Mens Long Sleeve Twill Shirts

Men's long sleeve twill shirts are a timeless choice for everyday comfort and style. Built to handle everything from weekend outings to casual days at the office, these shirts offer dependable versatility season after season. With a classic look that pairs easily with jeans or chinos, men's long sleeve twill shirts are an essential addition to any wardrobe, ready for whatever the day brings.

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298 Items

Men's Signature Donegal Woven Shirt, Long-Sleeve
Price was from: $79 now: $54.99

A ruggedly handsome slim-fit shirt in canyon khaki, featuring Donegal flecks and 100% cotton twill flannel.
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve

An indigo chambray shirt with built-in stretch, moisture-wicking cotton blend, and a shorter untucked hem.

Pros: High quality Versatile design Good color options Soft fabric Comfortable fit
Men's Brushed Jaspé Twill Shirt, Traditional Untucked Fit

A soft, lightweight brown cotton shirt with a textured look and relaxed untucked fit for year-round wear.
Men's BeanFlex® Twill Shirt, Traditional Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $44.99

A pale khaki, midweight slub twill shirt with built-in stretch and moisture-wicking cotton blend fabric.

Pros: High quality Good color options Durable material Classic look Comfortable fit
Men's No Fly Zone Shirt, Long-Sleeve
Price was from: $99 now: $84.99

A deepwater blue, long-sleeve shirt that repels insects, offers UPF 50+ protection, and features moisture-wicking technology.
Men's Tropicwear Shirt, Plaid Long-Sleeve

A dark amber plaid long-sleeve shirt with UPF 50+ protection, built-in stretch, and excellent venting.

Pros: High quality Effective sunblock Well-made Cool and comfortable fabric Good fit
Men's Lakewashed Twill Shirt, Traditional Untucked Fit
Price was from: $69.95 now: $44.99

A deep olive, lightweight cotton/TENCEL blend shirt with built-in stretch and a relaxed untucked fit.
Men's Signature Northwoods Twill Shirt
Price was from: $89 now: $64.99

A rugged brown cotton twill shirt with herringbone texture and a streamlined slim fit.
Men's Brushed Jaspé Twill Shirt, Plaid, Traditional Untucked Fit
Price was from: $69.95 now: $44.99

A lightweight blue plaid shirt made from 100% cotton with a relaxed untucked fit.
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid

A yellow cotton-blend plaid shirt featuring quick-drying, moisture-wicking stretch fabric and a slightly fitted untucked fit.
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $49.99

A red long-sleeve shirt in a soft, durable hemp/cotton blend with a relaxed, untucked fit.
Men's BeanFlex® Twill Shirt, Slightly Fitted Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $44.99

A rugged, slightly fitted twill shirt in faded orange cotton blend with built-in stretch for comfort.
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe

A rugged gray long-sleeve shirt in a breathable hemp/cotton blend with durable yarn-dyed stripes.
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check

A wrinkle-free, 100% cotton poplin shirt in Bering Blue check with moisture-wicking TrueCool® fabric.

Pros: Perfect fit Wrinkle-free Durable Comfortable Beautiful colors
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall

A wrinkle-free, bright blue tattersall oxford shirt made from ultrasmooth 100% cotton for all-day comfort.

Pros: High quality Consistent sizing Wrinkle-free Durable Comfortable fit
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print

A brown cotton blend shirt with stretch, featuring a relaxed fit and moisture-wicking properties.

Pros: High quality material Easy to iron True to size Good stretch Comfortable fit
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.

Pros: Easy to care for Great fabric quality Stylish appearance Comfortable fit Ideal untucked style
Men's Comfort Stretch® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid

A red plaid long-sleeve chambray shirt in a breathable cotton blend with built-in stretch and moisture-wicking.

Pros: Great looking Attractive colors Perfect fit Receives compliments
Men's Double L Field Shirt

A rugged dark driftwood cotton canvas shirt with reinforced forearms and bi-swing for full range of motion.

Pros: Breathable fabric Wind protection Good fit Water resistance Rugged style
Men's Maine Guide Lightweight Wool Field Shirt, Plaid

A durable, plaid field shirt in royal red and black, made from a soft merino wool blend.
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $74.95 now: $49.99

A green chambray shirt offering moisture-wicking comfort with a slightly fitted untucked fit for versatility.
Men's Stretch Briar Shirt

A rugged briar-colored cotton blend shirt with built-in stretch, perfect for hunting or outdoor work.
Men's Comfort Stretch® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $74.95 now: $49.99

A pale khaki chambray shirt with built-in stretch, moisture-wicking cotton blend, and untucked fit.
Men's Tropicwear Comfort Crew, Long-Sleeve
Price was from: $59.95 now: $44.99

A buttery soft, moisture-wicking fishing shirt with UPF 50+ protection, made from recycled polyester blend.

Mens Long Sleeve Twill Shirts

When the air starts to turn crisp and the leaves begin to show their first hints of gold and crimson, there’s nothing quite like reaching for a long sleeve twill shirt. This classic piece has earned its place in every man’s wardrobe, thanks to its remarkable versatility and enduring comfort. Whether you’re heading out for a weekend hike, gathering around the backyard fire pit, or settling in for a day at the office, a twill shirt offers just the right balance of durability and softness. The gentle heft of well-made twill feels substantial without being bulky, making it a perfect companion for the shifting temperatures of early fall. It’s the kind of shirt that feels right at home layered over a favorite tee on cool mornings, then rolled up at the sleeves as the sun climbs higher. The timeless appeal of twill means it pairs effortlessly with jeans, chinos, or even shorts, easily adapting to whatever the day brings—be it a spontaneous road trip, a family get-together, or a quiet afternoon spent tackling projects in the garage.

Long sleeve twill shirts are a thoughtful gift for just about any man in your life. Their classic style and reliable comfort make them a welcome addition to any closet, whether you’re shopping for a son heading off to college, a partner who loves spending time outdoors, or a father who appreciates the lasting value of well-constructed clothing. The sturdy weave stands up to repeated wear and washing, only growing softer and more comfortable with time, while the easy-care nature of twill means it’s always ready for the next adventure. These shirts are designed to go the distance, offering problem-solving features like button-down collars, chest pockets, and adjustable cuffs that make them as practical as they are good looking. For those who appreciate a shirt that transitions smoothly from work to weekend, or who simply want something that feels as good at the end of the day as it did at the start, twill is a tried-and-true choice. The variety of colors and patterns available ensures that everyone can find a style that suits their personality and needs, whether they prefer classic plaids, solid hues, or subtle textures.

As you browse this selection, keep in mind the qualities that set a great twill shirt apart: a comfortable fit that moves with you, durable construction that stands up to everyday use, and timeless style that never feels out of place. Long sleeve twill shirts are more than just a seasonal staple—they’re a year-round essential, ready for everything from autumn apple picking to springtime strolls. If you’d like to explore even more options, you can find a full range of styles and colors on our Men's Twill Shirts page. Whether you’re shopping for yourself or searching for the perfect gift, these shirts are sure to become a favorite for years to come.