Button Front Shirts

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Item 143897
$69.50 - $75.50
$24.50 - $75.50
Save up to 65%
4.55

(135)

Old Steamboat's Plaid Cord Long Sleeve 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. Machine wash. Classic Fit. Imported.
4.55

(135)

4.55

(135)

Item 145280
$79.50 - $85.50
Coastal Highway Dobby Stripe Long 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.
Item 145194
$79.50 - $85.50
The Definitive Denim Doublecloth Shirt: We know – a good denim shirt is hard to find. That’s why we created this doublecloth version, lined with contrasting herringbone twill and dyed with true indigo. Lightly faded, garment-washed heavyweight canvas feels soft and won’t weigh you down. Perfect as a lightweight overshirt or a more substantial button-front. Two chest pockets. Grosgrain tape added inside the collar and along the inner sleeve plackets. Locker loop inside collar. Two back pleats. Antiqued brass (Indigo) or nickel (Light Indigo) buttons. Shirttail hem. 100% cotton. Machine wash. Classic Fit. Imported.
Item 143612
$69.50 - $75.50
$59.50 - $75.50
Save up to 14%
4.25

(37)

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

(37)

4.25

(37)

Item 145182
$99.50 - $105.50
Cerrillos Turquoise Striped Shirt: Named after New Mexico’s mineral-rich hills, this button-front stands out with uneven, textured turquoise yarns that, from a distance, resemble fine strings of beads. At its foundation, varied vertical stripes with ikat details reflect Southwestern textile techniques. Midweight construction with a buttoned placket, one buttoned chest pocket, two back pleats, and grosgrain tape inside the collar and side vents. Engraved antiqued brass buttons. Square hem. 100% cotton. Machine wash. Classic Fit. Imported.
Item 144057
$89.50 - $95.50
5.05

(21)

Check Out the Gingham Jacquard Long 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 brown tonal checkerboard pattern off stripes of red and turquoise. 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.
5.05

(21)

5.05

(21)

Item 145278
$69.50 - $75.50
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.
Item 145186
$79.50 - $85.50
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.
Item 144707
$79.50 - $85.50
$59.50 - $85.50
Save up to 25%
4.55

(4)

This lightweight cotton corduroy shirt features an amazing paisley pattern, with contrast herringbone twill tape at the inside collar band and sleeve plackets. Two button-through chest pockets. Copper buttons. Shirttail hem. 100% cotton. Machine wash. Classic Fit. Imported.
4.55

(4)

4.55

(4)

Item 145212
$59.50 - $65.50
Lake George Brushed Twill Flannel Shirt: Once fall arrives, you’ll be found wandering around the lake’s edge to take in the Adirondacks’ changing canopy of warm oranges and reds. For such casual walks, this flannel keeps you warm with midweight twill, brushed for a softer feel. Beach chair stripes in autumnal colors take it off the beaten path. With one buttoned chest pocket, two back pleats, and grosgrain tape along the inner collar and side vents. Brown wood buttons. Square hem. 100% cotton. Machine wash. Classic Fit. Imported.
Item 145226
$59.50 - $65.50
Vapor Trails Ombré Plaid Shirt: Like a jet’s vapor trails, this blue-and-white ombré plaid shirt made with true indigo dye fades and softens with time. After a few washes, it’ll be as ready to go as your favorite pair of jeans. Midweight, garment-washed cotton with a button-down collar, one chest pocket, shirttail hem, and box pleat on the back with a locker loop. Placket with faux wood buttons. Contrasting grosgrain tape and locker loop inside collar. 100% cotton. Machine wash. Classic Fit. Imported.
Item 110576
$379.00 - $399.00
Road to Napa Leather Shirt Jac: Hopes of striking it rich once paved the road to Napa. These days, it’s where you take your time tasting some of the world’s finest wines. Based on a workman’s silhouette and crafted with medium-weight sheep leather, this shirt jac takes you from the city’s center out into the country with a tumbled, somewhat distressed appearance, pieced body seams, a point collar, elbow patches, a curved shirttail hem, and our signature metal snap buttons. With whipstitch details along the front yoke, a snap behind the collar, two side entry hand pockets, and two patch chest pockets. Poly twill lining features our Old Steamboat's plaid pattern. Chrome-tanned full-grain sheep napa leather. Professionally leather clean. Classic Fit. Imported.
Item 145204
$69.50 - $75.50
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 145297
$69.50 - $75.50
Morse Code Dobby Stripe Long Sleeve Shirt: This unique shirt boasts horizontal "Morse code" dobby stripes, and when you look closely, there are also subtle ombré vertical stripes. One chest pocket. Contrast grosgrain tape at the inside back neck and side vents. Square hem. 100% cotton. Machine wash. Imported.
Item 145276
$69.50 - $75.50
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 construction adds a more substantial feel, compared to your typical travel shirt. With two buttoned chest pockets and a shirttail hem. Faux wood buttons (Putty and Sienna) or faux shell buttons (Black). Machine wash. Classic Fit. Imported.
Item 145284
$69.50 - $75.50
Coloration Cool-Sensation Dobby Stripe Shirt: Our lightly textured Cool-Sensation just pulls you in. Like watching the waves from the shore, uneven teal, green, and mustard dobby stripes have an undulating, almost calming quality. Button it up, and just flow along. Midweight twill features two buttoned chest pockets, two back pleats, and engraved antiqued brass buttons. Grosgrain tape added along the inner collar, inner sleeve plackets, and side vents. Square hem. 100% cotton. Machine wash. Classic Fit. Imported.
Item 145210
$79.50 - $85.50
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 brown tonal checkerboard pattern off stripes of red and turquoise – 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 145063
$69.50 - $75.50
$64.50 - $70.50
Save up to 7%
4.85

(5)

Maize Of Life Geometric Dobby Shirt: Highly unique dobby geometrics make you stand out in a crowd, and the easy-wearing cotton twill keeps you cool all day. With a button-through chest pocket, grosgrain tape at the inside neck, and light coconut buttons. Square hem. Side vents. 100% cotton. Machine wash. Classic Fit. Imported.
4.85

(5)

4.85

(5)

Item 145196
$79.50 - $85.50
Ahwatukee Embroidered Denim Shirt: Much like the urban village of Ahwatukee, this denim shirt is part city and part foothills, ready for a drive into downtown Phoenix and a walk near South Mountain. Lightly faded denim evokes the region’s character with trim inspired by Southwestern textiles – added to the front pocket, along the back yoke, to the side vents, and inside the collar – and detailed embroidery featuring mountains and arrows across the back yoke. Lightweight with a square hem and two back pleats. 100% cotton. Machine wash. Classic Fit. Imported.
Item 145125
$69.50 - $75.50
4.85

(5)

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.
4.85

(5)

4.85

(5)

Item 144628
$89.50 - $95.50
$59.50 - $95.50
Save up to 34%
4.95

(15)

Mañana Cord Long Sleeve Hoodie: Substantial 6-wale cotton corduroy feels soft and keeps you warm and comfortable. With a front kangaroo pocket, hood with drawcord, ribbed square hem and cuffs, and herringbone twill tape at the inside back neck. Three coconut buttons at the placket. 100% cotton. Machine wash. Relaxed Fit. Imported.
4.95

(15)

4.95

(15)

Item 144877
$79.50 - $85.50
$49.50 - $85.50
Save up to 42%
4.85

(5)

Walk The Line Doublecloth Stripe Shirt: There’s a fine line between being precise and sterile, and this shirt’s narrow stripes confidently walk right along it. Our Médoc in reverse, this update places tonal vertical oxford stripes on the outside and lines the interior with solid teal. Turn up the cuffs – the contrasts come easy. Subtly heathered, lightweight construction with one chest pocket, a point collar, two back pleats, and grosgrain trim along the inside collar. Placket and cuffs with square metal buttons. Shirttail hem with solid-color gussets. 100% cotton. Machine wash. Classic Fit. Imported.
4.85

(5)

4.85

(5)

Item 145184
$79.50 - $85.50
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.
Item 143575
$39.50 - $44.50
4.55

(37)

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

(37)

4.55

(37)

Item 145188
$79.50 - $85.50
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.
Item 145222
$69.50 - $75.50
Town Square Space-Dye Plaid Shirt: Gingham, windowpane, and buffalo checks meet at a single angular intersection, and what results is this lightweight woven shirt enhanced with subtle space-dye details. Features a single-button chest pocket, faux horn buttons, two back pleats, and herringbone twill grosgrain tape along the inner collar and side vents. Square hem. 100% cotton. Machine wash. Classic Fit. Imported.
Item 145097
$59.50 - $65.50
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 144807
$59.50 - $64.50
$27.50 - $64.50
Buy More and SAVE!
4.65

(86)

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

(86)

4.65

(86)

Item 145192
$59.50 - $65.50
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.
Item 145167
$69.50 - $75.50
$64.50 - $70.50
Save up to 7%
5.05

(3)

Lost at Midnight Batik Print Shirt: While some find themselves without direction, others intentionally wander off, getting lost in the beauty of their surroundings. Our batik’s juxtaposition of maze-like Greek key strips and vertical floral chains should be admired in such a way – both for the details and amount of craftsmanship that went into its deceptively simple two-tone design. Hand-blocked print is based on an ancient Indonesian dyeing process. Lightweight woven construction features a chest pocket, coconut buttons, two back side pleats, a square hem and side vents. 100% cotton. Machine washable. Imported.
5.05

(3)

5.05

(3)

Item 145220
$69.50 - $75.50
Crossroads Plaid Shirt: When it comes to seeing the world, don’t let anything stand in your way – especially not coarse, restrictive, and heavy fabrics. For taking in the sights without compromising your sense of style, this button-front does double duty. Poly/rayon feels light, drapes well, and is less prone to wrinkling. Details like a crepe texture, a subtle heathered effect, and windowpane-houndstooth hybrid checks set it apart from traditional travel attire. Faux wood buttons. One buttoned chest pocket. Herringbone tape along the inner collar and side vents. Two back pleats. Square hem. Machine wash. Classic Fit. Imported.
Item 145047
$59.50 - $65.50
$54.50 - $60.50
Save up to 8%
5.05

(5)

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

(5)

5.05

(5)

Item 145218
$69.50 - $75.50
Ramble and Roam Buffalo Check Shirt: Don’t just sit there – get out and explore, even just to ramble and roam, in this travel-friendly buffalo patterned shirt. Lightweight poly/rayon/spandex blend is less prone to wrinkling and features tonal indigo checks with crosshatch details. Hiking-inspired silhouette features side panels, two chest pockets with hidden loop closures, and an elastic hanging loop on the back. Contrasting rust top stitching for a subtle pop of color. Contrast herringbone tape inside collar and sleeve plackets. Antiqued nickel buttons. Shirttail hem. Machine wash. Classic Fit. Imported.
Item 145208
$69.50 - $75.50
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.
Item 145099
$59.50 - $65.50
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 145224
$69.50 - $75.50
Mountain Herd Path Marled Stripe Shirt: Hikers wanting a challenge will take the herd path over the marked trails. Giving you a choice, we’ve juxtaposed bold twill stripes with softer, less-clear marled ones. Pick your path and then throw over this shirt’s heavyweight construction – perfect for layering over tees and thermals. With one chest pocket, two back pleats, and herringbone twill tape along the side vents. Smoke faux pearl buttons. Square hem. Cotton/rayon/poly. Machine wash. Classic Fit. Imported.

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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