Button Front Shirts

Sort By
Item 144520
$79.50
$49.50
Save 38%
4.45

(12)

Around Midnight Shirt: The classic, hand-dyed ikat process delivers a midnight blue of stunning depth, delicately filigreed with gold and silver threading. The all-cotton, relaxed profile has a casual collar and two button-through chest pockets, with a box pleat in back and horn-style buttons. Imported.
4.45

(12)

4.45

(12)

Item 144213
$69.50 - $75.50
$49.50 - $55.50
Save up to 29%
3.75

(3)

Best In Shore Basketweave Short Sleeve Shirt: We used our popular Shore Leave Popover fabric to create a short-sleeve button-down shirt. The midweight cotton basketweave is true indigo dyed so it gets better with age and every wash like a great pair of jeans. With signature contrast brown ombré grosgrain tape at the inside neck and side vents; faux horn buttons; and one button-through chest pocket. Square hem with side vents. 100% cotton. Machine washable. Classic Fit. Imported.
3.75

(3)

3.75

(3)

Item 144083
$99.50 - $105.50
$69.50 - $75.50
Save up to 30%
4.85

(4)

Matrix King Dobby Stripe Shirt: The most unique striped shirt, found nowhere else. Variegated multi stripes in blues and neutral tones cascade down the front and back, with contrast herringbone twill tape at the inside back neck, sleeve plackets and side vents. One chest pocket. Antiqued nickel buttons. Square hem. Split back mitred yoke. Lightweight cotton. Machine washable. Classic Fit. Imported.
4.85

(4)

4.85

(4)

Item 144120
$89.50
$69.50
Save 22%
4.05

(3)

Gridiron Cloud Jacquard Corduroy Shirt: A unique, tone-on-tone jacquard plaid pattern covers this fine-wale, midweight cotton corduroy shirt that's wonderfully soft and comfortable. With a button-through chest pocket, contrast twill tape at the inside collar and sleeve plackets. Faux horn buttons. Shirttail hem. 100% cotton. Machine washable. Classic Fit. Imported.
4.05

(3)

4.05

(3)

Item 144618
$89.50 - $95.50
$69.50 - $75.50
Save up to 22%
Matrix King Dobby Stripe Short Sleeve Shirt: The most unique striped shirt, found nowhere else. Variegated multi stripes in blues and neutral tones cascade down the front and back, with contrast herringbone twill tape at the inside back neck and side vents. One chest pocket. Antiqued nickel buttons. Square hem. Split back mitred yoke. Lightweight cotton. Machine washable. Classic Fit. Imported.
Item 143434
$79.50
$59.50
Save 25%
4.75

(6)

Fiesta Primavera Print Shirt: This colorful, lightweight shirt is made of woven cotton with a subtle Bedford-cord texture. Vertical geometrics in fresh earthtones as well as jewel tones cover the back and front. Detailed with one chest pocket, square hem and side vents. Carved pinwheel buttons. 100% cotton. Machine washable. Classic Fit. Imported.
4.75

(6)

4.75

(6)

Item 671540
$89.00
$29.00
Save 67%
5.05

(4)

Yellowstone Yarn-Dye Shirt: Explore your favorite trout stream then show up to dinner with the day's catch. This yarn-dye shirt is dressy enough for slacks and a blazer yet offers moisture-wicking, quick-dry performance.
  • Yarn-dyed for deep, rich colors
  • Moisture-wicking and quick drying
  • Stretch for mobility
  • Two-button adjustable cuffs
  • One chest pocket with a hidden button pocket behind
  • Fabric loop secures sunglasses
  • Poly/spandex
  • Machine wash
  • Imported
5.05

(4)

5.05

(4)

Item 144146
$89.50
$69.50
Save 22%
5.05

(3)

21-Stripe Salute Corduroy Shirt: A total of 21 colors are used in this amazing, yarn-dyed serape striped corduroy, only found here! Midweight, fine-wale cotton corduroy feels soft and has a lived-in fade from day one. Finished with one button-through chest pocket, grosgrain trim at the inside back neck, dark coconut buttons and shirttail hem. 100% cotton. Machine washable. Classic Fit. Imported.
5.05

(3)

5.05

(3)

Item 144307
$89.50
$59.50
Save 34%
5.05

(1)

Sunnyside Surprise Doublecloth Stripe Shirt: Midweight cotton doublecloth feels substantial and soft with subtle seersucker stripes in navy and French blue on the outside, and sunny orange stripes on the inside – you'll definitely want to roll up the sleeves. Take a closer look and you'll notice thicker stitching at the point collar, chest pocket, front button placket and armholes. Faux shell fisheye buttons. Contrast grosgrain ribbon trim under the collar can accommodate collar stays (there's also grosgrain trim at the sleeve plackets and side vents). Square hem for untucked ease. 100% cotton. Machine washable. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 144050
$89.50 - $95.50
$69.50 - $75.50
Save up to 22%
5.05

(2)

Smooth It Over Tencel Twill Long Sleeve Shirt: Midweight, pigment garment dyed Tencel® twill has a sandwashed finish that feels better than silk, and it's easier to care for. Wear it casually with jeans and chinos or underneath a sport coat. Detailed with two button-through flap chest pockets, real shell buttons and grosgrain tape at the inside back neck and side vents. Square hem. Inverted back pleat and locker loop. 100% Tencel. Machine washable. Classic Fit. Imported.
5.05

(2)

5.05

(2)

Item 143766
$79.50
$59.50 - $64.50
Save up to 25%
4.45

(10)

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

(10)

4.45

(10)

Item 144004
$69.00
$49.00
Save 29%
Wayfarer Solid Short Sleeve Shirt from RailRiders®: A truly versatile shirt in featherweight, plain-weave polyester with very subtle microstripes. The fabric is also wrinkle-free and quick-drying with UPF 30+ sun protection. Detailed with two button-through welt pockets, faux horn logo buttons and a square hem. Vertical pleats on back, and locker loop. 100% poly. Machine washable. Classic Fit. Imported.

NOTE: This item is excluded from promotional discounts.
Item 144114
$89.50
$69.50
Save 22%
5.05

(5)

Show Your Stripes Brushed Oxford Shirt: Unique oxford stripes cover this midweight, yarn-dyed cotton shirt that's lightly brushed for award-winning softness. And, it's robust, yet comfortable enough to wear in almost any season. With one chest pocket, a point collar, grosgrain ribbon trim at the inside back neck, and faux horn button. Shirttail hem. 100% cotton. Machine washable. Classic Fit. Imported.
5.05

(5)

5.05

(5)

Item 143688
$49.50
$29.50 - $39.50
Save up to 40%
Puebla Sunset Seersucker Stripe Shirt: This lightweight cotton shirt features colorful, yarn-dyed vertical stripes juxtaposed with a horizontal seersucker texture – ideal for hot summer days. Detailed with one chest pocket, faux mother-of-pearl buttons and a shirttail hem with side gussets. Two side back pleats. Machine washable. Imported.
Item 143685
$65.50 - $75.50
$39.50 - $55.50
Save up to 43%
4.65

(5)

Brisa Fresca Plaid Short Sleeve Shirt: Your favorite Brisa Fresca fabric is used to create this lively plaid shirt. The soft, yarn-dyed cotton is a combination of leno weave and midweight twill with an easy, casual drape. Details include contrast herringbone twill trim at the inside neck, one button-through chest pocket, and durable faux wood buttons. Square hem and side vents. Two back side pleats. Logo label at lower placket. 100% cotton. Machine washable. Classic Fit. Imported.
4.65

(5)

4.65

(5)

Item 143675
$89.50 - $95.50
$79.50 - $85.50
Save up to 11%
4.85

(6)

Sauvignon Blanket Stripe Double Layer Shirt: Midweight, yarn-dyed cotton feels better-than-a-blanket soft, and the cool serape stripes have an instant fade that looks like you've cherished this shirt for years. The inside is an equally soft solid blue. Detailed with contrast grosgrain tape at the inside neck and sleeve plackets, and two inverted pleat chest pockets. Natural, two-hole fisheye buttons with a matte finish. Shirttail hem. Two back side pleats. 100% cotton. Machine washable. Classic Fit. Imported.

4.85

(6)

4.85

(6)

Item 140003
$79.00
$59.00
Save 25%
Wayfarer Solid Long Sleeve Shirt from RailRiders®: A truly versatile shirt with long roll-tab sleeves. Featherweight, plain-weave polyester features very subtle microstripes. The fabric is also wrinkle-free and quick-drying with UPF 30+ sun protection. Detailed with two button-through welt pockets, faux horn logo buttons and a square hem. Vertical pleats on back, and locker loop. 100% poly. Machine washable. Classic Fit. Imported.

NOTE: This item is excluded from promotional discounts.
Item 143677
$89.50 - $95.50
$69.50 - $75.50
Save up to 22%
5.05

(2)

Crosstown Pickstitch Windowpane Linen Shirt: The midweight, yarn-dyed linen has a heathered look with a totally unique pickstitched windowpane pattern. Contrast grosgrain tape accents the inside neck and side vents. Styled with two chest pockets, carved pinwheel buttons and a square hem. Logo label at lower placket. Two back side pleats. 100% linen. Machine washable. Classic Fit. Imported.

5.05

(2)

5.05

(2)

Item 144103
$89.50
$69.50
Save 22%
5.05

(1)

Mesa Sunset Dobby Twill Plaid Shirt: The intense sunset hues of Arizona inspired the colors of this lightweight cotton twill shirt, featuring unique dobby pickstitching, even on the collar and sleeves. Finished with a chest pocket, herringbone twill tape at the inside back neck, and antiqued brass buttons. Shirttail hem. Two back pleats. 100% cotton. Machine washable. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 143745
$69.50 - $75.50
$29.50 - $35.50
Save up to 58%
4.85

(10)

Kaleidoscope Print Poplin Shirt: Prepare for compliments every time you wear this colorful shirt in soft, lightweight cotton poplin with a peached finish. Featuring a button-through chest pocket, coconut buttons and square hem with side vents. Contrast canvas tape detail at the inside neck. Machine washable. Relaxed Fit. Imported.
4.85

(10)

4.85

(10)

Item 144593
$69.50
$54.50 - $60.50
Save up to 22%
3.55

(2)

Night Moves Batik Short Sleeve Shirt: Deep gold and turquoise hues mingle on this amazing shirt. The batik print process is done by hand on lightweight cotton poplin to ensure a unique look and high level of quality. With one chest pocket, coconut buttons, square hem and side vents. Back pleats. 100% cotton. Machine washable. Relaxed Fit. Imported.
3.55

(2)

3.55

(2)

Item 661109
$79.95 - $84.95
$54.00
Save up to 36%
5.05

(2)

Polynosic Windowpane Long Sleeve Shirt: The lightweight modal-poly fabric blend breathes easy to keep you cool on super hot days, and it's wrinkle resistant. Finished with a chest pocket, plus hidden zip pocket. Point collar and shirttail hem. Back pleats. Machine washable. Imported.
5.05

(2)

5.05

(2)

Item 146805
$179.00
$159.00
Save 11%
Blanket Print Faux Sherpa Shirt from True Grit®: This soft and cozy, faux Sherpa knit button-front shirt features a colorful blanket print inside and out. Contrast solid jersey fabric at the inside collar band and sleeve cuffs. One button-through chest pocket. Two-tone buttons. Square hem. 100% poly. Machine wash. Classic Fit. Imported. (Fit is trim. For a roomier fit, please order up one size).
Item 661104
$79.95 - $84.95
$61.00
Save up to 28%
4.25

(4)

Lightweight Short-Sleeve Escape Shirt: A short-sleeve version of our newly improved Lightweight Long-Sleeve Escape shirt. Features two button flap chest pockets with a large, roomy zip pocket inside the right, double back pleats for ease of movement and underarm eyelets for superior breathablilty. Hidden button down point collar offers a clean, crisp look. Locker loop. Rounded shirttail hem. Cotton/poly. Imported.
4.25

(4)

4.25

(4)

Item 143590
$89.50
$69.50
Save 22%
5.05

(2)

"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

(2)

5.05

(2)

Item 143330
$99.50
$79.50
Save 20%
4.05

(12)

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

(12)

4.05

(12)

Item 110441
$119.00
$34.50
Save 71%
4.85

(6)

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

(6)

4.85

(6)

Item 144611
$65.00
$49.00
Save 25%
Slab City Dobby Pattern Shirt from Royal Robbins®: This lightweight, breathable shirt is ideal for travel, combining linen's classic airy drape with the softness of organic cotton. And, the unique dobby pattern gives it unusual depth and texture. With two button-through chest pockets. Shirttail hem. Two back pleats. Linen/organic cotton. Machine washable. Imported. (Fit is trim. For a roomier fit, please order up one size).

NOTE: This item is excluded from promotional discounts.
Item 146977
$59.50
$49.50
Save 17%
5.05

(1)

Bayou True Indigo Piqué Polo: Our super-cool blue polo is a comfortable, midweight 260-gram cotton piqué that's true indigo dyed for saturated color and garment washed for lived-in softness. Three-button placket with trapunto stitching at the inside. Single chest pocket and pen slot. Signature contrast ombre trim at the inside neck. Faux horn buttons with antiqued nickel rims. Side vents with a longer tail. Logo at the wearer's left hem. 100% cotton. Machine washable. Classic Fit. Imported.
5.05

(1)

5.05

(1)

Item 144932
$69.50
$39.50
Save 43%
4.65

(18)

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

(18)

4.65

(18)

Item 144614
$69.50
$49.50
Save 29%
3.55

(2)

Fletch Organic Cotton Shirt from Toad & Co.®: Lightweight organic cotton has a microslubby crosshatch texture, and feels soft and comfortable. Plus, the allover broken chevron pattern is eye catching, with contrast zig-zag stitching at the inside collar. One button-through chest pocket with bias stitch detail, dark brown faux horn buttons, contrast cotton chambray at inside back yoke, and single button loop at center back collar. Shirttail hem. 100% organic cotton. Machine washable. Classic Fit. Imported.

NOTE: This item is excluded from promotional discounts.
3.55

(2)

3.55

(2)

Item 144512
$74.50
$54.50
Save 27%
4.75

(10)

Mohala Polū Seersucker Shirt: Mohala Polū means "blue open flower" in Hawaiian. A unique filigree leaf pattern is superimposed atop a blue and rust hued hibiscus floral pattern on this lightweight seersucker shirt with a crinkle texture. Its tropical splendor is enhanced with coconut buttons, a chest pocket, and contrast grosgrain trim at the inside back neck and side vents. Square hem. Two back pleats. 100% cotton. Machine washable. Classic Fit. Imported.
4.75

(10)

4.75

(10)

Item 144492
$74.50 - $79.50
$54.50 - $59.50
Save up to 27%
5.05

(6)

Freehand Seersucker Stripe Short Sleeve Shirt: Expressive freehand orange stripes are "painted" over an intricate seersucker pattern in shades of indigo and white. Lightweight cotton fabric feels cool for all-day comfort. Detailed with a chest pocket, coconut buttons and canvas taping at the inside back neck and side vents. Square hem. 100% cotton. Machine washable. Classic Fit. Imported.
5.05

(6)

5.05

(6)

Item 144294
$84.50 - $89.50
$64.50 - $69.50
Save up to 24%
5.05

(3)

Air Of Spring Plaid Long Sleeve Shirt: We created a sunny plaid version of your favorite Air Of Spring solid shirt in lightweight linen-cotton. Detailed with two button-through chest pockets, grosgrain tape at the inside back neck and side vents. Faux shell fisheye buttons. Square hem. Back pleats. Linen/cotton. Machine washable. Classic Fit. Imported.
5.05

(3)

5.05

(3)

Item 144007
$69.00
$49.00
Save 29%
Wayfarer Short Sleeve Plaid Shirt from RailRiders®: This colorful plaid shirt is made of cool-wearing, featherweight polyester. The fabric is also wrinkle-free and quick-drying with UPF 30+ sun protection. Detailed with two button-through welt pockets, faux horn logo buttons and a square hem. Vertical pleats on back, and locker loop. 100% poly. Machine washable. Classic Fit. Imported.

NOTE: This item is excluded from promotional discounts.
Item 144111
$89.50
$69.50
Save 22%
Mendocino Crossing Heathered Tattersall Shirt: This is a super-cool weekend version of a classic tattersall shirt, made of midweight cotton that's grindled (has a heathered effect). It's also brushed to make it even softer than ordinary flannel shirts. Featuring two chest pockets with contrast bar tacks at the edges, contrast herringbone tape at the inside collar and sleeve plackets, and antiqued brass buttons. Shirttail hem. 100% cotton. Machine washable. 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.

  • Refine by:
  • Clear
    Pattern
    • Solid
    • Print
    • Plaid
    • Stripe
  • Clear
    Fabric
    • Cotton
    • Linen
    • Corduroy
    • Synthetic
    • Wool
    • Rayon
  • Clear
    Collar
    • Point
    • Button-down
    • Henley
  • Clear
    Features & Benefits
    • Lightweight
    • Quick Dry
    • Travel Friendly
    • Moisture Wicking
    • Cool Wearing
    • No Iron Required
    • Insect Repellent
    • Wool
  • Clear
    Sleeve
    • Short Sleeve
    • Long Sleeve
  • Clear
    Size
    04
    06
    07
    08
    S
    M
    MT
    L
    LT
    XL
    XLT
    XXL
    XXLT
    XLL
    05
  • Clear
    Size Range
    • Regular
    • Tall
    • Long
  • Clear
    Color
    BLUE
    GREEN
    BROWN
    YELLOW
    GREY
    NEUTRAL
    ORANGE
    WHITE
    RED
    METALLIC
    BLACK
    PURPLE
    PATTERN/MULTI
    PINK
    DENIM
  • Clear
    Price
    • Under $50
    • $50 to $74.99
    • $75 to $99.99
    • $100 to $149.99
    • $150 & Above
  • Clear
    Rating
    4 Stars and Up
    3 Stars and Up
    2 Stars and Up
    1 Stars and Up
  • Clear
    Spotlight Styles
    • Personalized