-soft and comfortable, and the elastic drawstring waist ensures a perfect fit. Two front pockets and one back pocket. Faux fly. Cotton/poly. Machine washable. Relaxed Fit. Made in Peru.
5.05

(3)

5.05

(3)

Item 130093
$79.50
$19.50
Save 75%
4.75

(12)

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.

4.75

(12)

4.75

(12)

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.

  • Clear
    Waist Type
    • Mission Comfort
    • Partial Elastic
    • Full Elastic
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    Features & Benefits
    • Lightweight
    • Travel Friendly
  • Clear
    Size
    32
    33
    36
    XS
    S
    M
    L
    XL
    XXL
    32W30
    32W32
    32W34
    33W32
    33W34
    33WS
    34W32
    34W34
    35W32
    35W34
    36W34
    38W32
    38W34
    40W34
    44W32
  • Clear
    Size Range
    • Regular
    • Short
    • Long
    • Tall
  • Clear
    Color
    BLUE
    BROWN
    NEUTRAL
    GREY
    BLACK
    GREEN
    METALLIC
    WHITE
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    DENIM
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    Price
    • Under $50
    • $50 to $74.99
    • $75 to $99.99
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    Rating
    4 Stars and Up
    3 Stars and Up
    2 Stars and Up
    1 Stars and Up