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:

Mens Loose Fit Shirts

Find men's loose fit shirts with a roomier cut for a relaxed, less fitted look. Explore the selection for styles that suit your wardrobe, and check each shirt’s size and fit details before choosing your size.

Read More
Men's Sunwashed Ultrasoft Button-Front Shirt, Short-Sleeve
L.L.Bean Men's Sunwashed Ultrasoft Button-Front Shirt, Short-Sleeve
A soft brown short-sleeve shirt in textured TENCEL™ lyocell blend fabric, with a relaxed fit and chest pocket.
(0)
$69.95 $54.99
SALE
$69.95 $54.99
SALE
Men's Swift River Cooling Sun Shirt, Short-Sleeve
L.L.Bean Men's Swift River Cooling Sun Shirt, Short-Sleeve
A blue polyester-spandex sun shirt with quick-drying, moisture-wicking fabric, UPF 50+ protection, and chafe-free flatlock seams.
(338)
$49.95 $29.99
SALE
What customers like:
High quality
True to size fit
Comfortable for swimming
Quick-drying
Soft fabric
$49.95 $29.99
SALE
Men's Riverton Ripstop Shirt, Traditional Fit, Short-Sleeve
L.L.Bean Men's Riverton Ripstop Shirt, Traditional Fit, Short-Sleeve
A blue, lightweight cotton-blend ripstop shirt with stretch offers durable comfort and easy untucked wear.
(0)
$64.95 $44.99
SALE
$64.95 $44.99
SALE
Men's Maine Guide Shirt
L.L.Bean Men's Maine Guide Shirt
A durable plaid shirt crafted from 85% wool and 15% nylon, designed for comfortable layering.
(352)
$170 $170
SALE
What customers like:
Great fit
High quality
Good quality
Cushioning
Warm
$170 $170
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 blue textured shirt in a TENCEL™ Lyocell blend, featuring a relaxed fit and warm-weather print.
(0)
$74.95 $49.99
SALE
$74.95 $49.99
SALE
Men's Maine Guide Shirt with PrimaLoft
L.L.Bean Men's Maine Guide Shirt with PrimaLoft
A warm multicolor checked shirt crafted from 85% wool and 15% nylon, built for durable layering.
(386)
$190 $190
SALE
What customers like:
Great fit
Excellent quality
Warm and comfortable
Durable material
Stylish appearance
$190 $190
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Fit, Long-Sleeve, Print
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Fit, Long-Sleeve, Print
A gray cotton-blend shirt with stretch, moisture-wicking comfort, long sleeves, and an easy untucked fit.
(1,159)
$74.95 $54.99
SALE
$74.95 $54.99
SALE
Men's Riverton Ripstop Shirt, Traditional Fit, Long-Sleeve
L.L.Bean Men's Riverton Ripstop Shirt, Traditional Fit, Long-Sleeve
A blue cotton-blend ripstop shirt with stretch, garment-washed softness, and two practical button-front pockets.
(0)
$79.95 $54.99
SALE
$79.95 $54.99
SALE
Men's Tropics Shirt, Traditional Fit, Print
L.L.Bean Men's Tropics Shirt, Traditional Fit, Print
A breathable, extra-soft green cotton shirt with a tropical print, spread collar and relaxed traditional fit.
(2,027)
$54.95 $44.99
SALE
What customers like:
Cool and breathable
Attractive design
Durable quality
Versatile style
Comfortable fit
$54.95 $44.99
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 blue cotton check shirt with wrinkle-free, moisture-wicking fabric and a buttoned collar.
(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 Sunwashed Canvas Shirt, Traditional Fit
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit
A blue, prewashed 100% cotton canvas shirt with a broken-in feel, durable stitching, and traditional fit.
(5,386)
$69.95 $58.99
SALE
What customers like:
High quality
Durable construction
Great color options
Perfect for spring and fall
Comfortable fit
$69.95 $58.99
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Fit, Long-Sleeve
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Fit, Long-Sleeve
A green cotton-blend chambray shirt with stretch, moisture-wicking fabric, and a versatile untucked hem.
(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 Fit, Short-Sleeve, Stripe
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Fit, Short-Sleeve, Stripe
A blue striped cotton-blend shirt with stretch, moisture-wicking comfort, and a versatile short-sleeve design.
(294)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Fit, Long-Sleeve, Stripe
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Fit, Long-Sleeve, Stripe
A blue striped cotton-blend shirt with stretch, moisture-wicking comfort, and a relaxed traditional fit.
(267)
$74.95 $54.99
SALE
$74.95 $54.99
SALE
Men's Comfort Stretch® Chambray Shirt, Traditional Fit, Short-Sleeve, Plaid
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Traditional Fit, Short-Sleeve, Plaid
A pink plaid cotton-blend shirt with stretch, moisture-wicking comfort, and a shorter untucked-friendly hem.
(845)
$59.95 $39.99
SALE
What customers like:
High quality
Perfect fit
Wrinkle-free
Stylish design
Durable
$59.95 $39.99
SALE
Men's Brushed Jaspé Twill Shirt, Traditional Fit
L.L.Bean Men's Brushed Jaspé Twill Shirt, Traditional Fit
A blue, lightweight 100% cotton twill shirt with brushed softness, button-down collar and relaxed traditional fit.
(0)
$69.95 $49.99
SALE
$69.95 $49.99
SALE
Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit
L.L.Bean Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit
A soft blue cotton pocket tee resisting shrinking, wrinkles, fading and pilling wash after wash.
(7,068)
$26.95 $26.95
SALE
What customers like:
High quality
Well-made construction
Durable material
Great color options
Comfortable fit
$26.95 $26.95
SALE
Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
L.L.Bean Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
A soft, brushed 100% cotton flannel shirt in gray houndstooth, resisting shrinkage, wrinkles, fading and pilling.
(8,393)
$79.95 $79.95
SALE
What customers like:
Versatile and stylish
Great quality
Warm and cozy
Excellent fit
Superior softness
$79.95 $79.95
SALE
Men's Chamois Shirt, Traditional Fit
L.L.Bean Men's Chamois Shirt, Traditional Fit
A heavyweight blue Portuguese cotton flannel shirt, brushed for softness and built with rugged double-stitched seams.
(7,136)
$79.95 $79.95
SALE
What customers like:
Nice colors
Great quality
Warmth
Versatile use
Comfortable fit
$79.95 $79.95
SALE
Men's Two-Layer River Driver's Shirt®, Traditional Fit, Henley
L.L.Bean Men's Two-Layer River Driver's Shirt®, Traditional Fit, Henley
A purple two-layer cotton, merino wool and nylon shirt designed to trap warmth and dry quickly.
(6,147)
$79.95 $79.95
SALE
What customers like:
Good quality
Warmth
True to size
Comfortable fit
Versatility
$79.95 $79.95
SALE
Men's Chamois Shirt, Traditional Fit, Plaid
L.L.Bean Men's Chamois Shirt, Traditional Fit, Plaid
An orange plaid flannel shirt with double-stitched seams, brushed softness and durable buttons for versatile layering.
(7,285)
$84.95 $84.95
SALE
What customers like:
Great fit
High quality
Very comfortable
Durable
Excellent warmth
$84.95 $84.95
SALE
Men's Tropicwear Shirt, Short-Sleeve
L.L.Bean Men's Tropicwear Shirt, Short-Sleeve
A blue polyester-nylon shirt offering UPF 50+ sun protection, stretch comfort, venting and convenient pockets.
(461)
$69.95 $69.95
SALE
What customers like:
High quality
Attractive appearance
Easy to wash
Durable material
Comfortable fit
$69.95 $69.95
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 featuring wrinkle-free, moisture-wicking TrueCool® fabric and a classic button-down collar.
(4,814)
$69.95 $69.95
SALE
$69.95 $69.95
SALE
Men's Carefree Unshrinkable Tee, Traditional Fit, Henley
L.L.Bean Men's Carefree Unshrinkable Tee, Traditional Fit, Henley
A green cotton henley resisting shrinkage, wrinkles, fading and pilling while staying soft wash after wash.
(3,027)
$32.95 $32.95
SALE
What customers like:
Washes well
Versatile style
High-quality fabric
Durable and unshrinkable
Comfortable fit
$32.95 $32.95
SALE

Mens Loose Fit Shirts

Men’s loose fit shirts bring a roomier silhouette to a familiar wardrobe staple, offering an alternative to cuts that sit close to the body. The defining feature is the fit: extra space through the body rather than a narrow, closely shaped outline. Exactly how that room is distributed depends on the individual shirt, so a loose fit designation is a starting point, not a substitute for the measurements and fit description. Some men prefer a generous shape throughout their wardrobe; others simply like the appearance of a shirt that falls away from the torso. Either preference can work with a personal style built around straightforward shapes and familiar details. Loose fit also deserves a distinction from choosing a larger size in a different cut. Moving up a size can change the collar, shoulder placement, sleeve length, and overall length as well as the width. A shirt designed with a loose silhouette begins with different proportions, making the stated fit especially useful when comparing options. Nor does loose necessarily mean an exaggerated oversized look. The relationship between the shoulders, sleeves, and hem determines much of the overall effect, and the same shirt can look different on people of different heights and builds. For a useful point of reference, consider a favorite shirt laid flat, with its chest width and length compared against any corresponding garment measurements provided. Body measurements and garment measurements serve different purposes, so it helps to check which kind a size chart uses. The goal is a shape that looks intentional to the person wearing it, whether that means a straight outline, a generous body, or a little more length. Men’s loose fit shirts are less about following a particular look than finding proportions that feel like a natural part of an existing wardrobe.

The character of a loose fit shirt comes from more than its size label. A neckline, collar shape, sleeve length, or hem can change the way a generous silhouette looks, giving familiar shirt styles their own identity. When comparing designs, those details deserve as much attention as the overall cut. A clearly defined collar gives the face a different frame than a simple open neckline, while a straight hem creates a different visual line than a curved one. The placement and scale of a pattern can also influence the impression of a shirt without changing its measurements. For someone who gravitates toward understated clothing, a quiet color combination may feel more familiar than a bold contrast. Someone whose wardrobe is largely solid-colored may appreciate the visual interest of a pattern. Neither approach requires a complete change of style. A roomy shirt can remain the central piece in an outfit, with the surrounding shapes kept simple, or become part of a more generous overall silhouette. Picture the difference between a longer shirt worn loose over straight-cut pants and a shorter shirt ending closer to the waist: the amount of visible fabric changes the proportions even when both shirts have a loose fit. Tucking also changes the outline, though the result depends on the shirt’s length and shape. These are matters of personal preference rather than rules about which bodies should wear which cuts. Product photographs can help show the design, but measurements offer a more useful comparison than assuming a shirt will fall at the same point on everyone. Fabric and construction details belong in that comparison, too; the individual description provides the basis for understanding a particular shirt rather than relying on its fit name alone. For a related selection, explore men’s walking shirts. Keeping the focus on individual details makes it easier to distinguish between shirts that share a broad category but have different proportions and styling.

A well-considered shirt also has a place in the routines and preferences of the person who owns it. Beyond appearance, care requirements are worth understanding before making a choice. Loose fit describes a silhouette; it does not establish the fabric content, washing method, drying instructions, or likely changes after laundering. Those details should come from the individual product information and sewn-in care label. Checking them avoids treating every shirt in the category as though it needs the same care. The label remains the best reference for washing, drying, and ironing, including any restrictions that apply to a particular design. Long-term satisfaction is similarly about more than a generous cut. Quality, construction, and a style someone genuinely likes all deserve consideration, without assuming that one fit name establishes how a shirt will wear over time. A favorite often earns its place through small, specific preferences: a hem that ends where expected, sleeves with the desired proportions, or a collar shape that looks familiar in the mirror. Those details matter when choosing a gift as well. Men’s loose fit shirts can be a thoughtful choice for someone who already prefers roomier clothing, but the recipient’s usual size and stated fit preference are better starting points than assumptions based on appearance. A partner, parent, adult son, or friend may have a particular shirt shape they return to again and again. Knowing that preference, along with the colors and patterns they tend to choose, makes a gift feel personal without requiring an exact duplicate of something already in their closet. Even two people who wear the same labeled size may want very different lengths or amounts of room. That is why the most useful comparisons stay close to the details: the intended silhouette, the relevant measurements, the design, and the care information. Together, they give men’s loose fit shirts a clear place among wardrobe choices—an option for people who favor a generous shape and want the rest of the shirt to reflect their own sense of style.
Read More

FAQs