Men’s
Shorts on Sale

Shop a selection of men’s shorts on sale now at Territory Ahead. Our sale items include men’s cargo shorts, cotton twill shorts, swim shorts and more, at reduced prices. Browse our exceptional men’s shorts on sale, now at even better values. Shop now for the best selection.

Sort By
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 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 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 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 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 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 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 126051
$109.50
$89.50
Save 18%
5.05

(1)

Serape Mas Loco Striped Shorts: We turned the brightness up a notch on one of your favorite pairs of shorts. Amazing, crazy-cool technicolor stripes inspired by Mexican serape blankets line up on these relaxed shorts (no two are exactly alike). Midweight cotton with a lightweight cotton lining. Contrast poplin waistband, hem and pocket reinforcement. Contrast canvas belt loops. Two cargo and two button-through back pockets. Wooden buttons. 100% cotton. Machine washable. Relaxed fit. Imported.

5.05

(1)

5.05

(1)

Item 126049
$109.50
$84.50
Save 23%
5.05

(2)

Best of Both Worlds Reversible Plaid & Batik Shorts: Yes, these are truly reversible... corduroy plaid reverses to a cool batik print for twice the wearing options. Lightweight cotton is detailed with front side-seam pockets and one back welt pocket. Zip fly. 100% cotton. Machine washable. Classic Fit. Imported.

5.05

(2)

5.05

(2)

  • Refine by:
  • Clear
    Type
    • Shorts
  • Clear
    Style
    • Flat
    • Pleated
    • Cargo
  • Clear
    Length
    • 6" inseam
    • 7.5" inseam
    • 9" inseam
    • 10" inseam
    • 30" inseam
    • 32" inseam
    • 34" inseam
  • Clear
    Size
    32
    33
    34
    35
    36
    37
    38
    40
    42
    44
    S
    M
    L
    XL
    XXL
  • Clear
    Size Range
    • Regular
  • Clear
    Color
    NEUTRAL
    BLUE
    BLACK
    BROWN
    GREEN
    ORANGE
    GREY
    METALLIC
    RED
    WHITE
    YELLOW
  • Clear
    Price
    • Under $50
    • $50 to $74.99
    • $75 to $99.99
  • Clear
    Rating
    4 Stars and Up
    3 Stars and Up
    2 Stars and Up
    1 Stars and Up
  • Clear
    Spotlight Styles
    • New Arrivals
  • Clear
    Special Offers
    • Clearance
    • Sale