Twill Long Sleeve Shirts

Twill long sleeve shirts are the perfect blend of durability and timeless style. Known for their versatility and comfort, these shirts are a staple in any wardrobe, offering a reliable option for both casual outings and more formal occasions. With their classic design and robust fabric, twill long sleeve shirts provide lasting value while ensuring you look effortlessly put-together. Whether you're heading to the office or enjoying a weekend adventure, these shirts are designed to keep you comfortable and stylish all day long.

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298 Items

Men's BeanFlex® Twill Shirt, Traditional Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $54.99

A rugged toffee-colored twill shirt with built-in stretch, perfect for untucked wear and all-day comfort.

Pros: High-quality material Attractive color Durable construction Wrinkle-free fabric Comfortable fit
Men's Lakewashed Twill Shirt, Traditional Untucked Fit
Price was from: $69.95 now: $54.99

A bright blue cotton/TENCEL blend shirt with built-in stretch, perfect for untucked casual wear.
Men's Brushed Jaspé Twill Shirt, Plaid, Traditional Untucked Fit
Price was from: $64.95 now: $54.99

A soft, lightweight blue plaid shirt in 100% cotton with a relaxed untucked fit and button-down collar.
Men's BeanFlex® Twill Shirt, Slightly Fitted Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $54.99

A pale khaki, slightly fitted cotton blend shirt with built-in stretch for all-day comfort.
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 Signature Donegal Woven Shirt, Long-Sleeve
Price was from: $79 now: $64.99

A ruggedly handsome slim-fit shirt in raven blue Donegal twill flannel with a button-down collar.
Men's Signature Northwoods Twill Shirt
Price was from: $89 now: $74.99

A rugged green cotton twill shirt with herringbone texture and slim fit for versatile year-round wear.
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check

A blue check button-down shirt made from wrinkle-free, moisture-wicking cotton poplin for lasting comfort.

Pros: Lightweight and breathable fabric Attractive classic design Wrinkle-free and easy care High quality and durable Comfortable fit
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall

A wrinkle-free, bright blue tattersall oxford shirt in 100% cotton with a traditional relaxed fit.

Pros: High quality Consistent sizing Wrinkle-free Durable Comfortable fit
Women's 1912 Overshirt
Price was from: $89 now: $74.99

A supersoft, relaxed-fit twill overshirt in muted rose with side seam and front patch pockets.

Pros: Perfect fit Well-made Cute print Thick and soft fabric All-day comfort
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve

A green cotton blend shirt with built-in stretch, perfect for untucked wear and easy movement.

Pros: Great fit High quality Versatile design Excellent comfort Soft fabric
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print

A breathable brown chambray shirt with stretch, designed for comfort and style, worn untucked.

Pros: Well made design Breathable stretch High quality material Soft and mid-weight Comfortable fit
Men's Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $54.99

An arctic blue, wrinkle-free long-sleeve shirt in ultrasoft brushed cotton with a slightly fitted untucked fit.

Pros: Great fit Attractive appearance Wrinkle-free Comfortable brushed cotton Beautiful color
Men's Tropicwear Shirt, Long-Sleeve

A long-sleeve, canyon rust shirt with UPF 50+ protection, made from soft, stretchy polyester/nylon blend.

Pros: High quality Durable Good fit Comfortable Nice color
Women's Feather-Soft Twill Shirt, Long-Sleeve
Price was from: $69.95 now: $29.99

A gray long-sleeve shirt made from a soft TENCEL Lyocell and cotton brushed-twill blend.
Men's Bean's Wrinkle-Free Everyday Shirt, Traditional Untucked Fit, Plaid, Long-Sleeve
Price was from: $59.95 now: $49.99

A breathable, no-iron plaid shirt in rose wash cotton poplin, perfect for untucked, everyday wear.

Pros: Wrinkle-free Comfortable and durable Perfect for multiple seasons Wide size availability Bright and refreshing color
Men's Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Traditional Untucked Fit
Price was from: $69.95 now: $29.99

A vintage indigo, wrinkle-free long-sleeve shirt in ultrasoft brushed cotton with a relaxed untucked fit.
Men's No Fly Zone Shirt, Long-Sleeve

A deep olive, 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 No Fly Zone Long-Sleeve Shirt, Plaid
Price was from: $99 now: $84.99

A breathable, lightweight plaid shirt with bug-repellent technology, UPF 50+ protection, and moisture-wicking properties.

Pros: Lightweight and breathable Coolness on hot days Zipper pockets Comfortable fabric Quick-drying
Men's Maine Guide Lightweight Merino 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: $69.95 now: $59.99

A green chambray shirt offering moisture-wicking comfort with a slightly fitted untucked fit for versatility.
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe

A gray, long-sleeve shirt with a soft hemp/cotton blend, featuring yarn-dyed stripes and button-down collar.
Men's Tropicwear CoolPro Fishing Shirt, Long-Sleeve

A green long-sleeve fishing shirt with UPF 50+, built-in stretch, and advanced cooling technology.

Twill Long Sleeve Shirts

There’s something about a well-made twill long sleeve shirt that feels just right for the season. As the days stretch longer and the evenings turn cool, twill shirts become a staple for everything from backyard barbecues to spontaneous weekend hikes. The signature diagonal weave of twill fabric gives these shirts a distinct character—soft yet substantial, with just the right amount of heft to fend off a breeze without feeling heavy or restrictive. Twill shirts are known for their durability and lasting value, making them a reliable choice for anyone who appreciates clothing that stands up to real life. Whether you’re layering up for a morning walk with the dog, heading out for a day at the office, or packing for a family road trip, a twill long sleeve shirt is always a comfortable, versatile companion. They’re just as at home tucked into a pair of jeans as they are thrown on over a tee, ready for whatever the day brings.

These shirts are a favorite for anyone who values timeless style and practical comfort. They make thoughtful gifts for dads, brothers, friends, or anyone who enjoys spending time outdoors or simply appreciates clothing that’s easy to wear and care for. The sturdy weave resists wrinkles and holds its shape, so it looks great even after a long day of activity. It’s easy to imagine a twill shirt becoming a go-to layer for campfire evenings, crisp spring mornings on the porch, or casual Fridays at work. The classic look pairs effortlessly with khakis, shorts, or even a favorite pair of Twill Men's Pants, creating an outfit that feels put-together without any fuss. For those who like to roll up their sleeves and get hands-on—gardening, grilling, or tackling a home project—the durability and comfort of a twill shirt is tough to beat.

When choosing a twill long sleeve shirt, it’s worth considering the details that matter most to you. Look for features like reinforced seams, easy-to-use buttons, and roomy pockets that add both function and a touch of classic style. Many twill shirts offer a comfortable fit that allows for easy movement, making them a great pick for active days or relaxed evenings alike. The fabric’s natural breathability means you can wear it comfortably across seasons, layering as needed when the weather shifts. With a variety of colors and patterns available, it’s easy to find a twill shirt that suits your personal style—whether you prefer solid neutrals or something with a bit more character. Over time, these shirts develop a lived-in feel and a story of their own, becoming a trusted part of your wardrobe for years to come.