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Men's Relaxed Fit Polo Shirts

Find men's relaxed fit polo shirts with a roomier cut for those who prefer a less fitted shape. Explore classic polo styling, and compare each shirt’s fit details and size chart to help choose the right size for you.

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Men's Comfort Stretch Performance® Pima Polo, Short-Sleeve, Stripe
L.L.Bean Men's Comfort Stretch Performance® Pima Polo, Short-Sleeve, Stripe
A red striped polo in a soft Pima cotton blend with built-in stretch, UPF30, and quick-dry comfort.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
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, classic navy cotton polo that resists wrinkles, fading, shrinking, and pilling.
(8,093)
$44.95 $44.95
SALE
What customers like:
High quality
Easy care
True to size
Durable material
Comfortable fit
$44.95 $44.95
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 long-sleeve, camp green polo made from supersoft cotton that resists wrinkles, fading, shrinking, and pilling.
(5,065)
$54.95 $54.95
SALE
What customers like:
High quality
Durable material
Great color options
Perfect for cool weather
Comfortable fit
$54.95 $54.95
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 supersoft, wrinkle-resistant blue cotton polo with a no-roll collar and convenient chest pocket.
(2,956)
$44.95 $44.95
SALE
What customers like:
High quality
Durable
Good fit
Comfortable
Nice color
$44.95 $44.95
SALE
Men's Bean's Vintage Soft Rugby, Mockneck, Chest Stripe
L.L.Bean Men's Bean's Vintage Soft Rugby, Mockneck, Chest Stripe
A vintage-inspired rugby shirt in jersey-knit cotton with a mockneck and bold chest stripes.
(0)
$79.95 $59.99
SALE
$79.95 $59.99
SALE
Men's Carefree Unshrinkable Polo, Long-Sleeve, Without Pocket
L.L.Bean Men's Carefree Unshrinkable Polo, Long-Sleeve, Without Pocket
A blue long-sleeve polo made from soft, unshrinkable cotton that resists wrinkles and fading.
(0)
$44.95 $44.95
SALE
$44.95 $44.95
SALE
Men's Comfort Stretch Performance® Pima Polo, Short-Sleeve
L.L.Bean Men's Comfort Stretch Performance® Pima Polo, Short-Sleeve
A purple short-sleeve polo offering moisture-wicking, quick-dry comfort with UPF30 protection in a stretch Pima blend.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's Casco Bay Rugged Polo, Short-Sleeve
L.L.Bean Men's Casco Bay Rugged Polo, Short-Sleeve
A rugged green cotton piqué polo with contrast trim, perfect for untucked wear and easy care.
(0)
$49.95 $49.95
SALE
$49.95 $49.95
SALE
Men's Mountainside Micro Waffle Polo, Long-Sleeve
L.L.Bean Men's Mountainside Micro Waffle Polo, Long-Sleeve
A durable, quick-drying red polo made from a soft recycled polyester blend with moisture-wicking waffle fabric.
(0)
$79.95 $67.99
SALE
$79.95 $67.99
SALE
Men's Comfort Stretch Performance® Party Polo, Slightly Fitted, Short-Sleeve, Print
L.L.Bean Men's Comfort Stretch Performance® Party Polo, Slightly Fitted, Short-Sleeve, Print
A blue cotton-blend polo featuring quick-dry, moisture-wicking fabric with UPF 50+ sun protection and stretch.
(0)
$59.95 $59.95
SALE
$59.95 $59.95
SALE
Men's Casco Bay Rugged Polo, Long-Sleeve
L.L.Bean Men's Casco Bay Rugged Polo, Long-Sleeve
A rugged long-sleeve gray polo crafted from breathable 100% cotton piqué with contrast trim details.
(0)
$59.95 $59.95
SALE
$59.95 $59.95
SALE
Men's Casco Bay Rugged Polo, Long-Sleeve, Stripe
L.L.Bean Men's Casco Bay Rugged Polo, Long-Sleeve, Stripe
A rugged, long-sleeve striped polo crafted from breathable 100% cotton piqué with contrast trim details.
(0)
$64.95 $64.95
SALE
$64.95 $64.95
SALE
Men's Casco Bay Rugged Polo, Short-Sleeve, Print
L.L.Bean Men's Casco Bay Rugged Polo, Short-Sleeve, Print
A rugged blue cotton polo with contrast trim and a relaxed fit for untucked style.
(0)
$54.95 $34.99
SALE
$54.95 $34.99
SALE
Men's Casco Bay Rugged Polo, Short-Sleeve, Stripe
L.L.Bean Men's Casco Bay Rugged Polo, Short-Sleeve, Stripe
A rugged striped polo in breathable blue cotton piqué with contrast trim and a no-roll collar.
(0)
$54.95 $34.99
SALE
$54.95 $34.99
SALE
Men's Comfort Stretch Performance® Party Polo, Slightly Fitted, Short-Sleeve, Stripe
L.L.Bean Men's Comfort Stretch Performance® Party Polo, Slightly Fitted, Short-Sleeve, Stripe
A lightweight pink polo in a breathable cotton blend with moisture-wicking, quick-dry, and UPF 50+ protection.
(0)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's Everyday SunSmart® Polo 2.0, Short-Sleeve
L.L.Bean Men's Everyday SunSmart® Polo 2.0, Short-Sleeve
A sea green, short-sleeve polo with UPF 50+ protection, made from a stretchy polyester blend.
(0)
$54.95 $34.99
SALE
$54.95 $34.99
SALE
Men's Carefree Unshrinkable Polo, Short-Sleeve, Without Pocket
L.L.Bean Men's Carefree Unshrinkable Polo, Short-Sleeve, Without Pocket
A blue short-sleeve polo made from soft, wrinkle-resistant cotton that resists shrinking and fading.
(0)
$39.95 $39.95
SALE
$39.95 $39.95
SALE
Men's Comfort Stretch Performance® Polo, Short-Sleeve, Slightly Fitted
L.L.Bean Men's Comfort Stretch Performance® Polo, Short-Sleeve, Slightly Fitted
A lightweight blue polo in a moisture-wicking Pima cotton and polyester blend with a textured piqué finish.
(0)
$54.95 $34.99
SALE
$54.95 $34.99
SALE
Men's Everyday SunSmart® Polo 2.0, Short-Sleeve Stripe
L.L.Bean Men's Everyday SunSmart® Polo 2.0, Short-Sleeve Stripe
A breathable green striped polo with UPF 50+ protection and moisture-wicking polyester blend for active comfort.
(0)
$59.95 $29.99
SALE
$59.95 $29.99
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 wrinkle-free, 100% cotton poplin shirt in nautical blue check with moisture-wicking TrueCool® fabric.
(4,814)
$69.95 $69.95
SALE
What customers like:
High quality
Wrinkle-free
Lightweight
Good fit
Comfortable
$69.95 $69.95
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 wrinkle-free, 100% cotton oxford shirt in French blue with a traditional fit and classic tailoring.
(3,567)
$64.95 $64.95
SALE
What customers like:
Great fit
High quality
Wrinkle-free
Durable
Comfortable
$64.95 $64.95
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 deep green, wrinkle-free cotton shirt with moisture-wicking TrueCool® fabric and a relaxed traditional fit.
(2,628)
$59.95 $49.99
SALE
What customers like:
Vivid colors
Wrinkle-free
Great quality
Durable material
Comfortable fit
$59.95 $49.99
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 with 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 tattersall shirt in crystal blue with a traditional fit for all-day comfort.
(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 Relaxed Fit Polo Shirts

Men's Relaxed Fit Polo Shirts bring together the familiar look of a collared shirt and a roomier silhouette. That combination has an enduring appeal: a little structure at the neckline, a less-close fit through the body, and a style that feels approachable rather than formal. If you prefer shirts that don’t follow every contour, relaxed fit is a helpful place to start. Still, the fit description is only part of the picture. Shoulder placement, shirt length, and the proportions of the sleeves all help determine how a polo looks on you. Think of the shirt you reach for without a second thought—the one that feels like your style as soon as you see it hanging in the closet. Its measurements can be a useful reference when comparing options, especially if you’re choosing a relaxed fit for the first time.

When narrowing down relaxed fit polos, look for a shape you like rather than assuming a larger size will give you the same result. A relaxed cut and a size up aren’t necessarily interchangeable; increasing the size can also change the shoulders, neckline, and overall length. Check each shirt’s size chart and fit details, and compare any available garment measurements with a polo you already own. Length deserves particular attention if you have a preference for wearing your shirts tucked or untucked. For an untucked look, consider where the hem will fall in relation to the waistband and pockets of your pants. Color and pattern are worth the same thoughtful approach. A solid polo keeps the overall look simple, while stripes or other patterns can add variety without moving far from a classic style. Picture each choice beside the pants already in your closet, rather than judging it on its own.

A relaxed fit polo can also be a thoughtful gift for someone whose preferences you know well. Perhaps your dad has always favored a roomier shirt, or your partner keeps returning to the same few collared styles while other gifts stay folded on the shelf. Those everyday habits are often more useful than guessing what someone might like to try. Start with their usual size, check the fit information, and take a cue from the colors and patterns they actually wear. Notice the small things, too: whether they prefer an understated collar, a longer hem, or a particularly generous silhouette. If you’re shopping for yourself, the same approach applies. There’s no need to reinvent a wardrobe that already feels right. Choosing men’s relaxed fit polo shirts with familiar proportions and considered details is a straightforward way to build on your own style, with enough variety to make each choice feel personal.

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