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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476 Items

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 Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check

A dark pine check shirt made of 100% cotton poplin with moisture-wicking, wrinkle-free TrueCool® fabric.

Pros: High quality Attractive color Wrinkle-free fabric Comfortable fit No ironing needed
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve
Price was from: $69.95 now: $49.99

A green chambray shirt with moisture-wicking cotton blend and stretch for comfort, perfect untucked.

Pros: Great fit High quality Attractive color Versatile design Excellent comfort
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
Price was from: $74.95 now: $59.99

A green chambray shirt with moisture-wicking cotton blend and stretch for comfort, ideal untucked.

Pros: High quality material Well made Good stretch Soft fabric Comfortable fit
Men's Tropicwear Shirt, Long-Sleeve

A long-sleeve, slightly fitted shirt in dusty sage with UPF 50+ protection and built-in stretch.

Pros: Lightweight fabric Good sun protection Great quality Versatile use Comfortable fit
Men's Tropicwear Shirt, Plaid Long-Sleeve
Price was from: $79.95 now: $59.99

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 Brushed Jaspé Twill Shirt, Traditional Untucked Fit
Price was from: $69.95 now: $58.99

A soft, lightweight brown cotton shirt with a textured look and relaxed untucked fit for year-round wear.
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe
Price was from: $79.95 now: $59.99

A gray long-sleeve shirt with a hemp/cotton blend, offering comfort, durability, and a relaxed fit.
Men's Brushed Jaspé Twill Shirt, Plaid, Traditional Untucked Fit
Price was from: $69.95 now: $58.99

A lightweight, apple cinnamon plaid shirt made from 100% cotton with a relaxed untucked fit.
Men's Signature Northwoods Twill Shirt
Price was from: $89 now: $75.99

A rugged deep blue cotton flannel shirt with a herringbone texture and slim fit for year-round wear.
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Print

A blue cotton blend shirt with moisture-wicking stretch fabric and a slightly fitted untucked design.
Men's Signature Donegal Woven Shirt, Long-Sleeve
Price was from: $79.95 now: $59.99

A rugged cream twill flannel shirt with Donegal flecks, featuring a slim fit and button-down collar.
Men's Sunwashed Twill Shirt, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $44.99

A lightweight blue cotton twill shirt with a button-down collar and subtle slub texture for year-round comfort.
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $79.95 now: $38.99

A breathable brown long-sleeve shirt crafted from a soft, durable hemp-cotton blend with added stretch.
Men's Signature Premium Pima Cotton Oxford Shirt, Long-Sleeve
Price was from: $89 now: $74.99

A slim-fit purple oxford shirt crafted from 100% Pima cotton for exceptional softness and comfort.
Men's Comfort Stretch Performance® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit

A blue cotton-blend long-sleeve shirt featuring quick-drying, moisture-wicking stretch chambray and hidden collar buttons.
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid

A brown plaid long-sleeve shirt in lightweight, moisture-wicking cotton blend with a slightly fitted untucked fit.
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
Price was from: $69.95 now: $58.99

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

Pros: Attractive classic design Great fit and sizing Wrinkle-free and easy care Comfortable and lightweight High quality and durable
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit

A wrinkle-free white oxford shirt in 100% cotton with a traditional fit and durable buttons.

Pros: High quality Perfect fit Wrinkle-free Professional look Versatile
Men's Wrinkle-Free Classic Oxford Cloth Shirt, Traditional Fit University Stripe

A wrinkle-free cotton oxford shirt in French blue stripes, offering a relaxed traditional fit.

Pros: High quality Perfect fit Wrinkle-free Classic style Comfortable
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
Price was from: $79.95 now: $67.99

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, Stripe
Price was from: $74.95 now: $62.99

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 Maine Guide Lightweight Wool Field Shirt, Plaid

A plaid field shirt in royal red and black, made from a durable wool blend for unbeatable warmth.
Men's Stretch Briar Shirt

A rugged briar-colored cotton blend shirt with built-in stretch for comfort and freedom of movement.

Mens Long Sleeve Twill Shirts

A men’s long sleeve twill shirt is a true year-round staple, offering a blend of rugged durability and classic style that fits seamlessly into nearly any wardrobe. As days stretch from the warmth of summer into the crispness of fall, these shirts become a go-to layer for everything from early morning walks with the dog to backyard barbecues and evenings around the campfire. The appeal of twill lies in its unique weave—substantial enough to hold up to everyday wear, yet soft enough for all-day comfort. Whether you’re drawn to the lived-in feel of an ll bean sunwashed canvas shirt or the timeless look of a traditional ll bean twill shirt, you’ll find that these pieces are designed with versatility in mind. They pair effortlessly with jeans or chinos for a casual day at the office, and can be thrown over a tee as an easy outer layer when temperatures dip. Many men appreciate the practicality of heavy cotton twill shirts for their resistance to wrinkles and their ability to look sharp even after a full day of activity, making them a smart choice for travel, work, or weekend adventures.

Long sleeve twill shirts are not just practical—they’re also a thoughtful gift for anyone who values comfort and quality. Sons, fathers, brothers, and friends will all appreciate the enduring style and dependable construction these shirts offer. For those who spend time outdoors, a well-made twill shirt provides just the right amount of warmth on a cool morning hike or while tending the grill as the sun sets. The breathable cotton fabric makes it comfortable enough for a full day’s outing, while the sturdy build stands up to everything from stacking firewood to impromptu games of catch in the yard. Even if your style leans more toward casual twill tops or you prefer the laid-back fit of ll bean long sleeve t shirts, a long sleeve twill shirt can easily be dressed up or down, adapting to your plans and personal taste. The subtle texture and rich colors of twill add a touch of character to any outfit, making these shirts a reliable favorite for layering through changing seasons.

If you’re looking for something with a bit more work-ready durability, or simply want to explore more options within this classic category, you’ll find a variety of choices on our Men's Twill Work Shirts page. Here, you can discover shirts built for tougher jobs and everyday tasks alike—each crafted to deliver the same dependable comfort and long-lasting style that has made twill a staple for generations. Whether you’re seeking a shirt that can handle a day in the workshop, a weekend in the woods, or simply want to add a timeless piece to your closet, long sleeve twill shirts are designed to meet the demands of real life while keeping you comfortable and looking your best.

FAQs

Cotton twill shirts are distinguished by their unique diagonal weave, known as a 2 2 twill weave. This creates a fabric that’s both strong and soft, offering lasting durability while maintaining comfort. Twill tends to resist wrinkles and drapes nicely, making it a practical choice for everyday wear.

To maintain the quality of your mens twill shirt, machine wash it with like colors in cold or warm water. Tumble dry on low or hang to dry for best results. Iron on a medium setting if needed, but many cotton twill shirts develop a comfortable, lived-in look that doesn’t require much ironing.

Absolutely. Heavy cotton twill shirts work well as a mid-layer over a t-shirt or under a sweater or jacket. Their substantial weight provides warmth, while the breathable cotton ensures comfort, making them an ideal choice for fall and winter layering.

Yes, the timeless style of a ll bean twill shirt makes it versatile enough for many settings. Pair it with jeans for a relaxed look or with chinos for a more polished appearance. The classic design transitions easily from outdoor activities to casual dinners or gatherings.

Cotton twill shirts long sleeve are often worn buttoned up for a classic look or open over a favorite tee as a lightweight layer. Roll up the sleeves for a more laid-back style, or tuck the shirt into chinos for a timeless, put-together outfit. Their versatility makes them a staple for any wardrobe.

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Mens Long Sleeve Twill Shirts