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Men's Stylish Button Down Shirts

Find men's stylish button down shirts that bring classic style to your wardrobe. Explore the selection and compare each shirt’s collar design, fit and styling details to choose a look that feels like you.

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Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
L.L.Bean Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
A wrinkle-free green check shirt made from 100% cotton poplin with moisture-wicking TrueCool® fabric.
(4,814)
$69.95 $58.99
SALE
What customers like:
Fits well
Wrinkle-free
Durable
Comfortable
Beautiful colors
$69.95 $58.99
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 wrinkle-free, 100% cotton oxford shirt in French blue with a relaxed traditional fit.
(3,567)
$64.95 $64.95
SALE
What customers like:
High quality
Wrinkle-free
Durable
Stylish appearance
Comfortable fit
$64.95 $64.95
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
An indigo long-sleeve chambray shirt with built-in stretch, perfect for wearing untucked.
(1,214)
$69.95 $49.99
SALE
What customers like:
High quality
Versatile design
Soft fabric
Good stretch
Comfortable fit
$69.95 $49.99
SALE
Men's Scotch Plaid Flannel Shirt, Traditional Fit
L.L.Bean Men's Scotch Plaid Flannel Shirt, Traditional Fit
A soft, durable flannel shirt in authentic Scottish tartans, crafted from high-quality Portuguese cotton.
(20,377)
$59.95 $59.95
SALE
What customers like:
High-quality material
Perfect fit
Stylish design
Durable construction
Exceptional comfort
$59.95 $59.95
SALE
Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
L.L.Bean Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
A deep evergreen houndstooth flannel shirt with sheepskin shearling lining, offering warmth and wrinkle resistance.
(8,393)
$79.95 $79.95
SALE
What customers like:
Beautiful design
Softness
Warmth
Durable
Comfortable fit
$79.95 $79.95
SALE
Men's Chamois Shirt, Traditional Fit
L.L.Bean Men's Chamois Shirt, Traditional Fit
A heavyweight navy flannel shirt made from 7.5 oz. Portuguese cotton, perfect for layering.
(7,136)
$79.95 $79.95
SALE
What customers like:
Versatile and functional
Softness and warmth
High-quality fabric
Stylish appearance
Comfortable fit
$79.95 $79.95
SALE
Men's Scotch Plaid Flannel Shirt, Slightly Fitted
L.L.Bean Men's Scotch Plaid Flannel Shirt, Slightly Fitted
A slightly fitted indigo tartan shirt made from 100% Portuguese cotton flannel with a button-down collar.
(6,433)
$59.95 $59.95
SALE
What customers like:
Quality construction
Perfect fit
Softness
Warmth
Vibrant colors
$59.95 $59.95
SALE
Men's Sunwashed Canvas Shirt, Traditional Fit
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit
A prewashed 100% cotton canvas shirt in bay leaf, featuring a relaxed fit and durable double-needle stitching.
(5,386)
$69.95 $69.95
SALE
What customers like:
High quality
Durable construction
Versatile for spring and fall
Great color options
Comfortable fit
$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 nautical blue, wrinkle-free cotton shirt with moisture-wicking TrueCool® fabric and a relaxed traditional fit.
(2,628)
$59.95 $59.95
SALE
What customers like:
Generous fit
High quality
Wrinkle-free
Easy to wear
Comfortable fabric
$59.95 $59.95
SALE
Men's Wicked Good Flannel Shirt, Slightly Fitted, Houndstooth
L.L.Bean Men's Wicked Good Flannel Shirt, Slightly Fitted, Houndstooth
A slightly fitted charcoal heather flannel shirt with sheepskin shearling lining that resists fading and wrinkling.
(2,582)
$79.95 $79.95
SALE
What customers like:
High quality
Soft material
Stylish design
Warmth
Comfortable fit
$79.95 $79.95
SALE
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
L.L.Bean Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
A wrinkle-free white oxford shirt in 100% cotton with a traditional fit and durable buttons.
(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 wrinkle-free cotton oxford shirt in French blue stripes, offering a relaxed traditional fit.
(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 Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
L.L.Bean Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
A wrinkle-free, 100% cotton shirt with a traditional fit and ultrasmooth finish in crystal blue tattersall.
(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 Tropics Shirt, Short-Sleeve Print
L.L.Bean Men's Tropics Shirt, Short-Sleeve Print
A green, 100% cotton tropical shirt offering a relaxed fit and breathable comfort for hot days.
(2,027)
$54.95 $54.95
SALE
What customers like:
Cool and breathable
Attractive design
Durable quality
Versatile style
Comfortable fit
$54.95 $54.95
SALE
Men's Scotch Plaid Flannel Shirt, Slim Fit
L.L.Bean Men's Scotch Plaid Flannel Shirt, Slim Fit
A slim-fit flannel shirt in authentic grey Stewart tartan, made from high-quality Portuguese cotton.
(1,791)
$59.95 $59.95
SALE
What customers like:
Perfect fit
Soft and comfortable
Stylish design
High-quality cotton
Warm and durable
$59.95 $59.95
SALE
Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve
A green short-sleeve cotton canvas shirt with a relaxed fit and durable double-needle stitching.
(1,629)
$59.95 $59.95
SALE
What customers like:
Soft and lightweight material
Versatile and stylish
Perfect fit and true to size
Durable and sturdy
Comfortable to wear
$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 nautical blue, wrinkle-free check shirt made from 100% cotton poplin with moisture-wicking TrueCool® fabric.
(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 Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
L.L.Bean Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
A slim-fit green plaid flannel shirt crafted from soft, vintage-washed Portuguese cotton for lasting comfort.
(1,273)
$89 $75.99
SALE
What customers like:
Warm and heavyweight material
Soft and comfortable fabric
Flattering slim fit
Attractive color and pattern
High quality construction
$89 $75.99
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
A breathable brown chambray shirt in a cotton blend with stretch and a relaxed untucked fit.
(1,159)
$74.95 $54.99
SALE
$74.95 $54.99
SALE
Men's Tropicwear Shirt, Long-Sleeve
L.L.Bean Men's Tropicwear Shirt, Long-Sleeve
A mineral blue long-sleeve shirt with UPF 50+, made from soft, stretchy polyester/nylon blend.
(980)
$74.95 $74.95
SALE
What customers like:
Lightweight fabric
Great quality
Sun protection
Versatile use
Comfortable fit
$74.95 $74.95
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve
A dark indigo chambray shirt with built-in stretch, designed for comfort and untucked style.
(625)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's SunSmart® Cool Weave Shirt Short-Sleeve
L.L.Bean Men's SunSmart® Cool Weave Shirt Short-Sleeve
A lightweight red shirt offering UPF 50+ protection, moisture-wicking, and quick-dry performance.
(600)
$59.95 $34.99
SALE
What customers like:
High quality material
Excellent for summer
Cool and lightweight
True to size
Comfortable fit
$59.95 $34.99
SALE
Men's Maine Guide Shirt with PrimaLoft
L.L.Bean Men's Maine Guide Shirt with PrimaLoft
A warm PrimaLoft wool blend shirt in cobalt and black, perfect for layering with a relaxed fit.
(386)
$190 $190
SALE
What customers like:
Great fit
Excellent quality
Warmth
Comfortable
Stylish appearance
$190 $190
SALE
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Stripe
L.L.Bean Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Stripe
A breathable red cotton-blend chambray shirt with built-in stretch and a relaxed, untucked fit.
(294)
$59.95 $39.99
SALE
$59.95 $39.99
SALE

Men's Stylish Button Down Shirts

Men's Stylish Button Down Shirts bring together the familiar appeal of a classic shirt and the details that make personal style feel like your own. A favorite color, a well-proportioned collar or a pattern with just the right amount of contrast can make all the difference. When comparing shirts, start with what already earns a regular place in your wardrobe. If your closet leans toward understated pieces, consider solid colors, subtle stripes or smaller checks. If you enjoy a little more color, a bolder pattern can give a familiar combination a fresh look without changing your style altogether. Picture the shirt beside your favorite pants rather than on its own: the best choice is often the one you can immediately see becoming part of several combinations you already like.

Look closely at the proportions as well as the overall design. Two shirts in the same size can have noticeably different shapes, so the listed fit and size measurements deserve a careful read. Comparing those measurements with a shirt you already like is a useful starting point, especially when deciding between a closer silhouette and a roomier cut. Shoulder placement, sleeve length and the amount of room through the body all contribute to how a shirt looks on you. The hem matters, too: consider its length and shape in relation to whether you prefer a tucked or untucked look. Smaller design choices can be equally telling. A chest pocket, contrasting buttons or a more pronounced pattern may catch your eye, while a simpler front may be closer to your taste. There is no single formula for a stylish shirt; it is about finding proportions and details that feel familiar in the right way.

A button down shirt can also make a thoughtful gift when the choice reflects the person receiving it. Think of the colors a partner, father, brother or friend reaches for again and again—the blue shirt at the front of the closet, the quiet checks that appear in family photographs or the preference for simple, solid shades. Those everyday clues are more useful than choosing something you hope will change their style. Confirm their usual size and preferred fit, and pay attention to details they tend to favor, such as pockets or particular collar shapes. For your own wardrobe, take the same considered approach: choose something that adds a distinct option rather than nearly duplicating a shirt you seldom wear. Timeless style leaves plenty of room for personality, whether that means a restrained pattern, a rich color or a straightforward design you are happy to reach for again.

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