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Casual Shirts for Older Men With Classic Style

Casual shirts for older men with classic style make it easy to find timeless additions to an everyday wardrobe. Explore a selection of men’s casual shirts designed with a straightforward, versatile look for pairing with your favorite pants, jeans and other everyday essentials.

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Men's Scotch Plaid Flannel Shirt, Traditional Fit
L.L.Bean Men's Scotch Plaid Flannel Shirt, Traditional Fit
A soft blue plaid flannel shirt crafted from 100% Portuguese cotton for lasting comfort and style.
(20,377)
$59.95 $59.95
SALE
$59.95 $59.95
SALE
Men's Chamois Shirt, Traditional Fit, Plaid
L.L.Bean Men's Chamois Shirt, Traditional Fit, Plaid
An extra-large, apple cinnamon plaid shirt made from 7.5 oz. Portuguese cotton flannel for exceptional warmth.
(7,285)
$84.95 $84.95
SALE
What customers like:
Great fit
High quality
Very comfortable
Exceptional warmth
Durable
$84.95 $84.95
SALE
Men's Chamois Shirt, Traditional Fit
L.L.Bean Men's Chamois Shirt, Traditional Fit
A heavy-weight charcoal gray heather flannel shirt, perfect as a shirt, light jacket, or essential layer.
(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 Scotch Plaid Flannel Shirt, Slightly Fitted
L.L.Bean Men's Scotch Plaid Flannel Shirt, Slightly Fitted
A blue plaid flannel shirt crafted from 100% Portuguese cotton for softness and lasting color.
(6,433)
$59.95 $49.99
SALE
$59.95 $49.99
SALE
Men's Sunwashed Canvas Shirt, Traditional Fit
L.L.Bean Men's Sunwashed Canvas Shirt, Traditional Fit
A tan solid cotton canvas shirt with a relaxed fit, prewashed softness, and durable double-needle stitching.
(5,386)
$69.95 $69.95
SALE
$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 yellow checked cotton shirt offering wrinkle-free performance, moisture-wicking comfort, and a relaxed traditional fit.
(4,814)
$69.95 $58.99
SALE
What customers like:
Wrinkle-free and easy care
Comfortable and lightweight
Excellent fit and sizing
High quality and durable
Classic, attractive design
$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 white oxford shirt with classic tailoring, made from 100% cotton for ultimate comfort.
(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
L.L.Bean Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
A wrinkle-free blue 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, 100% cotton oxford shirt in French blue stripes with a traditional relaxed 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 light gold, 100% cotton shirt with a wrinkle-free finish and traditional relaxed 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, tan short-sleeve button-down crafted from prewashed 100% cotton canvas for lasting comfort.
(1,629)
$59.95 $59.95
SALE
$59.95 $59.95
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
A green cotton blend shirt with moisture-wicking stretch, perfect for untucked casual 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 vintage indigo chambray shirt with built-in stretch, designed for comfort and untucked style.
(1,159)
$74.95 $54.99
SALE
What customers like:
High quality
Softness
True to size
Comfortable
Good stretch
$74.95 $54.99
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 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 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
L.L.Bean Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
A rugged white cotton flannel shirt with a soft brushed finish and classic yarn-dyed plaid pattern.
(531)
$79.95 $67.99
SALE
$79.95 $67.99
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 Comfort Stretch® Oxford Shirt, Traditional Untucked Fit
L.L.Bean Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit
A versatile white oxford shirt with moisture-wicking cotton blend and a relaxed untucked fit.
(290)
$74.95 $54.99
SALE
What customers like:
Quality fabric
Versatile
Good fit
Dressy yet comfortable
Casual style
$74.95 $54.99
SALE
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
L.L.Bean Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
A blue cotton-blend chambray shirt with stretch, moisture-wicking fabric, and a relaxed untucked fit.
(267)
$74.95 $62.99
SALE
What customers like:
Easy to care for
Great fabric quality
Stylish appearance
Comfortable fit
Ideal untucked style
$74.95 $62.99
SALE
Men's Tropicwear Shirt, Plaid Long-Sleeve
L.L.Bean Men's Tropicwear Shirt, Plaid Long-Sleeve
A dark amber plaid long-sleeve shirt with UPF 50+ protection, made from a soft polyester/nylon blend.
(159)
$79.95 $59.99
SALE
What customers like:
High quality
Effective sunblock
Well-made
Cool and comfortable fabric
Good fit
$79.95 $59.99
SALE
Men's Tropicwear Shirt, Plaid Short-Sleeve
L.L.Bean Men's Tropicwear Shirt, Plaid Short-Sleeve
A brown plaid short-sleeve shirt with UPF 50+ protection and wrinkle-free, stretchable fabric.
(143)
$74.95 $74.95
SALE
What customers like:
Attractive appearance
Fast drying
Lightweight
Good fit
Quick-drying
$74.95 $74.95
SALE
Men's Comfort Stretch® Chambray Shirt, Slightly Fitted Untucked Fit, Short-Sleeve, Plaid
L.L.Bean Men's Comfort Stretch® Chambray Shirt, Slightly Fitted Untucked Fit, Short-Sleeve, Plaid
A vintage indigo plaid chambray shirt with moisture-wicking cotton blend and built-in stretch for comfort.
(0)
$59.95 $39.99
SALE
$59.95 $39.99
SALE
Men's Cloud Gauze Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Plaid
L.L.Bean Men's Cloud Gauze Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Plaid
A superlight orange plaid shirt in breathable crinkled cotton gauze with a relaxed, untucked fit.
(0)
$59.95 $29.99
SALE
$59.95 $29.99
SALE
Men's Bean's Moleskin Shirt, Slightly Fitted Untucked Fit
L.L.Bean Men's Bean's Moleskin Shirt, Slightly Fitted Untucked Fit
A wonderfully soft navy moleskin shirt with a touch of stretch, perfect for untucked wear.
(0)
$89.95 $69.99
SALE
$89.95 $69.99
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

Outdoor Travel Bags

Outdoor travel bags are a practical addition to a classic wardrobe, especially for older men who appreciate timeless style, thoughtful organization and easy versatility. Look for dependable duffel bags, canvas totes, backpacks and travel-ready carryalls in traditional colors and straightforward designs that pair naturally with casual shirts, chinos, jeans and outdoor layers. A well-chosen travel bag can keep clothing, reading materials, personal essentials and day-trip gear together without feeling overly technical or trend-driven. For weekend getaways, road trips and relaxed outdoor travel, choose a bag in a size that suits the journey and the way you pack. Roomy duffel bags work well for longer weekends, while compact shoulder bags, backpacks and classic totes are convenient for everyday outings and shorter trips. Details such as comfortable handles, adjustable straps, easy-access pockets and a structured shape can make travel simpler, while enduring colors and familiar silhouettes help create a polished, classic look that complements casual shirts for older men.

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