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

(78)

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

(78)

4.55

(78)

Item 144807
$69.50 - $75.50
$34.75 - $75.50
Buy More and SAVE!
4.65

(43)

Las Conchas Short 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.

Buy any 2 & SAVE $7 each
Buy 3 or more & SAVE $10 each
Mix and Match Short & Long Sleeves

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

4.65

(43)

4.65

(43)

Item 143382
$69.50 - $75.50
$59.50 - $75.50
Save up to 14%
5.05

(7)

Air Of Spring Linen Cotton Long Sleeve Shirt: Made of our incredible, Signature linen-cotton shirting fabric, but now in a Classic Fit with a point collar and square hem so it looks equally great untucked or tucked. The buttons are updated to faux shell fisheye style. We added our Signature ombre tape at the inside back neck and side vents, and updated the chest pocket to a welt opening with outline stitch detail. Linen/cotton. Machine washable. Classic Fit. Imported.

5.05

(7)

5.05

(7)

Item 143412
$59.50 - $65.50
$39.50 - $65.50
Buy More and SAVE!
4.75

(13)

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.

Buy any 2 & SAVE $5 each
Buy 3 or more & SAVE $7 each
Mix and Match Long & Short Sleeves

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

4.75

(13)

4.75

(13)

Item 143436
$59.50 - $65.50
$55.50 - $65.50
Save up to 15%
4.45

(5)

Air Of Spring Short Sleeve Linen Cotton Shirt: Made of our incredible, Signature linen-cotton shirting fabric, but now in a Classic Fit with a point collar and square hem so it looks equally great untucked or tucked. The buttons are updated to faux shell fisheye style. We added our Signature ombre tape at the inside back neck and side vents, and updated the chest pocket to a welt opening with outline stitch detail. Linen/cotton. Machine washable. Classic Fit. Imported.

4.45

(5)

4.45

(5)

Item 143330
$89.50 - $95.50
$69.50 - $75.50
Save up to 22%
3.95

(9)

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.

3.95

(9)

3.95

(9)

Item 243803
$79.50 - $85.50
$59.50 - $65.50
Save up to 25%
4.75

(21)

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

(21)

4.75

(21)

Item 143998
$109.50 - $115.50
$89.50 - $105.50
Save up to 79%
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 143612
$69.50 - $75.50
$64.50 - $70.50
Buy More and SAVE!
4.75

(10)

Old Steamboat's Solid Cord Shirt: You asked... and here it is: a solid version of our best-selling Old Steamboat's Plaid Cord Shirt. Lightweight 16-wale cotton corduroy is yarn dyed and garment washed for extra softness and great color. Styled with one chest pocket, button-down collar and faux horn buttons. Shirttail hem. 100% cotton. 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.

4.75

(10)

4.75

(10)

Item 143004
$69.50 - $75.50
$54.50 - $65.50
Save up to 22%
4.75

(77)

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

(77)

4.75

(77)

Item 143590
$89.50
$79.50
Save 11%
5.05

(1)

"Un" Work Cotton Tencel® Chambray Shirt: Lightweight cotton is blended with Tencel for a soft, silky-smooth feel. It's the perfect casual shirt on its own or layered underneath a jacket or sweater in cooler months. Detailed with blanket stitching at the front and back yoke, and double-needle top stitching at the two angled pockets. Contrast twill tape at the back neck. Antiqued brass buttons. Shirttail hem. Cotton/Tencel. Machine washable. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 143627
$89.50 - $95.50
$79.50 - $85.50
Save up to 11%
Midweight cotton is woven into an intricate geometric stripe pattern with a unique raised texture. Styled with two chest pockets, pinwheel buttons and square hem with side vents. 100% cotton. Machine washable. Imported.
Item 143342
$89.50 - $95.50
$69.50 - $75.50
Save up to 22%
4.95

(9)

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

(9)

4.95

(9)

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 143849
$79.50 - $85.50
$59.50 - $65.50
Save up to 25%
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 143604
$89.50 - $95.50
$59.50 - $65.50
Save up to 34%
4.75

(10)

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.
4.75

(10)

4.75

(10)

Item 143379
$99.50 - $105.50
$79.50 - $85.50
Save up to 20%
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 143922
$89.50 - $95.50
$79.50 - $85.50
Save up to 11%
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 143350
$79.50 - $85.50
$39.50 - $45.50
Save up to 50%
5.05

(1)

Serape Mas Loco Stripe Shirt: Your favorite serape shirt just got lighter and cooler. We lightened the yarn-dyed cotton fabric so it's more comfortable on hotter days. We also horizontalized (new word!) the stripes and intentionally placed the pocket stripes vertically. The colors are a bit earthier with rust dominating the palette - no two shirts are exactly alike. Detailed with khaki herringbone twill tape at the back neck and side vents, real wooden buttons and a square hem. 100% cotton. Machine washable. Classic Fit. Imported.

5.05

(1)

5.05

(1)

Item 143375
$69.50 - $75.50
$49.50 - $55.50
Save up to 29%
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 143845
$99.50 - $105.50
$79.50 - $85.50
Save up to 20%
4.05

(1)

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.
4.05

(1)

4.05

(1)

Item 146950
$89.50 - $95.50
$79.50 - $85.50
Save up to 11%
4.85

(5)

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

(5)

4.85

(5)

Item 110441
$119.00
$49.50
Save 58%
4.85

(5)

Playa Rayada Baja Shirt Jacket: We gave this cool baja hoodie a twist by reinterpreting it as a shirt jacket, which makes it even easier to layer. Featuring two button-through chest pockets and two lower front pockets. Signature Aztec woven tape at the inside back neck. Chunky coconut buttons. Square hem with side vents for untucked ease. Inside yoke lined with cotton poplin; body unlined. 100% cotton. Machine washable. Imported.

4.85

(5)

4.85

(5)

Item 143399
$79.50 - $85.50
$39.50 - $42.50
Save 50%
5.05

(1)

Indigo Tie Dyed Poplin Shirt: This lightweight cotton poplin shirt features a tie-dyed print, and is styled with a convertible collar, two chest pockets and two lower front pockets. Cool contrast pickstitching throughout. Contrast grosgrain tape at the side vents. Coconut buttons. Square hem. Classic fit. 100% cotton. Machine washable. Imported.
5.05

(1)

5.05

(1)

Item 143592
$79.50 - $85.50
$59.50 - $65.50
Save up to 25%
5.05

(1)

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.
5.05

(1)

5.05

(1)

Item 143320
$79.50 - $85.50
$59.50 - $65.50
Save up to 25%
4.35

(3)

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.

4.35

(3)

4.35

(3)

Item 143971
$119.00
$59.50
Save 50%
5.05

(3)

Making Tracks Silk-Cotton Dobby Shirt: This highly unique fabric, a tone-on-tone dobby texture, goes a long way in making this the perfect transitional shirt. The silk-cotton blend is pigment garment dyed for lived-in character and feel-good wearability. Detailed with grosgrain trim at the inside neck. Chest pocket. Shirttail hem. Back box pleat. Machine washable. Relaxed Fit. Imported.

5.05

(3)

5.05

(3)

Item 143438
$69.50 - $75.50
$29.50 - $35.50
Save up to 58%
5.05

(2)

Surfboard Floral Stripe Shirt: Lightweight cotton poplin is covered in a watercolor-like print featuring hibiscus flowers floating on colorful horizontal stripes. Contrast stitching throughout. One chest pocket. Notched sleeve cuffs. Faux wood buttons. Square hem and side vents. Relaxed fit. 100% cotton. Machine washable. Imported.
5.05

(2)

5.05

(2)

Item 144955
$79.50 - $85.50
$39.75 - $42.75
Save up to 82%
4.95

(9)

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

(9)

4.95

(9)

Item 143237
$89.50
$79.50
Save 11%
Sunset Ombré Stripe Linen Shirt: An easy-wearing shirt in garment-washed linen twill with unique ombre stripes. Detailed with herringbone trim at the back neck, and two-tone coconut buttons with contrast stitching. Button-through chest pocket. Square hem. Side vents. 100% linen. Machine washable. Relaxed fit. Imported.
Item 143337
$59.50 - $65.50
$49.50 - $55.50
Save up to 17%
Hacienda Short Sleeve Dobby Stripe Shirt: Textured, yarn-dyed dobby stripes line up on this intricately woven cotton shirt. Detailed with a point collar, chest pocket and faux wood buttons. Square hem. Side vents. 100% cotton. Machine washable. Classic Fit. Imported.
Item 144892
$79.50 - $85.50
$69.50 - $75.50
Save up to 13%

Azul del Mar Basketweave Stripe Shirt: Lightweight cotton basketweave is enhanced with unique, intricately textured stripes in a contrasting color. Herringbone trim at the inside neck, notched sleeves with cuffed hems, and carved faux bone buttons with burnished edges. Two chest pockets. 100% cotton. Machine washable. Classic Fit. Imported.

Item 144907
$69.50
$19.50 - $34.75
Save up to 72%
3.85

(5)

Dunes White-out Shirt: Our Big Sky Denim Shirt is reinterpreted as a white Western shirt, made of cotton poplin that's microsanded for a super-smooth hand. With a Western back yoke, pearlized snaps and our signature ombre taping at the inside back neck, front placket and sleeve plackets. Machine washable. Relaxed fit. Imported.

3.85

(5)

3.85

(5)

Item 144887
$69.50 - $75.50
$34.75 - $37.75
Save 50%

Lariat Stripe Dobby Shirt: The lightweight cotton fabric features slight slubbing and textured stripes for a cool, casual vibe. With button-down collar, back box pleat and shirttail hem. 100% cotton. Machine washable. Relaxed Fit. Imported.

Item 143377
$119.00 - $125.00
$99.00 - $105.00
Save up to 17%
4.05

(3)

Wilder Side Embossed Crocodile Twill Shirt Jac: You went wild for our embossed crocodile shirt so we used the same fabric to make a shirt jacket with lotsa pockets. Midweight cotton twill is lightly brushed for extra softness. Details: contrast khaki twill at inside yoke, antiqued brass buttons and six total pockets (two upper and two lower with secret pockets inside the two bottom ones). Square hem. Side vents. 100% cotton. Machine washable. Relaxed Fit. Imported.

4.05

(3)

4.05

(3)

Item 143422
$79.50 - $85.50
$49.50 - $55.50
Save up to 38%
5.05

(4)

Mokupuni Floral Batik Print Shirt: "Mokupuni" is the Hawaiian word for "Island," and the watery effect of this lightweight cotton poplin shirt will put you in an island mood. The unique combination of colors is achieved by printing blocks by hand in the authentic batik method. Finished with signature carved pinwheel buttons, square hem with side vents and subtle nylon grosgrain trim at the inside neck band. Single chest pocket and side pleats at back. 100% cotton. Machine washable. Classic fit. Imported.

5.05

(4)

5.05

(4)

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