Pants & Shorts

Sort By
Item 130345
$69.50
$19.50 - $59.50
Save up to 72%
4.25

(65)

Mission Comfort Waist Flat Front 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 inches for an easy, comfortable fit.
  • 10 oz. cotton/spandex twill
  • A touch of stretch for flexibility and movement
  • Garment dyed
  • Double reverse pleats in front
  • Signature 3-inch expandable waist tabs stretch for a comfortable, adaptable fit
  • Durable, high-quality stitching
  • Antiqued brass buttons
  • Wide tunnel belt loop in back
  • Two back flap pockets
  • Classic Fit
  • To learn more about our entire Mission Comfort collection, visit The Comfort Waist Shop
  • Machine wash
  • Imported
4.25

(65)

4.25

(65)

Item 126029
$59.50
$34.50 - $49.50
Save up to 42%
4.35

(58)

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.
  • 10 oz. cotton/spandex twill
  • A touch of stretch for flexibility and movement
  • Pigment garment dyed
  • Signature 3-inch expandable waist tabs stretch for a comfortable, adaptable fit
  • Durable, high-quality stitching
  • Antiqued brass buttons and button tabs on back pockets
  • Pocket gussets
  • Back tunnel belt loop
  • Striped interior waistband and pocket bags
  • Classic Fit
  • To learn more about our entire Mission Comfort collection, visit The Comfort Waist Shop
  • Machine wash
  • Imported
4.35

(58)

4.35

(58)

Item 130147
$69.50
$34.50 - $59.50
Save up to 50%
3.85

(24)

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. Features our signature hidden side elastic waist tabs that stretch up to three inches for an easy, pinch-free fit.
  • 10 oz. cotton/spandex twill
  • A touch of stretch for flexibility and movement
  • Classic 5-pocket style
  • Signature 3-inch expandable waist tabs stretch for a comfortable, adaptable fit
  • Durable, high-quality stitching
  • Two angled front pockets
  • Coin pocket on wearer’s right
  • Two back pockets
  • Antiqued brass zip fly
  • Classic Fit
  • To learn more about our entire Mission Comfort collection, visit The Comfort Waist Shop
  • Machine wash
  • Imported
3.85

(24)

3.85

(24)

Item 672224
$109.00
$84.00
Save 23%
3.15

(8)

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
3.15

(8)

3.15

(8)

Item 126037
$59.50
$29.50 - $59.50
Save up to 50%
4.85

(22)

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.
  • 10 oz. cotton/spandex twill
  • A touch of stretch for flexibility and movement
  • Pigment garment dyed
  • Signature 3-inch expandable waist tabs stretch for a comfortable, adaptable fit
  • Durable, high-quality stitching
  • Antiqued brass buttons and button tabs on back pockets
  • Pocket gussets
  • Back tunnel belt loop
  • Striped interior waist band and pocket bags
  • Classic Fit
  • To learn more about our entire Mission Comfort collection, visit The Comfort Waist Shop
  • Machine wash
  • Imported
4.85

(22)

4.85

(22)

Item 133215
$69.50
$24.50 - $59.50
Save up to 65%
4.45

(129)

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.
  • 10 oz. cotton/spandex twill
  • A touch of stretch for flexibility and movement
  • Garment dyed
  • Signature 3-inch expandable waist tabs stretch for a comfortable, adaptable fit
  • Durable, high-quality stitching
  • Antiqued brass buttons and button tabs on back pockets
  • Pocket gussets
  • Back tunnel belt loop
  • Striped interior waist band and pocket bags
  • Classic Fit
  • To learn more about our entire Mission Comfort collection, visit The Comfort Waist Shop
  • Machine wash
  • Imported
4.45

(129)

4.45

(129)

Item 672227
$109.00
$84.00 - $109.00
Save up to 23%
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
$84.00 - $109.00
Save up to 23%
3.65

(5)

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
3.65

(5)

3.65

(5)

Item 130080
$59.50
$24.50 - $49.50
Save up to 59%
4.45

(45)

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.

4.45

(45)

4.45

(45)

Item 672152
$79.95
$59.00
Save 26%
4.15

(100)

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

(100)

4.15

(100)

Item 672226
$109.00
$84.00
Save 23%
4.05

(16)

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.
4.05

(16)

4.05

(16)

Item 130650
$69.50
$54.50
Save 22%
3.95

(7)

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.
3.95

(7)

3.95

(7)

Item 663160
$65.95
$39.00
Save 41%
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 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 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 130950
$79.50
$69.50
Save 13%
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 130850
$79.50
$44.50 - $69.50
Save up to 44%
3.25

(6)

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.
  • Cotton/spandex twill
  • Brushed for an extra-soft feel
  • A touch of stretch for flexibility and movement
  • Pigment garment dyed
  • Signature 3-inch expandable waist tabs stretch for a comfortable, adaptable fit
  • Durable, high-quality stitching
  • Two angled front pockets with gussets
  • Two button-through back pockets
  • Relaxed Fit
  • To learn more about our entire Mission Comfort collection, visit The Comfort Waist Shop
  • Machine wash
  • Imported
NOTE: (1) 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).
3.25

(6)

3.25

(6)

Item 130654
$69.50
4.55

(4)

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.
4.55

(4)

4.55

(4)

Item 126132
$69.50
$44.50
Save 36%
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 126138
$69.50
$44.50
Save 36%
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 130862
$79.50
$49.50
Save 38%
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 130233
$69.50
$24.50 - $69.50
Save up to 65%
4.35

(42)

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.

4.35

(42)

4.35

(42)

Item 130834
$49.50
$29.50
Save 40%
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 126070
$54.50
$29.50
Save 46%
3.95

(17)

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

(17)

3.95

(17)

Item 130629
$79.50
$54.50 - $59.50
Save up to 31%
Back to Basics Stretch 5-Pocket Denim Jeans: These include all of the hallmarks of our Signature 5-pocket denim jeans with a bit of added stretch for more movement and comfort. Featuring sturdy, 13.1-oz. ringspun cotton denim; nylon grosgrain trim at waist seam; contrast chain stitching throughout; yarn-dyed stripe inside pockets; 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. Cotton/spandex. Inseams: 30", 32", and 34". Machine wash. Imported. Sizes: 32-44, 33, 35, 37. Note: Fit is slightly trimmer than our Signature denim due to the stretch fabric; yet by no means are these skinny jeans.
Item 130776
$89.50
$74.50
Save 17%
3.85

(10)

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, 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. With eight total pockets, all chambray lined, and reinforced kickplate hems for durability.
  • 10 oz. cotton/spandex twill
  • Garment dyed and washed
  • Signature expandable 3-inch waist tabs
  • A touch of stretch for a more comfortable, flexible fit
  • Eight total pockets:
    • 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
    • Two back zip pockets
  • Antiqued brass buttons
  • Wide belt loops
  • Classic Fit
  • Machine wash
  • Imported
3.85

(10)

3.85

(10)

Item 130496
$79.50
$19.50
Save 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 130878
$69.50
$49.50
Save 29%
3.35

(3)

Mission Comfort Poplin Pants: Same fit as our original Mission Comfort chinos but made of cotton poplin with a bit of added stretch. With inside waist tabs that expand and contract up to three inches for a perfect fit. Two front pockets and two button-through back pockets. Zip fly. Cotton/spandex. Machine wash. Imported. Sizes: 32-44, 33, 35, 37.
3.35

(3)

3.35

(3)

Item 126140
$59.50
$44.50
Save 25%
4.65

(5)

Java Expedition Baja Stripe Shorts: Heavyweight cotton in our signature baja herringbone stripes. Full elastic waist with cotton patterned drawstring. Two front pockets, plus two back pockets with stripes going horizontal. Baja coconut button. Zip fly. 100% cotton. Machine wash. Classic Fit. Imported.
4.65

(5)

4.65

(5)

Item 126130
$69.50
$44.50
Save 36%
5.05

(1)

Pacific Time Elastic Waist Linen Shorts: West Coast cool linen is heavyweight and built to last, with laid-back details like a half-elastic back waist, heavy topstitching, an inside cotton herringbone twill drawstring and faux horn button closure. Two front side pockets, one front coin pocket, one side zip cargo pocket and two back besom pockets. Poplin pocket bags. Zip fly. Machine wash. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 126072
$59.50
$20.50 - $49.50
Save up to 66%
4.15

(9)

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.
4.15

(9)

4.15

(9)

Item 130941
$89.50
$49.50
Save 45%
Pacific Time Elastic Waist Linen Pants: West Coast cool linen-cotton blend is heavyweight and built to last, with laid-back details like a half-elastic back waist, heavy topstitching, an inside cotton herringbone twill drawstring and faux horn button closure. Two front side pockets, one front coin pocket, one side zip cargo pocket and two back besom pockets. Poplin pocket bags. Zip fly. Machine wash. Classic Fit. Imported.
Item 672233
$79.95
$59.00
Save 26%
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 130889
$69.50
$29.50
Save 58%
3.65

(5)

Crisp fall air calls for cozy flannel lounge pants that are not too heavy and not too light – like these. Take a close look and you’ll notice the 191-gram cotton twill has a more visible weave with some heathering. Full elastic drawstring waist. Two front slant pockets and one back pocket with herringbone twill tape trim. One-button faux fly. 100% cotton. Machine wash. Classic Fit. Imported. Reg. and Short lengths.
3.65

(5)

3.65

(5)

Item 126134
$59.50
$39.50
Save 34%
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)

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

(31)

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

(31)

4.55

(31)

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.

  • Refine by:
  • Category
    • Pants & Jeans
    • Comfort Waist
    • Shorts
    • Short
    • Tall
    • Sale
    • Buy More Save More
  • Clear
    Features & Benefits
    • Travel Friendly
    • Cool Wearing
    • Lightweight
    • Moisture Wicking
    • No Iron Required
    • Quick Dry
    • Insect Repellent
  • Clear
    Size
    32
    33
    34
    35
    36
    37
    38
    38S
    40
    40S
    42
    42L
    42S
    44
    XS
    S
    M
    L
    XL
    XXL
    32S
    32W32
    32W34
    32WL
    32WUNH
    33W32
    33W34
    33W38
    33WS
    34L
    34S
    34W34
    34WUNH
    35W32
    35W34
    35WUNH
    36S
    36W34
    36WL
    36WUNH
    38WS
    38WUNH
    40L
    40W32
    40W34
    40WR
    40WUNH
    42W30
    42W32
    42W34
    42WS
    42WUNH
    44W32
    44W34
    44WUNH
    32L
    33W30
    36L
    38L
    M/LON
    XL/LON
  • Clear
    Size Range
    • Regular
    • Long
    • Short
    • Tall
  • Clear
    Color
    BLUE
    BROWN
    NEUTRAL
    BLACK
    GREY
    GREEN
    METALLIC
    DENIM
    RED
    WHITE
    YELLOW
    ORANGE
    PATTERN/MULTI
  • Clear
    Price
    • Under $50
    • $50 to $74.99
    • $75 to $99.99
    • $100 to $149.99
  • Clear
    Rating
    4 Stars and Up
    3 Stars and Up
    2 Stars and Up
    1 Stars and Up
  • Clear
    Spotlight Styles
    • New Arrivals