Mens Button Down Wrinkle Free Shirts

Men's button down wrinkle free shirts are a timeless staple, ready for everything from busy workdays to weekends with family and friends. Designed for lasting comfort and easy care, these shirts make it simple to look put-together no matter where the day leads. With classic styles and versatile colors, they’re a dependable choice for any occasion—offering quality you can count on, season after season.

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298 Items

Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall

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

Pros: High quality Perfect fit Wrinkle-free Comfort Durability
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check

A wrinkle-free cotton sport shirt in Bering Blue check, featuring moisture-wicking TrueCool® fabric and a relaxed fit.

Pros: Fits well Good quality Wrinkle-free Lightweight Comfortable
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
Price was from: $69.95 now: $54.99

A green check button-down shirt in wrinkle-free cotton poplin with moisture-wicking TrueCool® fabric.

Pros: Attractive color and style Versatile and flattering design High quality construction Wrinkle-free fabric Comfortable fit
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit

A wrinkle-free, 100% cotton shirt in French blue with a traditional fit and durable, non-iron fabric.

Pros: High quality Easy care Perfect fit Wrinkle-free Versatile
Men's Bean's Wrinkle-Free Everyday Shirt, Traditional Untucked Fit, Plaid, Short-Sleeve
Price was from: $54.95 now: $44.99

A breathable, no-iron short-sleeve plaid shirt in deep ocean, made from 100% cotton poplin.

Pros: Wrinkle-free Lightweight Nice for warm weather Ordered more than one Great appearance
Men's Wicked Good Flannel Shirt, Slightly Fitted, Houndstooth

A slightly fitted charcoal heather flannel shirt offering superior softness, wrinkle resistance, and a single chest pocket.

Pros: High quality Perfect fit Comfortable wear Stylish design Superior softness
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check

A deep green, wrinkle-free short-sleeve check shirt made from 100% cotton poplin with moisture-wicking TrueCool® fabric.

Pros: Generous fit High quality Wrinkle-free Stays crisp Comfortable fabric
Men's Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $54.99

A wrinkle-free, ultrasoft brushed cotton shirt in classic navy, designed for a slightly fitted untucked look.

Pros: Great fit Attractive appearance Wrinkle-free Comfortable brushed cotton Nice color
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, designed for untucked wear.

Pros: Wrinkle-free Comfy and durable Perfect for multiple seasons Wide size availability Bright and refreshing color
Men's Signature Premium Pima Cotton Oxford Shirt, Long-Sleeve
Price was from: $89 now: $74.99

A slim-fit, cornflower blue oxford shirt made from 100% Pima cotton for luxurious softness and all-season wear.
Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
Price was from: $79.95 now: $44.99

A pale turquoise houndstooth flannel shirt offering superior softness, warmth, and resistance to shrinking and wrinkling.

Pros: High quality Stylish design Superior softness Excellent warmth Comfortable fit
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print

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

Pros: High quality Soft material True to size Comfortable Good stretch
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 Tropicwear Shirt, Long-Sleeve

A long-sleeve, wrinkle-free shirt with UPF 50+ protection, made from soft polyester/nylon blend.

Pros: Lightweight fabric Great quality Sun protection Versatile use Comfortable fit
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit, Plaid
Price was from: $74.95 now: $54.99

A slightly fitted, untucked plaid oxford shirt in goldenrod with moisture-wicking, stretchable cotton blend fabric.

Pros: High quality fabric Perfect fit Comfort Wrinkle-free after washing Untucked design
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit

A versatile white oxford shirt with moisture-wicking cotton blend and stretch for ease of movement.

Pros: Quality fabric Versatile Good fit Dressy yet comfortable Casual style
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit

A white cotton-blend oxford shirt with moisture-wicking stretch fabric and a comfortable untucked fit.

Pros: High material quality Well-made construction Attractive appearance Comfortable fit
Men's Comfort Stretch® Oxford Shirt, Slightly Fitted Untucked Fit, Short-Sleeve
Price was from: $59.95 now: $49.99
Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit, Plaid
Price was from: $64.95 now: $49.99

A versatile short-sleeve plaid shirt in a quick-drying cotton blend with a slightly fitted untucked fit.
Men's Brushed Jaspé Twill Shirt, Plaid, Traditional Untucked Fit
Price was from: $69.95 now: $54.99

A tan plaid twill shirt made from 100% cotton, offering a relaxed untucked fit and soft texture.
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
Price was from: $74.95 now: $59.99

A slightly fitted, quick-drying plaid shirt in a cotton blend with hidden collar buttons and a glasses wipe.
Men's Signature Stretch Poplin Shirt, Long-Sleeve, Slim Fit
Price was from: $79 now: $64.99

An olive gray, slim-fit shirt made from a soft, lightweight cotton blend with a button-down collar.
Men's Comfort Stretch Performance® Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $74.95 now: $59.99

A green chambray shirt offering moisture-wicking comfort with a slightly fitted untucked fit and hidden features.
Men's Comfort Stretch Performance® Shirt, Short-Sleeve, Slightly Fitted Untucked Fit
Price was from: $59.95 now: $49.99

A versatile blue short-sleeve shirt in a moisture-wicking cotton blend with a slightly fitted untucked fit.

Mens Button Down Wrinkle Free Shirts

There’s something unmistakably satisfying about reaching into your closet and pulling out a shirt that looks freshly pressed, even when life’s moving at full speed. Men’s button down wrinkle free shirts have become a staple for anyone who values easygoing style and lasting comfort, whether the day calls for a morning meeting, a backyard barbecue, or a spontaneous weekend getaway. With summer in full swing, these shirts are especially handy—lightweight enough to keep you cool, yet crisp enough to look put-together from sunrise to sunset. They’re designed for real life, where days start early, plans change, and there’s always something new on the horizon. The beauty of a wrinkle free shirt lies in its ability to handle it all: packed in a suitcase for a family reunion, tossed on after a swim at the lake, or layered over a favorite tee for an evening stroll. The fabric blends are carefully chosen for their durability and soft feel, so you can count on your shirt to hold its shape and color, wash after wash, season after season.

These shirts make thoughtful gifts, too—ideal for dads, brothers, sons, or friends who appreciate practical pieces that still have plenty of style. They’re a go-to for recent graduates stepping into new routines, or for anyone who wants to simplify their morning without sacrificing a polished look. The easy-care design means less time ironing and more time spent outdoors, enjoying the best of summer or gearing up for fall adventures. Each shirt is crafted with attention to detail, from reinforced seams to sturdy buttons, ensuring it stands up to everyday wear and the occasional rough-and-tumble moment. Versatility is at the heart of these shirts: they transition effortlessly from work to weekend, and from casual gatherings to more dressed-up occasions. Whether you’re heading out for a day on the water, hosting a neighborhood cookout, or catching up with old friends, you’ll appreciate the timeless appeal and reliable comfort these shirts bring to every moment.

When choosing the right button down, consider how it will fit into your daily routine and the activities you love most. Look for features like breathable fabric and easy-to-roll sleeves for warm weather, or classic patterns and colors that pair well with everything from shorts to chinos. With a variety of sizes and styles, it’s easy to find the perfect match for your personal taste and needs. For those who want to explore even more options, the full collection of Men's Wrinkle Free Shirts offers a wide range of choices designed to keep you looking and feeling your best, no matter where the day takes you.