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 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 Bean's Vintage Soft Rugby, Embroidered
Price was from: $69.95 now: $49.99

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
Price was from: $79 now: $64.99

A vintage-inspired rugby shirt in dusty olive, featuring a mockneck and crafted from 100% jersey-knit cotton.
Men's Bean's Vintage Soft Rugby, Mockneck, Stripe
Price was from: $79 now: $64.99

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

A vintage-inspired rugby shirt in blue, crafted from 100% cotton for ultimate softness and comfort.
Men's Bean's Vintage Soft Rugby, Solid
Price was from: $69.95 now: $59.99

A vintage-style green rugby shirt in jersey-knit cotton, offering a relaxed fit and extra softness.
Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
Price was from: $89 now: $69.99

A slim-fit rustic red plaid flannel shirt made from 100% cotton, offering vintage softness and comfort.

Pros: Beautiful design High quality Warmth Soft fabric Comfortable fit
Men's Scotch Plaid Flannel Hooded Shirt, Slightly Fitted
Price was from: $89 now: $69.99

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: $54.99

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 chamois flannel shirt in barley, made from 100% cotton for ultimate softness and comfort.

Pros: Stylish design Durable material Great color options Soft fabric Comfortable fit
Men's Chamois Shirt, Slightly Fitted, Plaid
Price was from: $74.95 now: $64.99

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 Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Traditional Untucked Fit
Price was from: $69.95 now: $29.99

A wrinkle-free, vintage indigo shirt in ultrasoft brushed cotton with a relaxed fit and untucked hem.
Men's Signature Microwale Corduroy Shirt
Price was from: $89 now: $64.99

A heritage-inspired slim-fit shirt made of soft 100% cotton microwale corduroy in faded olive vintage camo.
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 Bean's Vintage Soft Rugby, Mockneck, Chest Stripe

A garment-washed, multi-color cotton rugby shirt featuring a mockneck, bold chest stripes, and ribbed trim.
Men's Bean's Vintage Soft Knit Henley, Stripe
Price was from: $69.95 now: $59.99

A versatile, slightly fitted henley in 100% cotton with a unique two-tone honeycomb waffle-knit texture.
Men's Stonecoast Hemp Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Print

A breathable blue short-sleeve shirt with a soft hemp/cotton blend and vintage-inspired patterns.
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 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 Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $59.99

A tan long-sleeve shirt in a breathable hemp/cotton blend with a slightly fitted untucked fit.
Men's Signature Northwoods Twill Shirt
Price was from: $89 now: $74.99

A rugged brown cotton twill shirt with herringbone texture, perfect for year-round wear.
Men's Signature Washed Field Shirt, Slim Fit
Price was from: $89 now: $74.99

A rugged green herringbone cotton shirt with a slim fit and vintage-inspired details.
Men's Bean's Vintage Soft Rugby, Stripe
Price was from: $69.95 now: $59.99

A green jersey-knit cotton rugby shirt with a twill collar and rubberized buttons for vintage softness.

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