Men's Long Sleeve Button Downs

Explore the perfect blend of comfort and timeless style with our selection of men's long sleeve button downs. Designed for versatility, these shirts are ideal for any occasion, whether you're heading into the office or enjoying a casual weekend outing. Crafted with quality and durability in mind, each piece offers lasting value and effortless ease of wear. With a variety of colors and patterns to choose from, you'll find the perfect shirt to complement your wardrobe. Enjoy the classic appeal and practical design that make men's long sleeve button downs a staple in any closet.

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298 Items

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 Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall

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

Pros: High quality Perfect fit Wrinkle-free Durable Comfortable
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
Price was from: $69.95 now: $44.99

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

Pros: No ironing required Attractive color and style High-quality construction Wrinkle-free fabric Comfortable fit
Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
Price was from: $89 now: $49.99

A slim-fit plaid shirt in golden cider, made from 100% cotton flannel for vintage softness.

Pros: Beautiful design High quality Warmth Soft fabric Comfortable fit
Men's Scotch Plaid Flannel Shirt, Traditional Fit

An indigo tartan flannel shirt made from high-quality Portuguese cotton with a relaxed traditional fit.

Pros: Perfect fit Well-made Softness Warmth Comfortable
Men's Scotch Plaid Flannel Shirt, Slightly Fitted

A slightly fitted flannel shirt in authentic grey Stewart tartan, made from high-quality Portuguese cotton.

Pros: Quality construction Perfect fit Softness Warmth Vibrant colors
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit

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

Pros: High quality Perfect fit Wrinkle-free Professional look Versatile
Men's Scotch Plaid Flannel Shirt, Slim Fit

A slim-fit flannel shirt in Grey Stewart tartan, crafted from high-quality Portuguese cotton.

Pros: Perfect fit Soft and comfortable Stylish design High-quality cotton Warm and durable
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 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 Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $44.99

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 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 Tropicwear Shirt, Long-Sleeve

A green long-sleeve shirt with UPF 50+ protection, built-in stretch, and wrinkle-free fabric.

Pros: Effective sun protection Lightweight fabric High quality Versatile design Comfortable fit
Men's Signature Heritage Textured Flannel Shirt
Price was from: $79 now: $64.99

A soft, midweight cotton flannel shirt in American Khaki, featuring a slim fit and durable triple-needle stitching.

Pros: High quality Perfect fit Colorful True to size Versatile
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 modern plaid chambray shirt in brown with built-in stretch and a slightly fitted untucked fit.

Pros: Great looking Attractive colors Perfect fit Receives compliments
Men's Tropicwear Shirt, Plaid Long-Sleeve

A dark amber plaid long-sleeve shirt with UPF 50+ protection, made from a soft polyester/nylon blend.

Pros: High quality Effective sunblock Well-made Cool and comfortable fabric Good fit
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 Signature Stretch Poplin Shirt, Long-Sleeve, Slim Fit
Price was from: $79 now: $54.99

A slim-fit walnut shirt made from a soft cotton blend with a button-down collar and chest pocket.
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
Price was from: $74.95 now: $49.99

A slightly fitted, quick-drying plaid shirt in a cotton blend with hidden collar buttons and a glasses wipe.
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 BeanFlex® Twill Shirt, Slightly Fitted Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $44.99

A sage, slightly fitted long-sleeve shirt in a cotton blend with built-in stretch for comfort.
Men's Stonecoast Hemp Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Stripe

A slightly fitted, untucked cotton blend shirt in silver birch stripes, perfect for casual wear.
Men's Signature Donegal Woven Shirt, Long-Sleeve
Price was from: $79 now: $54.99

A rugged light russet shirt with Donegal flecks, crafted from 100% cotton twill flannel.

Men's Long Sleeve Button Downs

When it comes to building a wardrobe that’s ready for anything, few pieces offer the versatility and timeless appeal of men’s long sleeve button down shirts. These shirts have a way of fitting into nearly every aspect of life, whether you’re heading into the office, enjoying a weekend hike, or gathering with friends around a backyard fire pit. The beauty of a well-made button down lies in its ability to move seamlessly from one setting to another, offering comfort and confidence wherever the day leads. As late summer drifts toward fall, long sleeve button downs become especially handy—providing just enough coverage for cool mornings, yet breathable enough to keep you comfortable as the sun climbs higher. Layer one over a favorite tee for early morning walks, or roll up the sleeves as the day warms up. The right shirt can be your go-to for everything from family outings to impromptu adventures, and it’s always ready to step up when you need to look a little more put-together without sacrificing comfort.

Choosing a long sleeve button down is all about finding those details that make a difference—durable fabrics that hold up to repeated wear, easy-to-care-for materials that stay crisp wash after wash, and classic styles that never feel out of place. Look for shirts with reinforced seams and sturdy buttons; little touches like these mean your shirt will last season after season, becoming a reliable favorite in your closet. Breathable cottons, soft flannels, and moisture-wicking blends are all smart choices, depending on how and where you plan to wear them. For outdoor enthusiasts, a shirt that stands up to brush and brambles while offering freedom of movement can make all the difference on a long day outside. These shirts also make thoughtful gifts—ideal for sons heading off to college, dads who appreciate the classics, or friends who spend as much time in the woods as they do in town. There’s something about unwrapping a new button down that feels like an invitation to get out and enjoy the world, whether that means a crisp morning fishing trip or a relaxed Sunday brunch.

Long sleeve button downs are built for real life—easy to dress up with a favorite pair of chinos, or dress down with jeans and boots. They’re a staple for travel, packing easily and looking fresh right out of the suitcase. And with so many styles and patterns to choose from, it’s easy to find a shirt that matches your personality, whether you prefer classic plaids, solid hues, or something with a bit more character. For those who love spending time outside, there’s a whole world of shirts designed with the outdoors in mind—check out our collection of Men's Outdoor Button Down Shirts for options that are as comfortable on the trail as they are around town. No matter where you wear them, these shirts offer the kind of lasting quality and everyday ease that make them a staple in any man’s wardrobe, ready for all the moments—big and small—that make life memorable.