Men’s
Shirts on Sale

Shop a selection of men’s shirts on sale now at Territory Ahead. Our sale items include exceptional men’s button-down-shirts, cozy pullovers and more, at reduced prices. Browse our exceptional men’s clothing on sale, now at even better values. Many styles are available in men’s tall sizes. Shop now for the best selection.

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Item 143897
$69.50 - $75.50
$49.50 - $75.50
Buy More and SAVE!
4.55

(66)

Old Steamboat's Plaid Cord Shirt: The bronco on Wyoming license plates honors a horse named Old Steamboat, who would not be ridden. This shirt celebrates his spirit in a 16-wale cotton corduroy so fine it drapes like a tee. Each plaid is yarn-dyed and garment washed to soften the palette. Details include horn-style buttons, button-down collar, chest pocket, and two-position cuffs with button-through sleeve plackets. Easygoing fit. Machine washable. Classic Fit. Imported.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix and match Plaids & Solids

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

4.55

(66)

4.55

(66)

Item 243803
$79.50 - $85.50
$69.50 - $75.50
Save up to 13%
4.75

(18)

Night In Barcelona Shirt: After tapas and before paella was that party in Marcela's apartment near Carrer Montcada with the slab of Roman wall exposed in the living room. The best of times has no dress code, but a splendid shirt comes in handy. This fabric is a soft, yarn-dyed 100% cotton in a barré weave from Germany that shows poplin, twill and sateen textures in rich colorplay. Point collar, smoke-shell buttons, one patch pocket. Machine washable. Classic Fit. Imported.

4.75

(18)

4.75

(18)

Item 143604
$89.50 - $95.50
$79.50 - $85.50
Save up to 11%
4.85

(5)

Ridgefield Space Dyed Corduroy Shirt: Unusual space-dyed striations cover this midweight cotton cord shirt that's substantial enough to wear as a shirt jacket. And, the wide 6-wale corduroy feels incredibly soft and has great texture, too. With contrast cotton poplin at the inside back yoke. Styled with one chest pocket, point collar, faux shell buttons, and a square hem with side vents. 100% cotton. Machine washable. Classic Fit. Imported.
4.85

(5)

4.85

(5)

Item 143210
$79.50 - $85.50
$39.75 - $78.50
Save up to 50%
4.55

(39)

Las Conchas Long-Sleeve Shirt: This is so much more than just another solid shirt. Made from our signature jacquard lino-weave cotton with a subtle luster you have to view up-close. Even better, this is a multi-purpose shirt you can wear casually with shorts or out to dinner with your favorite Territory Ahead chinos. With contrast twill tape at the inside neck. Burnished-edge buttons. Straight hem. Side vents. Machine washable. Classic Fit. Imported.

4.55

(39)

4.55

(39)

Item 143004
$69.50 - $75.50
$60.50 - $70.50
Save up to 20%
4.75

(74)

Crisscross Cord Shirt: If you're shy, this isn't the shirt for you. The fabric - a richly colored, crosshatched cotton corduroy - is so soft and textured, it has a tendency to attract attention. Details: spread collar; button-through patch pockets; wood-style buttons; and a box pleat in back. Machine washable. Imported.

4.75

(74)

4.75

(74)

Item 143998
$109.50 - $115.50
$89.50 - $105.50
Save up to 18%
4.15

(7)

Private Reserve Silk-Cotton Shirt: Silk for softness. Cotton for airiness. The texture of a Bedford weave, and pigment dyes that are washed to a subtle fade. 55% silk/45% cotton. Machine washable. Relaxed fit. Imported.

4.15

(7)

4.15

(7)

Item 143412
$59.50 - $65.50
$39.50 - $60.50
Save up to 34%
4.85

(9)

Raise The Bar Long Sleeve Sueded Twill Shirt: We took our Made In The Fade Shirt and upgraded the fit, fabric and details (and it's still a great value!) resulting in a solid shirt we think is brilliant. First, we improved the fit by adding a bit more ease in the armholes, as well as making the collar point a bit longer. We took the year-round-weight twill and lightly sueded it to make it softer, and improved the dyeing process to create more saturated colors and to ensure greater fit consistency. We added great details, too: locker loop at the back box pleat; a button at the back collar; triple-needle stitching throughout; side gusset patch; new faux horn buttons with antiqued nickel rims. We also kept great features like adjustable button cuffs, concealed sleeve plackets and a pen slot pocket. 100% cotton. Machine washable. Classic Fit. Imported.

4.85

(9)

4.85

(9)

Item 143209
$109.00 - $115.00
$89.00 - $115.00
Save up to 18%
3.75

(12)

Pintuck 'n' Roll Textured Stripe Shirt: A no-iron shirt in the best possible sense -- you'd never want to iron out its unique texture! It's created by weaving micro pintucks at uneven intervals with four shades of contrasting indigo fabric. Nylon grosgrain trim at the back neck and side vents. Antiqued brass buttons. Square hem. Side vents. 100% cotton. Machine washable. Classic Fit. Imported.

3.75

(12)

3.75

(12)

Item 143330
$89.50 - $95.50
$79.50 - $85.50
Save up to 11%
4.05

(5)

Reata Rope Stripe Shirt: This is no ordinary striped shirt. It truly stands out with its raised twisted rope stripes interspersed with space-dyed stripes. The midweight cotton also features hints of brown and amber, in addition to a weathered dusty blue. Contrast solid poplin at the collar, inside yoke, cuffs and side gussets. Contrast taping detail at the inside collar and sleeves. Faux horn buttons with burnished gold rims. 100% cotton. Machine washable. Classic Fit. Imported.

4.05

(5)

4.05

(5)

Item 143922
$89.50 - $95.50
4.75

(10)

Mañana Cord Shirt: Your favorite Manana Cord pants fabric now in a shirt! Substantial 7-wale cotton corduroy feels wonderfully soft and wears exceptionally well. With contrast plaid trim at the inside back yoke. Herringbone twill taping at the inside neck, front placket and sleeve plackets. Durable faux coconut buttons. Double-button cuffs. Square hem with side vents - great as an untucked overshirt. Machine washable. Relaxed Fit. Imported.

4.75

(10)

4.75

(10)

Item 143803
$79.50 - $85.50
5.05

(4)

Royal Groove Embossed Paisley Shirt: A unique tone-on-tone paisley design is embossed on soft, 21-wale cotton corduroy. With grosgrain trim at the sleeves and inside collar. Square, antiqued nickel buttons. Chest pocket for holding spare guitar picks. Square hem. Side vents. Classic Fit. Imported.

5.05

(4)

5.05

(4)

Item 143849
$79.50 - $85.50
4.75

(18)

Tough Guy Velvet Shirt: The image of a man in velvet brings to mind her romance novel covers and boring period films filled with gentleman dandies. In other words, not so much. A far more masculine take can be found in this Western-style shirt - velvet corduroy offers great softness (perfect for date night), while rugged styling ups the testosterone level. Details include front and back yoke, antiqued pearl snap buttons, two besom pockets, shirttail hem and a center back pleat. Machine washable. Classic Fit. Imported.

4.75

(18)

4.75

(18)

Item 143342
$89.50 - $95.50
$79.50 - $85.50
Save up to 11%
4.95

(7)

Costa D'oro Aztec Print Corduroy Shirt: Brilliant hues of bronze and raspberry are accented with striking turquoise on this lightweight, 16-wale cord shirt. Contrast brown poplin at the inside neck and cuffs, and contrast grosgrain trim enhance its extraordinary mix of colors and patterns. Antiqued brass buttons. Square hem. Side vents. Two back pleats. 100% cotton. Machine washable. Classic Fit. Imported.
4.95

(7)

4.95

(7)

Item 144170
$79.50 - $85.50
$42.75 - $80.50
Save up to 50%
4.45

(27)

Cathedral Rock Shirt: You have to see this shirt up-close and in person to really appreciate its amazing colors and details! We updated a traditional blanket design to create this jacquard with an intricately textured weave, and added shell-style buttons and a box pleat in back for the finishing touches. 100% cotton. Machine washable. Classic fit. Imported.

4.45

(27)

4.45

(27)

Item 143845
$99.50 - $105.50
$89.50 - $95.50
Save up to 10%
Top Level Chenille Striped Shirt: Top level luxury defines this extraordinary shirt you just have to see up close. The cotton oxford tattersall ground is topped with all-cotton chenille yarns woven horizontally to create a uniquely rich look. Finished with a button-through chest pocket, dark chocolate faux horn buttons, shirttail hem and back box pleat. Machine washable. Classic Fit. Imported.
Item 146950
$89.50 - $95.50
4.85

(4)

El Rey Peruvian Cotton Button Front Knit Shirt: We used the luxuriously soft, two-ply Peruvian cotton from our El Rey Tee to create this equally silky knit shirt. Distinctive contrast trim inside side vents and at pockets. Dark brown faux horn buttons. Square hem. Two back pleats. Machine washable. Classic Fit. Imported.
4.85

(4)

4.85

(4)

Item 143592
$79.50 - $85.50
$74.50 - $80.50
Save 6%
Border Canyon Embossed Corduroy Shirt: Horizontal tone-on-tone stripes line up on this soft, lightweight 21-wale corduroy shirt. Grosgrain tape accents the inside collar and front placket. Antiqued silver buttons. Chest pocket with vertical stripes. Square hem and side vents. 100% cotton. Machine washable. Classic Fit. Imported.
Item 143379
$99.50 - $105.50
$89.50 - $95.50
Save up to 10%
5.05

(3)

Maximum Yield Jacquard Patchwork Shirt: This shirt's amazingly unique patchwork design is inspired by aerial views of crop fields. The midweight cotton jacquard features four different patterns woven into the fabric - graph check, honeycomb, corded microcheck and stripe. The fabric has a special indigo overdye wash to give it a soft, lived-in look and feel. Contrast solid indigo chambray at the inside and outside collar, inside cuff band, sleeve placket binding, pocket welt and bag, side seam gusset and right front placket. Faux burled wood buttons. Shirttail hem with side gussets. Chest pocket. 100% cotton. Machine washable. Classic Fit. Imported.

5.05

(3)

5.05

(3)

Item 143320
$79.50 - $85.50
$74.50 - $80.50
Save 6%
4.05

(2)

La Noche Cerrada Denim Shirt: Our La Noche Cerrada (The Dark Night) shirt is made of 5.5-oz. cotton denim that's yarn-dyed and washed for faded character, and just gets better with age, like you. With contrast Aztec poplin details, roll-up sleeves and two button-through pockets. Antiqued square metal buttons. Shirttail hem. 100% cotton. Machine washable. Classic Fit. Imported.

4.05

(2)

4.05

(2)

Item 143329
$89.50 - $95.50
$79.50 - $85.50
Save up to 11%
4.05

(1)

The Diplomat Zig Zag Stitch Tencel® Dobby Shirt: Midweight Tencel feels silky smooth and has an easy drape so you can wear it casually with jeans or dress it up with chinos – it's the ideal travel shirt. Cool, contrast zig-zag stitching frames the collar and accents the front placket, sleeve hems and back yoke. Styled with two button-through chest pockets, faux horn buttons and a square hem with side vents. 100% Tencel. Machine washable. Classic Fit. Imported.
4.05

(1)

4.05

(1)

Item 144807
$69.50 - $75.50
$34.75 - $75.50
Save up to 79%
4.65

(40)

Las Conchas Shirt – Regular Sizes: This is so much more than just another solid shirt. Made from our signature jacquard lino-weave cotton with a subtle luster you have to view up-close. Even better, this is a multi-purpose shirt you can wear casually with shorts or out to dinner with your favorite Territory Ahead chinos. With contrast twill tape at the inside neck. Burnished-edge buttons. Straight hem. Side vents. Machine washable. Classic Fit. Imported.

4.65

(40)

4.65

(40)

Item 144940
$99.50 - $105.50
$89.50 - $95.50
Save up to 10%
5.05

(2)

Big Switch Paisley-Plaid Double Cloth Shirt: Make the switch to an exceptional shirt featuring a paisley cotton that's overdyed and washed for vintage character - complemented with a rich plaid on the inside. Enhanced with slubby chambray trim at the neckband, front pocket welt, side gussets and sleeve plackets. Vintage-look buttons. Shirttail hem. Machine washable. Relaxed fit. Imported.

5.05

(2)

5.05

(2)

Item 143316
$79.50 - $85.50
$42.75 - $75.50
Save up to 50%
5.05

(6)

Pecos Desert Embossed Corduroy Shirt: Lightweight, 16-wale corduroy is supersoft and embossed with an amazing Aztec print. Accented with grosgrain taping at the placket and back neck. Faux burled wood fisheye buttons. Square hem. Side vents. Two back pleats. 100% cotton. Machine washable. Classic Fit. Imported.

5.05

(6)

5.05

(6)

Item 143596
$89.50 - $95.50
$84.50 - $90.50
Save up to 6%
Chiapas Sunset Jacquard Stripe Shirt: Horizontal geometrics cover this amazingly textured woven jacquard shirt, with colors inspired by a Chiapas, Mexico sunset. Lightweight cotton makes it perfect for layering over a T-Shirt. Detailed with a chest pocket and carved pinwheel buttons. Square hem and side vents. Box pleat in back. 100% cotton. Machine washable. Classic Fit. Imported.
Item 143354
$99.50 - $105.50
$89.50 - $95.50
Save up to 10%
3.05

(3)

Wilder Side Embossed Crocodile Twill Shirt: Midweight cotton twill is lightly brushed for extra softness and subtly embossed with an allover crocodile print that's instantly friendly but hints at your wilder side. Details: Washed velvet trim at inside back neck and side vents and faux horn buttons with antiqued nickel rims. Square hem. Side vents. 100% cotton. Machine washable. Classic Fit. Imported. 
3.05

(3)

3.05

(3)

Item 144908
$59.50 - $65.50
$49.50 - $65.50
Save up to 17%
4.35

(12)

Long Sleeve Let It Breathe Seersucker Shirt: Experience the luxury of authentic Indian seersucker. Light and airy with a subtle stripe texture, this shirt offers both sublime style and supreme comfort. Chest pocket, faux shell buttons, embroidered detail at the neck, two back pleats, side gussets, shirttail hem. 100% cotton. Machine washable. Classic Fit. Imported.
 

4.35

(12)

4.35

(12)

Item 143346
$119.00
$59.50
Save 50%
3.35

(6)

Road to Dharma Tie Dye Print Cord Shirt: A special printing technique gives it a unique, becalming tie-dyed look (in contrast to the louder rainbow tie-dyes you often see on tees). And, the closer you get to the supersoft, fine-wale corduroy, the further away from ordinary cord shirts you'll get. Details: Single chest pocket, antiqued brass buttons, square hem and side vents. Two back pleats. 100% cotton. Machine washable. Classic fit. Imported.
3.35

(6)

3.35

(6)

Item 144774
$79.50 - $85.50
$39.75 - $65.50
Save up to 50%
4.95

(16)

Havana Stripe Shirt: Our classic shirt profile is given the Territory Ahead treatment in yarn-dyed cotton, with contrasting vertical woven pattern on the front and back. Lightweight and cool, it also features side vents, notched sleeve cuff openings and wood buttons. Machine washable. Classic Fit. Imported.

4.95

(16)

4.95

(16)

Item 143443
$119.00
$69.50
Save 42%
5.05

(3)

Zephyr Mas Loco Hoodie: You won't find this anywhere else! We combined two of our favorite Signature fabrics to create one beach-friendly hoodie. For the body, we used Zephyr cotton basketweave and added Serape Mas Loco Stripe cotton for the inside hood lining, outside front placket, back yoke, inside cuff and hem lining. Contrast brown blanket stitching. Front pouch pocket. Twill drawstring at hood. Square hem and side vents. 100% cotton. Machine washable. Relaxed Fit. Imported.

5.05

(3)

5.05

(3)

Item 143636
$179.00
$169.00
Save 6%
Cotton Silk Western Shirt from Ryan Michael®: The super-fine corduroy-like texture takes this beyond ordinary Western shirts. Luxurious cotton-silk is lightweight and pigment garment-dyed for superb softness and color. Detailed with whip stitching throughout. Etched hexagonal wood snaps. Two chest pockets. Shirttail hem. Cotton/silk. Machine washable. Imported. 
Item 144955
$79.50 - $85.50
$39.75 - $42.75
Save up to 82%
4.95

(7)

Smooth Move Cotton-Tencel Dobby Shirt: The lightweight cotton-tencel is supersoft and boasts a subtle dobby weave texture. It looks great with jeans or your favorite Territory Ahead sport coat. Durable shell-style buttons. Cotton/ tencel. Machine washable. Imported.

4.95

(7)

4.95

(7)

Item 143375
$69.50 - $75.50
$59.50 - $65.50
Save up to 14%
5.05

(1)

Air Of Spring Henley: Your favorite Air of Spring shirt is now in a Henley in the same signature linen-cotton fabric. Detailed with our signature ombre tape at the inside back neck and sleeve placket; welt chest pocket with outline stitching; faux shell fisheye buttons. Shirttail hem. Side pleats at back yoke. Linen/cotton. Machine washable. Classic Fit. Imported.

5.05

(1)

5.05

(1)

Item 144991
$49.50 - $55.50
$33.25 - $45.50
Save up to 40%
4.35

(6)

Short Sleeve Let It Breathe Seersucker Shirt: Experience the luxury of authentic Indian seersucker. Light and airy with a subtle stripe texture, this shirt offers both sublime style and supreme comfort. Chest pocket, faux shell buttons, embroidered detail at the neck, two back pleats, side gussets, shirttail hem. 100% cotton. Machine washable. Classic Fit. Imported.
 

4.35

(6)

4.35

(6)

Item 143644
$149.00
$139.00
Save 7%
5.05

(1)

Croslin Quilted Check Shirt from True Grit®: Midweight, double-cloth cotton plaid looks and feels truly unique with an awesome quilted texture. Real indigo-dyed yarns are used, and the fabric has undergone a special wash so the contrast navy stitching shows up – take a closer look! Two chest pockets. Chunky, two-hole faux horn buttons. Shirttail hem. 100% cotton. Machine washable. Imported.

NOTE: Fit is trim. Order up one size for a more classic fit.
5.05

(1)

5.05

(1)

Item 144932
$69.50 - $75.50
$37.75 - $65.50
Save up to 50%
4.65

(17)

Playa Los Cocos Shirt: One of your favorite Territory Ahead prints is now punched up with a vibrant turquoise color palette. Made of the same cool cotton poplin, with a spread collar, patch pocket and abalone-style buttons. Machine washable. Relaxed Fit. Imported.

4.65

(17)

4.65

(17)

Item 143392
$79.50 - $85.50
$49.50
Save up to 42%
3.55

(2)

Highway Checkpoint Ikat Shirt: Light and deep purple ikat checks alternate with burgundy to create a design with a striking sense of movement. The lightweight woven cotton keeps you cool and comfortable. Detailed with contrast wine herringbone tape at the inside neck, a button-through chest pocket and Tibetan power symbol buttons. Square hem. Side vents. 100% cotton. Machine washable. Classic Fit. Imported.

3.55

(2)

3.55

(2)

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