Button Front Shirts

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Item 144807
$59.50 - $69.50
$27.50 - $49.50
Save up to 60%
4.65

(83)

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

(83)

4.65

(83)

Item 143770
$59.50
$49.50
Save 17%
4.75

(25)

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.
4.75

(25)

4.75

(25)

Item 143575
$39.50
$34.50
Save 13%
4.45

(30)

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.
4.45

(30)

4.45

(30)

Item 144786
$59.50
$44.50
Save 25%
4.65

(5)

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.
4.65

(5)

4.65

(5)

Item 146876
$49.50
$39.50
Save 20%
5.05

(2)

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.
5.05

(2)

5.05

(2)

Item 143436
$49.50 - $64.50
$24.50 - $44.50
Save up to 51%
4.75

(22)

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

(22)

4.75

(22)

Item 145113
$79.50
$69.50
Save 13%
4.35

(3)

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.
4.35

(3)

4.35

(3)

Item 143761
$49.50
$44.50
Save 10%
4.35

(20)

Breathe Easy Seersucker Long 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.
4.35

(20)

4.35

(20)

Item 145125
$69.50
4.55

(2)

Guitar Solo Vintage Paisley Print Short Sleeve Shirt: You don’t have to hear the intro to recognize a good guitar solo, yet the licks and riffs still seamlessly sound like part of the greater song. That’s how this lightweight printed seersucker works: Part mosaic and part paisley, the two disparate components meld precisely together, all while shades of purple, accented by golden yellow and turquoise, go back to the boundary-pushing glory days of rock 'n' roll. With a chest pocket, back pleats, coconut buttons and grosgrain tape along the inside collar. Square hem. Side vents. Logo patch added to placket. 100% cotton. Machine wash. Imported.
4.55

(2)

4.55

(2)

Item 145057
$69.50
4.35

(3)

In Line For Greatness Batik Stripe Shirt: Hand blocked vertical stripes line up on this lightweight cotton batik shirt – it's the very definition of "Unfussy Vacation." With a chest pocket, point collar and square hem for untucked comfort. Two-tone coconut buttons. Contrast grosgrain trim at the inside back neck and side vents. Machine wash. Classic Fit. Imported.
4.35

(3)

4.35

(3)

Item 145111
$79.50
$59.50
Save 25%
5.05

(1)

Americana Remix Geo Dobby Twill Shirt: Certain things are simply recognizable – textured twill fabrics, check patterns and red, white and blue colorways. We’ve thrown these seemingly mundane aspects into a blender, and then mixed and spliced them all up for this dobby shirt. The result is a multicolored head trip of checkerboard interspersed with vertical stripes, with midweight cotton-linen construction providing a solid, breathable foundation. With dark coconut buttons, a button-through chest pocket, two back pleats, and grosgrain tape inside the collar. Square hem. Side vents. Machine washable. Imported.
5.05

(1)

5.05

(1)

Item 145061
$69.50
4.75

(3)

Beachcomber Batik Print Shirt: The amazingly vibrant block print bursts with palms interspersed with a unique square comb design. Smooth cotton keeps you cool in just about any vacation destination. Detailed with a chest pocket, point collar, coconut buttons and a square hem. Two box pleats in back. 100% cotton. Machine wash. Relaxed Fit. Imported.
4.75

(3)

4.75

(3)

Item 145121
$69.50
4.05

(3)

Cryptic Code Batik Print Short Sleeve Shirt: We’ve cracked the code between craftsmanship and comfort by adding a multidirectional hand-block batik print reminiscent of cuneiform and hieroglyphics to lightweight woven cotton construction. Kick back in mystery or start exploring in confidence – either way, you’ll be prepared with a chest pocket, coconut buttons and back pleats. Square hem with side vents. Logo patch added to placket. 100% cotton. Machine wash. Imported.
4.05

(3)

4.05

(3)

Item 145029
$49.50
$39.50
Save 20%
5.05

(1)

Costa del Sol Leno Weave Popover: Midweight leno weave cotton is garment washed for superior softness. With light wood buttons at the four-button placket. Contrast herringbone twill tape at the inside back neck and side vents. Square hem. Machine wash. Relaxed Fit. Imported.
5.05

(1)

5.05

(1)

Item 144968
$59.50
$44.50
Save 25%
4.55

(4)

Union Square Dobby Check Shirt: Raised dobby checks travel across this midweight cotton shirt that will complement almost anything in your spring wardrobe. Chest pocket. Faux horn buttons with antiqued nickel rims. Contrast grosgrain trim at the inside back neck and side vents. Square hem. Machine wash. Classic Fit. Imported.
4.55

(4)

4.55

(4)

Item 143401
$79.50
4.45

(29)

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.
4.45

(29)

4.45

(29)

Item 145103
$79.50
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.
Item 145173
$79.50
$74.50
Save 6%
Grey Matter Seersucker Long Sleeve Shirt: Your go-to seersucker shirt features subtle heathering. With two button-through chest pockets, grosgrain tape at the inside back neck. Faux shell fisheye buttons. Square hem. Side vents. 100% cotton. Machine wash. Imported.
Item 145047
$59.50
5.05

(2)

Dusky Nebula Space Dye Short Sleeve Shirt: A unique weave is used to create a cool space-dyed effect that looks like an artist's crosshatched etching up-close. Detailed with a chest pocket, contrast grosgrain tape at the inside back neck, and faux bone fisheye buttons. Square hem. Midweight 100% cotton. Machine wash. Classic Fit. Imported.
5.05

(2)

5.05

(2)

Item 145099
$59.50
5.05

(1)

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

(1)

5.05

(1)

Item 145077
$69.50
$64.50
Save 7%
4.55

(2)

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.
4.55

(2)

4.55

(2)

Item 144939
$44.50
5.05

(4)

The Hottest Ticket Long Sleeve Shirt: The quintessential outdoor adventure shirt. We used our Hot Ticket travel blazer fabric – super lightweight 2.9-oz. nylon with stretch spandex – to create a zero swelter shirt for the tropics. It's also water- and wrinkle-resistant, and quick-drying. Two chest pockets with hidden snap closure (the left one also has an eyeglasses cord), contrast stitching, vented back yoke and matte plastic buttons. Shirttail hem. Nylon/spandex. Machine wash. Classic Fit. Imported.
5.05

(4)

5.05

(4)

Item 145059
$69.50
$64.50
Save 7%
4.55

(4)

Palm D'oro Batik Print Shirt: A tropical forest of palm fronds covers this unique vacation shirt made of cool midweight cotton. Detailed with a chest pocket, point collar, light coconut buttons and square hem. Machine wash. Relaxed Fit. Imported.
4.55

(4)

4.55

(4)

Item 145163
$59.50
$54.50
Save 8%
5.05

(3)

Sea Glass Tie Dye Oxford Short Sleeve Shirt: You never know what the tides will bring in – maybe a few shells and driftwood or perhaps a piece of sea glass glimmering on the shore. Its polished yet jagged, seemingly mundane yet distinctive appearance is collection worthy and an equally apt descriptor for our shirt. By construction, it’s a lightweight, subtly textured oxford – a classic dress shirt by any other name. Yet, a tonal, one-of-a-kind tie-dye print transforms its exterior, taking it out of the boardroom. With a chest pocket, coconut buttons, two back pleats, a square hem, and side vents. Logo patch added to placket. 100% cotton. Machine wash. Imported.
5.05

(3)

5.05

(3)

Item 144872
$59.50
$49.50
Save 17%
3.55

(2)

Brisa Fresca Solid Popover: Made from our best-selling, midweight piece-dyed leno weave cotton with a soft feel and subtle texture. With two button-through chest pockets, contrast herringbone twill tape at the inside back neck, faux wood buttons, and square hem with side vents. 100% cotton. Machine wash. Relaxed Fit. Imported.
3.55

(2)

3.55

(2)

Item 143766
$69.50
$59.50
Save 14%
4.45

(12)

Gridding Here To Here Seersucker Long 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.
4.45

(12)

4.45

(12)

Item 145055
$59.50
4.35

(11)

Pacific Sun Ikat Dobby Stripe Shirt: Colorful wide striated stripes are interspersed with ikat lobby "railroad track" stripes to create a totally unique shirt in easy lightweight cotton. With a button-through chest pocket, point collar, two-tone coconut buttons and square hem. Contrast grosgrain trim at the inside back neck and side vents. Machine wash. Classic Fit. Imported.
4.35

(11)

4.35

(11)

Item 145097
$59.50
5.05

(1)

Electric Luau Batiste Short Sleeve Shirt: The hottest days call for the coolest shirts. Anticipating those sweltering summer afternoons, this ultra-light and breathable batiste shirt debuts our lightest fabric ever, a flowy, draped yet subtly structured cotton/rayon blend. A detailed multicolored floral print, paired with a visible weave, shows you appreciate life’s finer things. With a chest pocket, dark coconut buttons, two back pleats and nylon grosgrain tape inside the collar. Square hem. Side vents. Machine washable. Imported.
5.05

(1)

5.05

(1)

Item 145165
$59.50
$49.50
Save 17%
Waves of Wood Grain Multistripe Shirt: We’ve taken inspiration from teak hardwood – grown in Southeast Asia and known for serious resistance, straight to wavy grain, visible pores, and a slightly coarse texture. Here, midweight cotton lays a sturdy foundation for uneven brown tonal stripes – from light to dark java with pops of red and white – resembling the wood’s low-contrast, streaked patina. If you look closely, woven, lightly slubbed material reflects teak’s somewhat granular appearance. Features one chest pocket, brown coconut buttons, two back pleats, and grosgrain tape along the inside collar. Square hem with side vents. 100% cotton. Machine wash. Imported.
Item 145031
$39.50
$29.50
Save 25%
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.
Item 144962
$69.50
$59.50
Save 14%
3.75

(3)

Crosshatch Buffalo Check Linen Cotton Shirt: Large scale buffalo checks have the look of an artist's hand-drawn crosshatched lines. Lightweight linen-cotton is garment washed for extra softness. With a chest pocket, ridged two-tone coconut buttons, point collar and square hem. Grosgrain trim at the inside back neck (and locker loop), sleeve plackets and side vents. Machine wash. Classic Fit. Imported.
3.75

(3)

3.75

(3)

Item 145075
$79.50
$69.50
Save 13%
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 145095
$39.50
$29.50
Save 25%
3.75

(3)

Spice Of Life Plaid Shirt: A lightweight shirt in yarn-dyed cotton for a lived-in look and feel. 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.
3.75

(3)

3.75

(3)

Item 143382
$59.50 - $74.50
$49.50 - $54.50
Save up to 34%
4.95

(28)

Air of Spring Linen Cotton Long Sleeve 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.
4.95

(28)

4.95

(28)

Item 144997
$39.50
$29.50
Save 25%
Earth Bound Gingham Shirt: A lightweight warm weather shirt in yarn-dyed cotton with a subtle slub texture. 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. Relaxed Fit. Imported.
Item 144995
$39.50
$29.50
Save 25%
4.75

(3)

Down To Earth Plaid Shirt: A down-to-earth warm weather shirt at a down-to-earth price. The lightweight yarn-dyed cotton fabric has a subtle slub texture. 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.
4.75

(3)

4.75

(3)

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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