Button Front Shirts

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Item 143612
$69.50 - $75.50
$59.50 - $64.50
Save up to 15%
4.25

(40)

Old Steamboat's Solid Cord Long Sleeve Shirt: This is the 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 wash. Classic Fit. Imported.
4.25

(40)

4.25

(40)

Item 144790
$79.50 - $85.50
$69.50 - $75.50
Save up to 13%
4.05

(12)

Substantial 7-wale cotton corduroy feels wonderfully soft and wears exceptionally well. With contrast chambray trim at the inside back yoke. Herringbone twill taping details. Faux horn buttons. Square hem with side vents – great as an untucked overshirt. Machine wash. Relaxed Fit. Imported.
4.05

(12)

4.05

(12)

Item 145278
$69.50
$59.50
Save 14%
5.05

(1)

The Coolest Corduroy Seersucker Shirt: Our next-level corduroy shirt combines the material’s sought-after soft feel and sturdiness with seersucker’s puckered texture and breeze-flowing-through composition. Lightweight, fine-wale construction reinvents corduroy as we know it. Southwestern-inspired pattern lines the center placket. With two flap chest pockets, a square hem, and side vents. 100% cotton. Machine wash. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 145234
$69.50 - $75.50
$59.50 - $65.50
Save up to 14%
Patched & Bottled Plaid Flannel Shirt: You’ll take this shirt pre-mixed, with its intricate patchwork of plaid elements and soft, midweight construction, right out of the bottle. It’s ready to go with jeans and over T-shirts, with two buttoned chest pockets, two back pleats, and a shirttail hem. Grosgrain tape inside collar and inner sleeve plackets. Locker loop inside collar. 100% cotton. Machine wash. Classic Fit. Imported.
Item 145242
$109.00
$89.50
Save 18%
5.05

(2)

Work-to-Weekend Lined Shirt Jac: Inspired by a workwear staple, this shirt jac takes you to and from the daily grind with its multicolored, uneven vertical stripes and warm, quilted interior. Once Saturday arrives, just throw its soft, insulated construction over a T-shirt before you explore the local trails.
  • Cotton/poly flannel body, brushed for a softer feel
  • Quilted lining
  • Polyfill lining
  • Two button flap chest pockets
  • Two slip side pockets
  • Point collar
  • Shirttail hem
  • Grosgrain tape along the inside collar
  • Antiqued brass buttons
  • Locker loop on back
  • Classic Fit
  • Machine wash
  • Imported
5.05

(2)

5.05

(2)

Item 145113
$79.50
$39.50
Save 50%
4.55

(6)

Moonlight on the River Print Short Sleeve Shirt: A mottled, magnified ikat print reminiscent of moonlight scattered over a rolling river plays deep navy off warm flecks of orange and aqua. Lightweight linen/viscose upgrades the old-school Hawaiian shirt for the modern wearer, offering a slight drape and breathable feel that’s ideal for days of low-key exploring outdoors. Details include a chest pocket, light coconut buttons and grosgrain trim inside collar band. Square hem with side vents. Logo label at lower placket. Machine washable. Imported.
4.55

(6)

4.55

(6)

Item 145103
$79.50
$44.50
Save 44%
5.05

(2)

Palm Frond Freestyle Patchwork Print Shirt: Amp up your next adventure. Since boundaries are meant to be stretched and expectations defied, our poplin shirt begins down a familiar route but soon throws in a few curves with patched styling and an all-over digital palm frond print. Lightweight woven construction features coconut buttons, a chest pocket, two back side pleats and grosgrain tape at the inside back neck. Square hem with side vents. 100% cotton. Machine washable. Imported.
5.05

(2)

5.05

(2)

Item 145202
$49.50 - $55.50
$44.50 - $50.50
Save up to 10%
2.55

(2)

Diamond-a-Dozen Dobby Chambray Short Sleeve Shirt: It’s your discovery. An all-over diamond-patterned dobby texture gives lightweight, true-indigo chambray a subtle western character. Navy contrast topstitching outlines the back yoke and goes along the chest pocket and armholes for a subtle pop of color. With a buttoned placket, grosgrain tape inside the collar, and two back pleats. Antiqued brass buttons. Shirttail hem with side gussets. 100% cotton. Machine wash. Classic Fit. Imported.
2.55

(2)

2.55

(2)

Item 145192
$59.50
$52.50
Save 12%
3.05

(1)

Diamond-a-Dozen Dobby Chambray Long Sleeve Shirt: It’s your discovery. An all-over diamond-patterned dobby texture gives lightweight, true-indigo chambray a subtle western character. Navy contrast topstitching outlines the back yoke and goes along the chest pocket and armholes for a subtle pop of color. With a buttoned placket, grosgrain tape inside the collar, and two back pleats. Antiqued brass buttons. Shirttail hem with side gussets. 100% cotton. Machine wash. Classic Fit. Imported.
3.05

(1)

3.05

(1)

Item 145252
$79.50
$69.50
Save 13%
Puttin' on the Ridge Chenille Plaid Shirt: Raised chenille gives this colorful plaid a ridged texture similar to corduroy, creating a multidimensional material in the process. Midweight cotton establishes a solid, substantial foundation, while polyester enhances its tactile aspects. With a button-down point collar, a box pleat on the back yoke, a chest pocket, and a shirttail hem. Wood coconut buttons. Herringbone twill tape added inside the neck. Cotton/poly. Machine wash. Classic Fit. Imported.
Item 145256
$79.50
$69.50
Save 13%
Double Check It Chenille Overcheck Shirt: No mistakes here – just a unique, grid-patterned shirt. Classic tartan-style plaid lays down a cool green-tinged foundation, and on top, nubby, raised chenille checks add a textural component. Lightweight button-front has a western-style back yoke, two button-flap chest pockets, and a shirttail hem. Antiqued brass buttons. Grosgrain tape inside collar. Slubbed cotton/viscose/nylon. Machine wash. Classic Fit. Imported.
Item 145286
$69.50
$59.50
Save 14%
Coastal Highway Dobby Stripe SHORT Sleeve Shirt: Let’s head up the coast. Resembling highway lines, textured white and orange dobby stripes lead the way. Uneven blue, navy, and grey vertical stripes create the scenery passing you by. Midweight construction with one chest pocket, a point collar, and two back pleats. Antiqued nickel buttons. Grosgrain tape along the inside collar, inner sleeve plackets, and side vents. Locker loop inside collar. Square hem. 100% cotton. Machine wash. Classic Fit. Imported. Short Sleeve Shirt:
Item 147040
$79.50
$64.50
Save 19%
Subtextual Stripes Doubleknit Shirt: You can take things at their most direct, or you can look below the surface for the subtext. From the outside, this shirt’s herringbone pattern dominates, but on the interior, two-tone stripes take over. Heavyweight knit with a bit of stretch works as a durable button-front or a casual overshirt. With a chest pocket, grosgrain tape along the inside collar and side vents, two back pleats, and antiqued brass buttons. Square hem. Cotton/poly. Machine wash. Classic Fit. Imported.
Item 145210
$79.50 - $85.50
$69.50 - $75.50
Save up to 13%
Check Out the Gingham Jacquard Short Sleeve Shirt: No one just plows down the historic Route 66. When a roadside attraction catches your eye, you stop and pull over to check it out. This soft and substantial dobby gingham shirt, made with midweight cotton jacquard, has that power. Based on our popular Vintner’s Pride, it plays a tonal checkerboard pattern off eye-popping, contrast stripes. It’s definitely a sight to behold. Button-down collar. Placket with faux pearl buttons. Shirttail hem. One chest pocket. Inverted back pleat with locker loop. Contrast grosgrain tape and locker loop inside collar. 100% cotton. Machine wash. Classic Fit. Imported.
Item 145208
$69.50 - $75.50
$64.50 - $70.50
Save up to 7%
5.05

(1)

Rocky Mountain Haze Jacquard Short Sleeve Shirt: You don’t have to hike a 14er to appreciate this midweight textured shirt. Blue-black to white vertical ombré stripes replicate that hazy, early-morning atmosphere, and superimposed on top is a jagged, mountain-like pattern turned on its side. Get ready to trace these peaks and valleys with a buttoned placket, one chest pocket, and two back pleats. Grosgrain tape lines the collar and side vents. Locker loop added inside collar. Engraved antiqued nickel buttons. Square hem. 100% cotton. Machine wash. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 145077
$69.50
$44.50
Save 36%
4.85

(4)

Guatemala Dobby Stripe Shirt: Intricate dobby stripes run vertically on the front and back of this casual cotton shirt, with horizontal stripes on the four button-through pockets. Convertible collar. Carved buttons. Square hem. Side vents. Machine wash. Classic Fit. Imported.
4.85

(4)

4.85

(4)

Item 144807
$59.50 - $64.50
$24.50 - $49.50
Save up to 59%
4.65

(87)

Las Conchas Short Sleeve Shirt: This is so much more than just another solid shirt. Made from our signature jacquard leno-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 wash. Classic Fit. Imported.
4.65

(87)

4.65

(87)

Item 145186
$79.50
$69.50
Save 13%
4.75

(3)

Cuyamaca Ombré Stripe Flannel Shirt: Fishing for rainbow trout at higher elevations? Keep this midweight flannel on hand for an extra layer. Brushed inside and out, it’s the very definition of effortless comfort, and veering away from plaid, bright, multicolored ombré stripes create an eye-catching, prism-like effect. Features one chest pocket, two back pleats, and grosgrain tape along the inner collar, side vents, and inner sleeve plackets. Engraved antiqued brass buttons. Square hem. 100% cotton. Machine wash. Classic Fit. Imported.
4.75

(3)

4.75

(3)

Item 145232
$69.50
$59.50
Save 14%
Eixample Check Travel Shirt: Look at Barcelona’s Eixample district from above, and you’ll notice a strict grid pattern created through long, straight streets and wide avenues. Mirroring that precision and geometry, this shirt’s plaid checks mix narrow and thicker lines, all at right angles.

We’ve also gotten it Barcelona ready, designing it with travel-friendly, wrinkle-resistant midweight material that packs and drapes well, a buttoned flap chest pocket, and a hidden zipper chest pocket for concealing smaller travel essentials. Wear alone on warmer days, or pair it with a solid-color travel blazer.

  • Midweight poly/rayon/spandex
  • Wrinkle resistant – no ironing
  • Travel friendly
  • Quick dry
  • One button flap chest pocket
  • Hidden zip pocket on chest
  • Pewter-finished buttons
  • Shirttail hem
  • Classic Fit
  • Machine wash
  • Imported

Item 145031
$39.50
$24.50
Save 38%
5.05

(1)

Backyard Leno Weave Plaid Shirt: A lightweight warm weather shirt in yarn-dyed cotton with a leno weave detail woven into the pattern. Detailed with a chest pocket, point collar, brown coconut buttons and square hem. Contrast grosgrain trim at the inside back neck and side vents. Machine wash. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 145073
$79.50
$49.50
Save 38%
3.05

(1)

Azul Pieced Patchwork Slub Rayon Shirt: An amazing patchwork of patterns covers the front and back of this smooth rayon shirt with a subtle slub texture. Detailed with a chest pocket, light coconut buttons and square hem. Machine wash. Imported.
3.05

(1)

3.05

(1)

Item 144786
$59.50
$34.50
Save 42%
4.55

(10)

Beachside Solid Rayon Shirt: Lightweight rayon feels cool against your skin, and has an easy, casual drape. The square hem makes it ideal for wearing untucked over shorts or chino pants. Detailed with two chest pockets, pickstitching throughout, basketweave coconut buttons, notched sleeves, and grosgrain tape at the inside back neck and side vents. Two back pleats. 100% rayon. Machine washable. Classic Fit. Imported.
4.55

(10)

4.55

(10)

Item 145099
$59.50 - $65.50
$44.50 - $50.50
Save up to 25%
5.05

(2)

Bora Bora Seabreeze Batiste Short Sleeve Shirt: We’re redefining laidback luxury with our lightest fabric to date. Fine, plain-woven batiste embodies leisure to a T by blending the fluid drape of rayon with the crisp structure of cotton. A large tonal leaf print gears you up for that Polynesian vacation. Styled with a chest pocket, dark coconut buttons, two back pleats and nylon grosgrain tape inside the collar. Square hem. Side vents. Cotton/rayon. Machine washable. Imported.
5.05

(2)

5.05

(2)

Item 145075
$79.50
$49.50
Save 38%
5.05

(1)

Santiago Fiesta Shirt: Wear this colorful shirt and feel transported to an exotic destination…it goes especially well with a Mojito. Two lively chest panels are enhanced with contrast orange topstitching. Grosgrain tape accents the inside neck. Light coconut buttons. Square hem. Side vents. 100% cotton. Machine wash. Imported.
5.05

(1)

5.05

(1)

Item 145184
$79.50
$69.50
Save 13%
5.05

(2)

Basket Case Heathered Checkerboard Shirt: Windowpane checks may create the foundation, but this textured, space-dye-based pattern resembles a woven basket from a distance. That "under and over" effect comes through two space-dye variations, cross-hatch details, light heathering, and a textured checkerboard of twill and plainweave yarns. We then break it up further with dark horizontal lines for depth and light vertical stripes. With one chest pocket, a point collar, faux shell fish eye buttons, two back pleats, and grosgrain tape along the inside collar, cuffs, and side vents. Square hem. 100% cotton. Machine wash. Classic Fit. Imported.
5.05

(2)

5.05

(2)

Item 146876
$49.50
$29.97
Save 39%
4.75

(6)

The Sweet Spot Short Sleeve Shirt: 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 stitching gives it character. With a chest pocket and point collar. Faux horn buttons with antiqued nickel rims. Square hem. Machine wash. Classic Fit. Imported.
4.75

(6)

4.75

(6)

Item 143575
$39.50 - $44.50
$29.50 - $34.50
Save up to 25%
4.55

(39)

Breathe Easy Seersucker Short Sleeve Shirt: Light and airy with an authentic puckered 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 wash. Classic Fit. Imported.
4.55

(39)

4.55

(39)

Item 145204
$69.50
$64.50
Save 7%
Gorge Views Stripe Batik Short Sleeve Shirt: An evolution of our best-selling Island Referee, this shirt’s hand-blocked and dyed batik stripes remind us of hiking along the Gorge Trail at New York’s Watkins Glen State Park – greenery above, the winding creek below, and in between uneven layers of eroded shale, limestone, and sandstone rock. Just as each perspective feels unique, no two of our shirts are exactly the same. Lightweight woven cotton is garment washed for a softer feel. Faux wood buttons. Pleats on back. Grosgrain tape along inside collar. Square hem with side vents. 100% cotton. Machine wash. Classic Fit. Imported.
Item 144476
$49.50
$14.50
Save 71%
5.05

(2)

Boys' Citrus Coolest Batik Shirt: This lightweight cotton poplin shirt has the coolest citrus hues and bold patterns, achieved through a batik printing process done by hand. Its tropical splendor is complete with coconut buttons and one chest pocket for stashing seashells or ice cream money. Square hem and side vents. Back pleats. 100% cotton. Machine washable. Classic Fit. Imported.
5.05

(2)

5.05

(2)

Item 145276
$69.50 - $75.50
$59.50 - $65.50
Save up to 14%
4.05

(2)

The Easy Traveler Herringbone Shirt: The world’s right at your fingertips – so, why rush through it without taking in all the sights? Made for months spent traveling city to city, from Barcelona to Stockholm, this fine herringbone patterned shirt covers many of your bases when you’ve got to stay comfortable, pack economically, and look presentable. Poly/rayon/spandex feels like brushed cotton, drapes effortlessly, offers a touch of stretch for movement, and consistently looks sharp, thanks to wrinkle-resistant material. Midweight fabric adds a more substantial feel, compared to your typical travel shirt.
  • Midweight poly/rayon/spandex feels like brushed cotton
  • Herringbone pattern
  • Stretch fabrication for movement
  • Wrinkle resistant
  • Quick dry
  • Two buttoned chest pockets
  • Shirttail hem
  • Faux wood buttons (Putty and Sienna) or faux shell buttons (Black)
  • Classic Fit
  • Machine wash
  • Imported
4.05

(2)

4.05

(2)

Item 143770
$59.50
$39.50
Save 34%
4.85

(32)

Gridding Here To Here Seersucker Short Sleeve Shirt: This highly unique lightweight cotton shirt induces smiles with a trio of fabric details – a chambray ground, textured seersucker and tattersall check. And, the tattersall features multicolored space-dyed yarns. With a button-through chest pocket, contrast grosgrain tape at the inside neck and side vents. Signature carved pinwheel buttons. Square hem. Two back side pleats. 100% cotton. Machine washable. Classic Fit. Imported.
4.85

(32)

4.85

(32)

Item 145188
5.05

(2)

Rocky Mountain Haze Jacquard Long Sleeve Shirt: You don’t have to hike a 14er to appreciate this midweight textured shirt. Blue-black to white vertical ombré stripes replicate that hazy, early-morning atmosphere, and superimposed on top is a jagged, mountain-like pattern turned on its side. Get ready to trace these peaks and valleys with a buttoned placket, one chest pocket, and two back pleats. Grosgrain tape lines the collar, inner sleeve plackets, and side vents. Locker loop added inside collar. Engraved antiqued nickel buttons. Square hem. 100% cotton. Machine wash. Classic Fit. Imported.
5.05

(2)

5.05

(2)

Item 143436
$49.50 - $55.50
$34.50 - $45.50
Save up to 30%
4.75

(23)

Air of Spring Short Sleeve Linen Cotton Shirt: Made of our incredible, signature linen-cotton shirting fabric, with a square hem so it looks equally great untucked or tucked. Detailed with faux shell fisheye buttons, signature ombré tape at the inside back neck and side vents, and welt chest pocket with outline stitching. Linen/cotton. Machine wash. Classic Fit. Imported.
4.75

(23)

4.75

(23)

Item 143401
$79.50
$59.50
Save 25%
4.25

(33)

Island Referee Batik Stripe Poplin Shirt: Take time out to relax in our coolest batik shirt yet. Lightweight cotton poplin breathes easy with wide watercolor stripes in earthtones. Due to the unique batik process, no two shirts are exactly alike. Styled with a point collar, single chest pocket and carved pinwheel buttons. Territory Ahead logo at the back neck. Square hem. Side vents. 100% cotton. Machine wash. Classic Fit. Imported.
4.25

(33)

4.25

(33)

Item 146865
$44.50
$29.97
Save 33%
Super Slub Jersey Polo: This soft, comfortable polo is perfect for cooler beach days in midweight cotton jersey knit, with a waves-like horizontal slub texture. With subtle contrast topstitching and square hem. Small Territory Ahead logo at the hem. Machine wash. Classic Fit. Imported.
Item 144484
$79.50
$39.50
Save 50%
3.05

(4)

Bedrock Lightweight Short Sleeve Shirt: This lightweight shirt is moisture-wicking, wrinkle-resistant, and equally suited for active adventures or more formal occasions. Wash and wear capability and quick dry time means you can pack less. One chest pocket with handy pen slot, plus a concealed zip security pocket at the lower right. Faux horn buttons. Curved shirttail hem. Back box pleat. 100% poly. Machine wash. Classic Fit. Imported.
3.05

(4)

3.05

(4)

Territory Ahead has a highly unique selection of men’s button-front shirts, found nowhere else. Give your look an upgrade in our incredibly detailed men’s button-front shirts. From vintage-look dobby stripes and amazing woven ikat patterns to colorful jacquard patchwork weaves and carved wooden buttons, we have men’s button-front shirts with all of the unique details you want. Many styles are available in both regular and men’s tall sizes.

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