Men's Vintage Shirts

Embrace timeless style with our collection of men's vintage shirts, where classic designs meet modern comfort. Each shirt in this selection is crafted to offer a nod to the past while ensuring you stay comfortable and confident in every setting. Whether you're heading out for a casual day with friends or looking to add a touch of nostalgia to your wardrobe, these shirts are versatile enough to suit any occasion. Explore an array of colors and patterns that capture the essence of vintage charm, all while enjoying the quality and lasting value L.L.Bean is known for.

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298 Items

Men's Bean's Vintage Soft Rugby, Embroidered
Price was from: $69.95 now: $44.99

A garment-washed, 100% cotton rugby shirt with rubberized buttons and an embroidered logo in dusty olive.
Men's Bean's Vintage Soft Rugby, Mockneck, Stripe
Price was from: $79.95 now: $54.99

A vintage-inspired rugby shirt in soft jersey-knit cotton with a striped mockneck and rubberized buttons.
Men's Bean's Vintage Soft Rugby, Mockneck, Chest Stripe

A soft, jersey-knit cotton rugby shirt with a mockneck and bold chest stripes in light gray heather.
Men's Bean's Vintage Soft Rugby, Chest Stripe

A vintage-inspired rugby shirt in blue, crafted from 100% cotton for ultimate softness and comfort.
Men's Scotch Plaid Flannel Shirt, Traditional Fit

A soft, durable flannel shirt in authentic Scottish tartans, made from high-quality Portuguese cotton.

Pros: Fits well Good quality Softness Warmth Comfortable
Men's Scotch Plaid Flannel Shirt, Slim Fit

A slim-fit flannel shirt in vintage tartan, crafted from high-quality Portuguese cotton for lasting comfort.

Pros: Perfect slim fit Durable and well-constructed Rich and attractive colors Comfortable and soft feel High-quality cotton
Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
Price was from: $89 now: $59.99

A slim-fit plaid flannel shirt in bright mariner, made from 100% cotton for vintage softness.

Pros: Beautiful design High quality Warmth Soft fabric Comfortable fit
Men's Scotch Plaid Flannel Hooded Shirt, Slightly Fitted
Price was from: $89 now: $59.99

A slightly fitted, vintage red Rob Roy flannel hooded shirt made from high-quality Portuguese cotton.

Pros: Perfect fit Well-made Softness Warmth Comfortable
Men's Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $44.99

A vintage indigo, wrinkle-free, ultrasoft brushed cotton shirt with a slightly fitted untucked fit.

Pros: Great fit Attractive appearance Wrinkle-free Comfortable brushed cotton Nice color
Men's Signature 1933 Chamois Cloth Shirt, Slim Fit

A slim-fit gray heather flannel shirt made from 100% cotton, offering unparalleled softness and comfort.

Pros: Perfect fit Quality Comfort Softness Warmth
Men's Chamois Shirt, Slightly Fitted, Plaid
Price was from: $84.95 now: $54.99

A slightly fitted men's shirt in barley plaid, made from 7.5 oz. Portuguese cotton flannel.

Pros: Perfect fit Excellent quality Warmth Comfortable Versatility
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid

A rugged midweight flannel shirt in vintage indigo plaid, 100% cotton, with a slightly fitted untucked fit.

Pros: Great fit High-quality material Well-built Very comfortable Excellent return policy
Men's Signature Microwale Corduroy Shirt
Price was from: $89 now: $54.99

A cozy, classic mariner blue shirt made from 100% cotton microwale corduroy in a streamlined Slim Fit.
Men's Bean's Vintage Soft Rugby, Stripe
Price was from: $69.95 now: $49.99

A jersey-knit cotton rugby shirt with rubberized buttons, twill collar, and garment-washed softness.
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Print

A blue short-sleeve shirt in a hemp/cotton blend, offering breathable comfort and vintage-inspired patterns.
Men's Bean's Vintage Soft Rugby, Solid
Price was from: $69.95 now: $49.99

A relaxed-fit red rugby shirt in jersey-knit cotton with rubberized buttons and a twill collar.
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit

A breathable tan short-sleeve shirt crafted from a soft, durable hemp-cotton blend with vintage-inspired patterns.
Men's Signature Northwoods Twill Shirt
Price was from: $89 now: $64.99

A rugged brown cotton twill shirt with herringbone texture, perfect for year-round wear.
Men's Sunwashed Corduroy Shirt, Slightly Fitted Untucked Fit, Plaid

A lightweight red corduroy shirt with a vintage plaid look, washed for softness and all-season comfort.
Men's Signature Washed Field Shirt, Slim Fit
Price was from: $89 now: $64.99

A rugged green herringbone cotton shirt with a slim fit and vintage-inspired details.
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $49.99

A red long-sleeve shirt made from a soft, durable hemp/cotton blend with a slightly fitted untucked fit.
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Stripe

A rugged, breathable gray shirt with a soft hemp/cotton blend and vintage-inspired stripes.
Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth

A charcoal heather flannel shirt with sheepskin shearling lining, offering superior softness and traditional fit.

Pros: Beautiful design Roomy fit Warmth Durable Superior softness
Men's Chamois Shirt, Traditional Fit, Plaid

A heavy-weight, ultra-soft plaid flannel shirt in barley, made from 7.5 oz. Portuguese cotton.

Pros: High quality Attractive design Softness Warmth Comfortable fit

Men's Vintage Shirts

Ah, the timeless charm of men's vintage shirts! These garments are more than just pieces of fabric; they're a portal to the past, each with a story to tell. As you browse through our collection, imagine the eras they evoke – the rugged denim work shirts of the 1950s, the psychedelic patterns of the 70s, or the bold, preppy plaids of the 80s. Each shirt in our selection is chosen for its quality and ability to withstand the tests of time, not just in durability but in style as well. Vintage shirts are perfect for those who appreciate a nod to the past while looking sharp in the present. They are versatile enough to be dressed up or down, making them suitable for a variety of occasions and settings. Whether you’re refurbishing your wardrobe, seeking a unique gift, or simply love the nostalgia of a bygone era, these shirts are an excellent choice.

As the seasons change and the brisk freshness of April stirs the air, a vintage shirt can be the perfect companion for your outdoor adventures or casual meet-ups. Imagine pairing a classic flannel with your favorite jeans for a bonfire night or a soft, worn-in chambray shirt for a weekend family picnic. The comfort and ease of these shirts make them ideal for layering during transitional weather. They're not just for personal use either; vintage shirts make thoughtful and unique gifts. Perhaps for a father who appreciates classic style, or a friend who thrives on retro vibes. They're also a splendid choice for special occasions that call for a touch of personal flair. For those moments, you might consider exploring our Mens Occasion Shirts, where style meets celebration.

When choosing a vintage shirt, consider the fabric and fit to ensure it suits your lifestyle and comfort needs. Look for natural fibers like cotton or linen that breathe well and feel great against the skin, enhancing the shirt's feel and functionality. Each shirt in our collection is designed to offer comfort without compromising on style, ensuring that you look as good as you feel. And while the appeal of vintage is often in its unique characteristics, it’s also in the craftsmanship. These shirts are made to last, offering you a piece of history that you can wear time and again. Whether you’re an aficionado of all things vintage or just dipping your toes into retro waters, our collection of men’s vintage shirts is sure to enchant and add a touch of timeless style to your wardrobe.

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Men's Vintage Shirts