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Labor Day Sale On Men's Casual Shirts

Shop the Labor Day sale on men's casual shirts for classic style at sale prices. Browse the selection, compare available sizes and prices, and find shirts that complement your casual wardrobe.

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Men's Scotch Plaid Flannel Shirt, Traditional Fit
L.L.Bean Men's Scotch Plaid Flannel Shirt, Traditional Fit
A green plaid shirt in premium Portuguese cotton flannel, featuring a button-down collar and patch pocket.
(20,377)
$59.95 $44.99
SALE
What customers like:
Well-made
Versatile style
Softness
Warmth
Comfortable fit
$59.95 $44.99
SALE
Men's Carefree Unshrinkable Tee, Traditional Fit Short-Sleeve
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit Short-Sleeve
A soft green cotton tee that resists shrinking, wrinkles, fading and pilling for dependable everyday comfort.
(12,867)
$26.95 $20.99
SALE
$26.95 $20.99
SALE
Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve
A red, long-sleeve cotton jersey tee that resists shrinking, fading, wrinkles and pilling for everyday comfort.
(10,664)
$36.95 $29.99
SALE
What customers like:
No shrinkage
Warmth
Durability
High-quality fabric
Comfortable fit
$36.95 $29.99
SALE
Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
L.L.Bean Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
A cozy red houndstooth flannel shirt with sheepskin shearling lining that resists shrinking, wrinkling and pilling.
(8,393)
$79.95 $54.99
SALE
What customers like:
Great quality
Softness
Warmth
Nice color
Comfortable fit
$79.95 $54.99
SALE
Men's Premium Double L® Polo, Banded Short-Sleeve Without Pocket
L.L.Bean Men's Premium Double L® Polo, Banded Short-Sleeve Without Pocket
A super-soft, all-cotton red polo that resists wrinkles, fading, shrinking, and pilling.
(8,093)
$44.95 $21.99
SALE
What customers like:
High quality and durable construction
Easy care and wrinkle resistant
Excellent fit and sizing
Comfortable and soft fabric
Retains color and shape after washing
$44.95 $21.99
SALE
Men's Chamois Shirt, Traditional Fit, Plaid
L.L.Bean Men's Chamois Shirt, Traditional Fit, Plaid
A heavyweight brown plaid flannel shirt, brushed for exceptional softness and built with durable double-stitched seams.
(7,285)
$84.95 $41.99
SALE
What customers like:
High quality
Attractive color
Softness
Warmth
Comfortable fit
$84.95 $41.99
SALE
Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit
L.L.Bean Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit
A soft yellow cotton pocket tee that resists shrinking, wrinkles, fading and pilling wash after wash.
(7,068)
$26.95 $11.99
SALE
What customers like:
Vivid colors
Well-made
Durable
True to size
Comfortable
$26.95 $11.99
SALE
Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve Henley
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve Henley
A green cotton henley with a relaxed fit that resists shrinking, wrinkles, fading and pilling.
(6,468)
$44.95 $19.99
SALE
What customers like:
Perfect fit
No shrinkage
Durable fabric
True to size
Soft and comfy
$44.95 $19.99
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, featuring 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 Sunwashed Canvas Shirt, Traditional Fit
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit
A blue, prewashed 100% cotton canvas shirt with relaxed traditional fit and durable double-needle stitching.
(5,386)
$69.95 $58.99
SALE
What customers like:
Versatile for seasons
High quality
Durable construction
Great color options
Comfortable fit
$69.95 $58.99
SALE
Men's Premium Double L® Polo, Long-Sleeve Without Pocket
L.L.Bean Men's Premium Double L® Polo, Long-Sleeve Without Pocket
A supersoft green cotton polo that resists wrinkles, fading, shrinking, and pilling for lasting wear.
(5,065)
$54.95 $44.99
SALE
What customers like:
Durable material
Great color options
Wrinkle resistant
Soft fabric
Comfortable fit
$54.95 $44.99
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 red checked cotton button-down shirt with wrinkle-free performance and moisture-wicking, quick-drying TrueCool® fabric.
(4,814)
$69.95 $49.99
SALE
What customers like:
High quality
Wrinkle-free
Lightweight
Good fit
Comfortable
$69.95 $49.99
SALE
Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid
L.L.Bean Men's Fleece-Lined Flannel Shirt, Traditional Fit, Plaid
A cozy blue plaid shirt made from brushed cotton flannel with a warm polyester fleece lining.
(4,535)
$99.95 $74.99
SALE
What customers like:
Perfect fit
Comfort
Warmth
Softness
True to size
$99.95 $74.99
SALE
Men's Premium Double L® Polo, Hemmed Short-Sleeve with Pocket
L.L.Bean Men's Premium Double L® Polo, Hemmed Short-Sleeve with Pocket
A blue cotton polo with a pocket and no-roll collar, resistant to wrinkles, shrinking and pilling.
(2,956)
$44.95 $34.99
SALE
What customers like:
Maintains shape and color
Soft, natural fabric
Convenient chest pocket
High quality and durable
Comfortable fit
$44.95 $34.99
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 red cotton check shirt with wrinkle-free, moisture-wicking fabric and relaxed traditional fit.
(2,628)
$59.95 $49.99
SALE
What customers like:
Great fit and true to size
Wrinkle-free and easy care
Attractive colors and classic style
Comfortable and soft fabric
Durable and well constructed
$59.95 $49.99
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 yellow, 100% cotton tattersall shirt with wrinkle-free fabric, ultrasmooth finish and relaxed traditional fit.
(2,091)
$79.95 $39.99
SALE
What customers like:
High quality
Wrinkle-free
Easy to care for
Durable
Comfortable fit
$79.95 $39.99
SALE
Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve
A soft, prewashed orange cotton canvas shirt with button-flap pockets and durable double-needle stitching.
(1,629)
$59.95 $50.99
SALE
What customers like:
Perfect fit
Durable and sturdy
Versatile style
Comfortable to wear
Soft fabric
$59.95 $50.99
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 red cotton check shirt with wrinkle-free, moisture-wicking fabric, button-down collar, and chest pocket.
(1,619)
$69.95 $44.99
SALE
What customers like:
No ironing required
Attractive color and style
High-quality construction
Wrinkle-free fabric
Comfortable fit
$69.95 $44.99
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-fitting brown plaid shirt in soft, brushed cotton flannel with a vintage, broken-in feel.
(1,273)
$89 $75.99
SALE
$89 $75.99
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
A green cotton-blend shirt with stretch, moisture-wicking comfort, and a shorter hem for untucked wear.
(1,214)
$69.95 $49.99
SALE
What customers like:
Great fit
High quality
Attractive color
Versatile design
Excellent comfort
$69.95 $49.99
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 brown cotton-blend chambray shirt with stretch, moisture-wicking comfort, and a shorter untucked hem.
(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 lightweight orange synthetic-nylon shirt with UPF 50+ sun protection, stretch, venting and versatile roll-up sleeves.
(980)
$74.95 $54.99
SALE
What customers like:
High quality
Durable
Good fit
Comfortable
Nice color
$74.95 $54.99
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Plaid
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Plaid
A breathable brown plaid chambray shirt in a cotton blend with stretch and a relaxed untucked fit.
(845)
$59.95 $39.99
SALE
$59.95 $39.99
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 blue, moisture-wicking cotton-blend chambray shirt with stretch, short sleeves and a versatile untucked hem.
(625)
$59.95 $39.99
SALE
$59.95 $39.99
SALE

Labor Day Sale On Men's Casual Shirts

Men’s casual shirts bring a familiar, easygoing character to a wardrobe, with details that leave plenty of room for personal style. In the context of Labor Day, their appeal extends beyond the occasion itself: a favorite shirt becomes part of an individual’s way of dressing, not just something associated with a date on the calendar. Some men gravitate toward a simple, understated look; others feel most like themselves in a recognizable check or a distinctive stripe. Neither approach needs much embellishment. A shirt’s color, proportions, and pattern can establish the character of an outfit before anything else is added. Muted shades create a quieter impression, while stronger contrasts give a pattern more definition. A small repeat looks different from a broad check, just as a narrow stripe has a different presence from a widely spaced one. These are useful distinctions when considering how a casual shirt will relate to the clothes already in a closet. Someone whose wardrobe centers on solid colors may appreciate a pattern that introduces variety without changing the overall look. Someone who regularly wears patterned pieces may prefer a shirt that gives the rest of the outfit a simpler backdrop. Familiar favorites offer a good starting point: the colors that get worn repeatedly, the collar shape that feels natural, and the sleeve length that suits a person’s taste. There is no need for every shirt to make a statement. Often, the most appealing choice is the one whose details feel right together, from the scale of the pattern to the shape of the hem. That personal connection is at the heart of casual style, where a shirt can look considered without making the outfit feel overly formal or complicated.

Fit gives those visual details their context. Two shirts in the same labeled size can have different proportions, so size alone does not tell the whole story. The accompanying measurements and fit descriptions provide a clearer basis for comparison, particularly for someone who already knows which aspects of a favorite shirt work well. Shoulder placement, room through the chest, sleeve length, and the shape through the body all contribute to the overall silhouette. A closer line creates a different impression from a roomier one, and the right choice depends on personal preference rather than a single rule about how a man should dress. Length matters visually, too. A hem worn untucked becomes part of the outline of the outfit, while a tucked shirt places more emphasis on the waist and the proportions above it. The relationship between shirt and pants can be just as noticeable as either piece on its own. A fuller shirt paired with a straight silhouette reads differently from a closer-fitting shirt paired with a fuller silhouette. Small details help refine that balance: an open neckline changes the appearance of the collar, and a visible cuff adds another line at the wrist. Looking at a familiar shirt laid flat can make these distinctions more concrete than relying on a size name remembered from a previous purchase. Its measurements offer a useful reference, although they still need to be considered alongside the information for the shirt being evaluated. For another take on casual shirt styling, men’s overshirts offer a related category to explore. The same attention to proportion and personal taste keeps comparisons focused on what matters to the wearer. Whether the preference is for a neat outline or a more relaxed shape, a thoughtfully chosen fit lets the shirt’s design feel like part of the person’s style rather than something separate from it.

Beyond appearance, the details accompanying each shirt help distinguish a considered choice from one based only on a photograph. Material composition and care directions belong to the individual garment, and neither should be assumed from a color, pattern, or category name. Reading that information makes it possible to weigh a shirt against personal preferences and an established laundry routine without expecting every casual style to be alike. Care is worth considering at the outset, especially when clothing is shared across a household laundry schedule. The garment’s label remains the reference for washing, drying, and any finishing steps; a familiar method used for another shirt is not automatically the right one. Durability deserves the same careful attention. It cannot be established by a rugged-looking pattern or a substantial-looking silhouette, and a photograph alone does not show how a garment will hold up over time. Construction details, care information, and any stated product attributes provide a more grounded picture. Intended use likewise belongs with the description of the individual shirt rather than an assumption that all casual clothing serves the same purpose. For a gift, those practical considerations sit alongside a more personal kind of knowledge. A partner, father, brother, or friend may have a clear preference for a particular fit, an understated palette, or patterns with a certain scale. A quick look at the shirts that person chooses most often can be more revealing than selecting something entirely different simply for the sake of variety. Knowing the recipient’s usual measurements and care preferences helps make the choice more thoughtful, too. Labor Day can be the occasion for considering men’s casual shirts, but the lasting interest is in the shirt itself: its appearance, its proportions, and how closely it reflects the wearer’s taste. The strongest choices do not depend on a dramatic change of style. They build on details a person already appreciates while leaving room for a different color, a fresh pattern, or a slightly different silhouette. That balance of familiarity and individuality gives a casual wardrobe its character, one well-considered choice at a time.
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