Classic Casual Shirts

Classic casual shirts from L.L.Bean are the perfect blend of comfort and timeless style, designed to effortlessly complement any wardrobe. Whether you're heading out for a weekend adventure or enjoying a laid-back day at home, these shirts offer the versatility you need. With an array of colors and patterns to choose from, finding the right look has never been easier. Each shirt is crafted with quality materials, ensuring durability and lasting value that you can count on. Embrace the outdoors with confidence and ease in our classic casual shirts, ready to accompany you on every journey.

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Men's Scotch Plaid Flannel Shirt, Traditional Fit

A soft, 100% Portuguese cotton flannel shirt in authentic Scottish tartan with a relaxed traditional fit.

Pros: Fits well Good quality Softness Warmth Comfortable
Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth

A deep sapphire multi houndstooth flannel shirt offering superior softness, warmth, and resistance to shrinking and wrinkling.

Pros: Beautiful design Roomy fit Warmth Durable Superior softness
Men's Scotch Plaid Flannel Shirt, Slightly Fitted

A slightly fitted flannel shirt in authentic Scottish tartans, crafted from high-quality Portuguese cotton.

Pros: High quality Perfect fit Softness Warmth Comfortable
Men's Sunwashed Canvas Shirt, Traditional Fit

A cadet blue, 100% cotton canvas shirt with a relaxed fit and durable double-needle stitching.

Pros: High quality Durable construction Versatile for spring and fall Great color options Comfortable fit
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check

A nautical blue, wrinkle-free cotton sport shirt with moisture-wicking TrueCool® fabric and a relaxed traditional fit.

Pros: Great fit High quality Wrinkle-free Comfortable Nice color
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 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
Men's Tropics Shirt, Short-Sleeve Print
Price was from: $49.95 now: $39.99

A breathable, extra-soft brown cotton shirt with a relaxed fit and casual printed design.

Pros: Great fit and true to size Lightweight and breathable for warm weather Comfortable and soft Versatile and easy to care for Attractive design and colors
Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve

A soft, blue cotton short-sleeve shirt with a relaxed fit and durable double-needle stitching.

Pros: Perfect fit Soft material Durable fabric Versatile style Comfortable to wear
Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
Price was from: $89 now: $49.99

A slim-fit golden cider plaid shirt made from 100% Portuguese cotton flannel with a vintage feel.

Pros: Beautiful design High quality Warmth Softness Comfortable fit
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve

An indigo long-sleeve chambray shirt with built-in stretch, perfect for wearing untucked.

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

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

Pros: High quality material Well made Good stretch Soft fabric Comfortable fit
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Plaid

A breathable blue plaid chambray shirt in a cotton blend with stretch and a relaxed untucked fit.

Pros: Wrinkle-free material Comfortable untucked fit High quality construction Durable and sturdy fabric Attractive plaid design
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve

A green chambray shirt with built-in stretch, moisture-wicking cotton blend, and a relaxed untucked fit.
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid

A rugged brown cotton flannel shirt with a soft brushed finish and classic yarn-dyed plaid pattern.

Pros: Great fit Very comfortable Exceptionally soft fabric
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Stripe

A breathable blue cotton-blend chambray shirt with stretch, moisture-wicking fabric, and a relaxed untucked fit.

Pros: Breathable fabric Attractive appearance Relaxed untucked style Comfortable fit
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe

A blue striped chambray shirt in a breathable cotton blend with stretch and moisture-wicking comfort.

Pros: Easy to care for Stylish design Breathable and stretchy Great fabric quality Comfortable fit
Men's Comfort Stretch® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid

A green plaid long-sleeve shirt in a breathable cotton blend with stretch and moisture-wicking comfort.

Pros: Great looking Attractive colors Perfect fit Receives compliments
Men's Signature Donegal Woven Shirt, Long-Sleeve

A rugged cream twill flannel shirt with Donegal flecks, slim fit, and button-down collar.
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe

A slightly fitted, untucked cotton blend shirt in silver birch with stripes, perfect for casual wear.
Men's Cloud Gauze Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Plaid
Price was from: $59.95 now: $49.99

A superlight green plaid shirt made from breathable, crinkled cotton gauze for cool, casual comfort.
Men's Signature Washed Field Shirt, Slim Fit

A rugged brown herringbone cotton shirt with a slim fit and vintage-inspired details.
Men's Signature Vacationland Shirt, Short-Sleeve, Slim Fit
Price was from: $69.95 now: $44.99

A slim-fit, 100% cotton camp shirt in Baltic Blue Animals, perfect for warm days and casual outings.
Men's Signature Stretch Poplin Shirt, Long-Sleeve, Slim Fit
Price was from: $79 now: $54.99

A slim-fit mineral red shirt made from a soft cotton blend with a button-down collar and chest pocket.

Classic Casual Shirts

Classic casual shirts have long been a staple in wardrobes for good reason: they’re built to handle whatever the week brings, from relaxed weekends to spur-of-the-moment gatherings with friends. There’s something special about reaching for a shirt that’s as comfortable as it is reliable, with timeless style that fits in anywhere—whether you’re heading out for a backyard barbecue, a quick hike on the local trail, or just enjoying a quiet evening on the porch. As the days get longer and the weather warms up, these shirts become even more essential. Lightweight cottons, airy linens, and soft blends keep you cool and comfortable, while classic button-fronts and easy pullovers offer versatility that’s hard to beat. They’re easy to layer over your favorite tee or under a light jacket, making them a go-to choice for unpredictable spring and early summer weather. The right casual shirt should feel effortless—something you can throw on in the morning and wear straight through to dinner with the family, always looking put-together without a second thought.

When choosing a classic casual shirt, there are a few things to keep in mind that can make all the difference. Look for details like well-finished seams, sturdy buttons, and fabrics that get softer with every wash—these are the hallmarks of shirts made to last, year after year. A good fit ensures you’re comfortable whether you’re reaching for a frisbee or relaxing by the campfire, and classic patterns like checks, stripes, and solids never go out of style. These shirts also make thoughtful gifts for just about anyone on your list. They’re a great way to celebrate milestones, mark a birthday, or simply show someone you care. With so many options, it’s easy to find a style that suits your favorite uncle, your best friend, or even your hard-to-shop-for dad. And because they’re so versatile, classic casual shirts are just as at home at a Saturday morning farmers’ market as they are at a family reunion or a casual dinner out. If you like to mix things up, you might also want to explore our collection of Classic Tees—another timeless choice for everyday comfort and style.

There’s a certain satisfaction in finding a shirt that feels just right, one you’ll reach for again and again as the seasons change. Classic casual shirts are designed for real life—easy to care for, ready to go wherever you do, and always up for a little adventure. Whether you’re packing for a weekend getaway, updating your work-from-home rotation, or simply looking for a shirt that fits your everyday routine, you’ll appreciate the lasting quality and thoughtful details that set these shirts apart. They’re made to move with you, to stand up to the demands of busy days and spontaneous plans, and to offer comfort you can count on. With each wear, they become more familiar, more uniquely your own, ready to be part of new memories and everyday moments alike.