Skip to main content

It's time to upgrade your browser

Your current browser is no longer supported on llbean.com. Please upgrade to one of the following for a smoother, safer shopping experience with us:

Men's Button Down Dress Shirts

Explore men's button down dress shirts with classic styling and a polished look. Compare fit, sizing and design details across the selection to find a shirt that complements your wardrobe and suits your personal style.

Read More
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
L.L.Bean Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
A blue 100% cotton pinpoint oxford shirt with wrinkle-free fabric, traditional fit, and durable tailored construction.
(2,511)
$79.95 $79.95
SALE
What customers like:
High quality
Perfect fit
Wrinkle-free
Professional look
Versatile
$79.95 $79.95
SALE
Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit, University Stripe
L.L.Bean Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit, University Stripe
A blue, wrinkle-free cotton oxford shirt with university stripes, traditional fit, shirttail hem and tailored construction.
(2,141)
$64.95 $64.95
SALE
What customers like:
High quality
Perfect fit
Wrinkle-free
Classic style
Comfortable
$64.95 $64.95
SALE
Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit
L.L.Bean Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit
A white, wrinkle-free 100% cotton Oxford shirt with traditional fit, button-down styling and durable tailored construction.
(3,567)
$64.95 $64.95
SALE
What customers like:
High quality
Wrinkle-free
Versatile style
Durable
Comfortable fit
$64.95 $64.95
SALE
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit, Tattersall
L.L.Bean Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit, Tattersall
A blue cotton tattersall shirt featuring wrinkle-free pinpoint Oxford fabric and a soft, ultrasmooth finish.
(2,091)
$79.95 $79.95
SALE
What customers like:
High quality
Wrinkle-free
Easy to care for
Durable
Comfortable fit
$79.95 $79.95
SALE
Men's Wrinkle-Free Kennebunk Sport Shirt, Slim Fit, Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Slim Fit, Check
A green, slim-fitting cotton button-down shirt with wrinkle-free performance and moisture-wicking, quick-drying comfort.
(0)
$59.95 $59.95
SALE
$59.95 $59.95
SALE
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit, Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit, Check
A blue cotton check shirt with wrinkle-free, moisture-wicking performance and a classic button-down collar.
(4,814)
$69.95 $69.95
SALE
$69.95 $69.95
SALE
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit, Short-Sleeve, Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit, Short-Sleeve, Check
A blue checked cotton button-down shirt with wrinkle-free, moisture-wicking fabric, short sleeves, and a buttoned collar.
(2,628)
$59.95 $59.95
SALE
$59.95 $59.95
SALE
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted, Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted, Check
A blue, checked 100% cotton poplin shirt with wrinkle-free, moisture-wicking performance and a button-down collar.
(1,619)
$69.95 $69.95
SALE
What customers like:
High quality
Wrinkle-free
Stylish design
Comfortable
Good fit
$69.95 $69.95
SALE
Men's Comfort Stretch Performance® Shirt, Slightly Fitted, Long-Sleeve
L.L.Bean Men's Comfort Stretch Performance® Shirt, Slightly Fitted, Long-Sleeve
An orange cotton-blend stretch shirt that wicks moisture, dries quickly, and wears tucked or untucked.
(0)
$74.95 $49.99
SALE
$74.95 $49.99
SALE
Men's Comfort Stretch Performance® Shirt, Slightly Fitted, Long-Sleeve, Plaid
L.L.Bean Men's Comfort Stretch Performance® Shirt, Slightly Fitted, Long-Sleeve, Plaid
A blue plaid shirt in stretchy cotton-blend fabric that wicks moisture and dries quickly.
(0)
$74.95 $74.95
SALE
$74.95 $74.95
SALE
Men's Signature Donegal Woven Shirt, Slim Fit
L.L.Bean Men's Signature Donegal Woven Shirt, Slim Fit
A white, textured 100% cotton twill flannel shirt featuring Donegal flecks, button-down collar, and chest pocket.
(0)
$79.95 $59.99
SALE
$79.95 $59.99
SALE
Men's Stonecoast Hemp Shirt, Slightly Fitted, Long-Sleeve, Stripe
L.L.Bean Men's Stonecoast Hemp Shirt, Slightly Fitted, Long-Sleeve, Stripe
A gray striped hemp-cotton shirt with breathable, durable fabric, stretch, button-down collar and two chest pockets.
(0)
$79.95 $59.99
SALE
$79.95 $59.99
SALE
Men's Brushed Jaspé Twill Shirt, Traditional Fit, Plaid
L.L.Bean Men's Brushed Jaspé Twill Shirt, Traditional Fit, Plaid
A red plaid cotton twill shirt brushed for softness, featuring yarn-dyed colors and a versatile year-round weight.
(0)
$69.95 $44.99
SALE
$69.95 $44.99
SALE
Men's Signature Premium Pima Cotton Oxford Shirt, Slim Fit
L.L.Bean Men's Signature Premium Pima Cotton Oxford Shirt, Slim Fit
A purple slim-fit oxford shirt in 100% Pima cotton, tailored with button-down collar and untucked styling.
(0)
$89 $74.99
SALE
$89 $74.99
SALE
Men's Scotch Plaid Flannel Shirt, Slim Fit
L.L.Bean Men's Scotch Plaid Flannel Shirt, Slim Fit
A slim-fitting 100% cotton Portuguese flannel shirt featuring authentic yarn-dyed Scottish tartans and button-down styling.
(1,791)
$59.95 $59.95
SALE
What customers like:
Attractive colors and patterns
Warm and cozy
Soft and comfortable fabric
Flattering slim fit
High quality construction
$59.95 $59.95
SALE
Men's Sunwashed Oxford Shirt, Slightly Fitted, Stripe
L.L.Bean Men's Sunwashed Oxford Shirt, Slightly Fitted, Stripe
A soft gray striped cotton oxford shirt with button-down collar, front pocket, and slightly fitted silhouette.
(0)
$69.95 $69.95
SALE
$69.95 $69.95
SALE
Men's Signature Stretch Poplin Shirt, Slim Fit, Long-Sleeve
L.L.Bean Men's Signature Stretch Poplin Shirt, Slim Fit, Long-Sleeve
A red, lightweight cotton-blend shirt with stretch, button-down collar, and an untucked-friendly hem.
(0)
$79 $29.99
SALE
$79 $29.99
SALE
Men's Sunwashed Oxford Shirt, Slightly Fitted, Plaid
L.L.Bean Men's Sunwashed Oxford Shirt, Slightly Fitted, Plaid
A soft, blue plaid cotton oxford shirt with a button-down collar and relaxed, slightly fitted styling.
(0)
$69.95 $69.95
SALE
$69.95 $69.95
SALE
Men's Signature Wharfside Linen Blend Shirt, Slim Fit
L.L.Bean Men's Signature Wharfside Linen Blend Shirt, Slim Fit
A breathable blue linen-cotton blend shirt with subtle texture, button-down collar, chest pocket, and slim fit.
(0)
$74.95 $54.99
SALE
$74.95 $54.99
SALE
Men's Scotch Plaid Flannel Shirt, Slightly Fitted
L.L.Bean Men's Scotch Plaid Flannel Shirt, Slightly Fitted
A white plaid shirt in 100% cotton Portuguese flannel with a button-down collar and patch pocket.
(6,433)
$59.95 $49.99
SALE
What customers like:
High quality
Perfect fit
Softness
Warmth
Comfortable
$59.95 $49.99
SALE
Men's Scotch Plaid Flannel Shirt, Traditional Fit
L.L.Bean Men's Scotch Plaid Flannel Shirt, Traditional Fit
A yarn-dyed 100% cotton Portuguese flannel shirt featuring authentic Scottish tartans and a button-down collar.
(20,377)
$59.95 $59.95
SALE
What customers like:
High-quality material
Perfect fit
Stylish design
Warm and cozy
Exceptional comfort
$59.95 $59.95
SALE
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted
L.L.Bean Men's Comfort Stretch® Oxford Shirt, Slightly Fitted
A red cotton-blend Oxford shirt with moisture-wicking stretch, easy-care performance and a polished untucked design.
(251)
$74.95 $54.99
SALE
What customers like:
High material quality
Well-made construction
Attractive appearance
Cute print
Comfortable fit
$74.95 $54.99
SALE
Men's Sunwashed Twill Shirt, Slightly Fitted
L.L.Bean Men's Sunwashed Twill Shirt, Slightly Fitted
A blue, lightweight cotton twill shirt, specially washed for softness with subtle texture and button-down styling.
(0)
$69.95 $59.99
SALE
$69.95 $59.99
SALE
Men's Sunwashed Ultrasoft Button-Front Shirt, Short-Sleeve, Print
L.L.Bean Men's Sunwashed Ultrasoft Button-Front Shirt, Short-Sleeve, Print
A soft blue textured shirt in a TENCEL™ lyocell blend, featuring a relaxed fit, spread collar and warm-weather print.
(0)
$74.95 $59.99
SALE
$74.95 $59.99
SALE

Men's Button Down Dress Shirts

Men’s button-down dress shirts bring together a familiar collar shape, a full button front and the understated appeal of a classic shirt. In its traditional meaning, “button-down” refers to the small buttons that fasten the collar points to the shirt, rather than simply the row of buttons down the front. That distinction matters: a button-front dress shirt does not necessarily have a button-down collar. The collar gives this style its recognizable character, framing the face with a detail that feels considered without looking overly elaborate. Within that familiar shape, small differences can make a shirt feel more personal. The length of the collar points, the proportions of the cuffs and the presence or absence of a chest pocket all contribute to its appearance. Color and pattern play an equally important role. A solid creates an uninterrupted field of color, while a stripe adds a clear vertical line and a check introduces a more varied pattern. Neither approach is inherently better dressed; each creates a different relationship with the rest of an outfit. A subtle pattern can sit quietly beside a solid jacket, while a solid shirt leaves more visual space for a patterned tie. These are the details that make dress shirts interesting beyond their familiar outline. The appeal is less about making a statement than finding a balance of shape, color and proportion that feels like the person wearing it. For a broader view of this classic collar style, the Men's Button-Down Shirt page offers a related place to explore. Here, the focus remains on men’s button-down dress shirts and the thoughtful distinctions that help a familiar wardrobe staple feel individual, from a neatly framed neckline to cuffs that look in proportion with the sleeves.

Fit is another part of that individual character, and the size on a label tells only part of the story. Two shirts with the same stated size can have different proportions through the shoulders, chest, waist and sleeves. A straighter outline and a more shaped outline create different looks, even when the collar measurements are similar. Neither needs to be treated as the default; personal preference and the way a shirt sits on the wearer matter more than the name of the cut. Shoulder placement is a useful reference point, since it influences how the sleeves fall and how the upper body of the shirt appears. Across the chest, the button front provides another visible reference: pulling between buttons changes the line of the shirt, while excess fabric can create folds that interrupt an otherwise clean outline. Sleeve length and cuff size deserve the same attention as the body. A cuff that settles where expected can make the whole shirt look more considered, particularly when a small amount shows beneath a jacket sleeve. Collar size is a separate consideration from collar style. The familiar button-down points establish the design, but the neckline still needs to suit the wearer’s measurements and preference. Shirt length also affects the overall proportions, and photographs alone may not tell the full story. Measurements and the individual fit description provide more useful context than assuming every dress shirt has the same cut. A shirt that already fits as preferred can serve as a helpful point of comparison, especially for sleeve length, chest width and body length. Taken together, these details make choosing a shirt less about following a single ideal silhouette and more about recognizing a shape that feels familiar and looks balanced. The result is a wardrobe with a sense of continuity, even when its shirts differ in color, pattern or smaller design details.

A considered choice also looks beyond the first impression to the information supplied with each shirt. Fabric composition, construction details and care directions belong to the individual product description; the words “button-down dress shirt” alone do not establish any of them. Those details are worth reviewing separately rather than assuming that shirts with similar photographs will have the same fabric or maintenance requirements. Surface texture can influence how a color or pattern appears, but a photograph is not a substitute for the stated composition. Likewise, an orderly appearance does not by itself establish durability or a particular care method. Information about stitching, buttons and other construction details is most useful when it is provided for the shirt being considered. Care labels offer the appropriate direction for washing, drying and ironing, where applicable, without relying on a routine borrowed from a different garment. That practical attention belongs alongside the more visible choices of collar, fit and pattern. A wardrobe often feels more coherent when its pieces share a few familiar elements rather than matching exactly. Repeating a preferred collar proportion or staying within a related group of colors can create that connection while leaving room for variety. A narrow stripe and a small check, for example, can have distinctly different personalities without requiring an entirely different approach to dressing. The same attention to personal preferences matters when a dress shirt is chosen as a gift. Knowing the recipient’s usual size is a starting point; knowing whether they favor solids, restrained patterns or a particular fit makes the choice more thoughtful. A preferred shirt’s label and measurements can offer concrete reference points when those details are accessible. Men’s button-down dress shirts are defined by a recognizable design, but their lasting place in a wardrobe is personal. The most meaningful distinctions are often modest ones: a collar shape that looks right, a pattern that feels familiar and proportions that reflect the wearer’s own style. Those details give a classic shirt its character without asking it to be anything more complicated than itself.
Read More

FAQs