Casual Shirts For Older Men

Casual shirts for older men are thoughtfully designed to bring together comfort, timeless style, and everyday versatility. Whether relaxing at home, meeting friends for coffee, or heading out for a weekend adventure, these shirts make it easy to look and feel your best. With classic details and a range of easy-to-wear options, finding the right casual shirt is simple—so you can focus on enjoying every moment.

Sort by:

Filter & Sort

476 Items

Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve

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

Pros: Great fit High quality Attractive color Versatile design Excellent comfort
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 Premium Double L® Polo, Long-Sleeve Without Pocket
Price was from: $54.95 now: $44.99

A green long-sleeve polo made from supersoft cotton that resists wrinkling, fading, shrinking, and pilling.

Pros: Warmth and insulation True to size Durable material Soft fabric Comfortable fit
Men's Premium Double L® Polo, Hemmed Short-Sleeve with Pocket

A deep wine, supersoft cotton polo that resists wrinkles, fading, shrinking, and pilling, with a no-roll collar.

Pros: Great fit High quality Good color selection Durable Comfortable
Men's Tropics Shirt, Short-Sleeve Print

A breathable, blue cotton shirt with a relaxed fit and weathered print for hot days.

Pros: Durable quality Versatile style Cool and lightweight Great summer look Comfortable fit
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 stretch, moisture-wicking cotton blend, perfect for untucked casual wear.

Pros: High quality material Well made Good stretch Soft fabric Comfortable fit
Men's Carefree Unshrinkable Tee, Traditional Fit Short-Sleeve

A charcoal heather tee made of 100% cotton, resisting wrinkles, shrinking, fading, and pilling.

Pros: Great fit High quality Durable Versatile Comfortable
Men's Chamois Shirt, Traditional Fit, Plaid

An exceptionally soft, heavy-weight apple cinnamon plaid flannel shirt, perfect as a shirt, light jacket, or essential layer.

Pros: Great fit High quality Very comfortable Durable Excellent warmth
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check

A wrinkle-free, moisture-wicking cotton shirt in lake check, offering a relaxed traditional fit and buttoned collar.

Pros: Great fit High quality Wrinkle-free Lightweight Comfortable
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall

A blue tattersall shirt in 100% cotton offers a wrinkle-free, ultrasmooth finish and traditional fit.

Pros: Durable construction Wrinkle-free quality High-quality materials Professional look Comfortable fit
Men's Tropicwear Shirt, Short-Sleeve

A gray short-sleeve shirt with UPF 50+ protection, featuring wrinkle-free fabric and ample ventilation.

Pros: Great fit High quality Attractive appearance Comfortable wear Durable fabric
Men's Scotch Plaid Flannel Shirt, Traditional Fit
Price was from: $59.95 now: $44.99

A soft, traditional fit flannel shirt in blue Mackellar plaid, made from high-quality Portuguese cotton.

Pros: Perfect fit Well-made Warmth Versatile Soft and comfortable material
Men's Carefree Unshrinkable Tee, Traditional Fit, Long-Sleeve

A navy blue, long-sleeve tee made of 100% cotton that resists shrinking, fading, and pilling.

Pros: Durable and well-made Variety of colors Maintains shape and color High-quality fabric Comfortable fit
Men's Premium Double L® Polo, Banded Short-Sleeve Without Pocket

A super-soft yellow cotton polo that resists wrinkles, fading, shrinking, and pilling for lasting comfort.

Pros: Lightweight and breathable material Soft and comfortable fabric Durable and long-lasting quality Fits well and true to size Attractive color and appearance
Men's Chamois Shirt, Traditional Fit

A deep green, heavy-weight Portuguese cotton flannel shirt, perfect as a shirt, light jacket, or essential layer.

Pros: Nice colors Great quality Warmth Versatile use Comfortable fit
Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit

A delta blue, traditional fit tee made of 100% cotton, resisting wrinkles, shrinking, fading, and pilling.

Pros: High quality No shrinkage Durable material Great color options Comfortable fit
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 Comfortable Good fit Nice color
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check

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

Pros: Excellent fit and comfortable High quality and durable fabric Wrinkle-free and easy care Classic style and versatile design Attractive color and pattern options
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit

A wrinkle-free white cotton shirt with a traditional fit, offering a freshly pressed look without ironing.

Pros: High quality Perfect fit Wrinkle-free Professional look Versatile
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Plaid
Price was from: $64.95 now: $54.99

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 Organic Cotton Seersucker Shirt, Short-Sleeve, Slightly Fitted, Plaid
Price was from: $49.95 now: $24.99

A breathable red plaid shirt in 100% organic cotton seersucker, perfect for casual summer wear.

Pros: Versatile wear High quality Breathable fabric Stylish design Comfortable fit
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve

A breathable indigo chambray shirt with built-in stretch, designed for comfort and untucked style.
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Stripe
Price was from: $64.95 now: $54.99

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

Pros: Breathable fabric Attractive appearance Relaxed untucked style Comfortable fit
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit

A light cobalt cotton blend shirt with moisture-wicking fabric and a relaxed untucked fit.

Pros: Quality fabric Versatile Good fit Dressy yet comfortable Casual style

Casual Shirts For Older Men

When it comes to casual shirts for older men, comfort and lasting quality are at the heart of every great choice. Many men in their 50s, 60s, and 70s appreciate shirts that feel as good as they look—soft against the skin, easy to move in, and dependable through countless washes. Whether you’re shopping for yourself or looking for a thoughtful gift, it’s worth considering classic styles that never go out of season. Think of those times spent with family around the dinner table, mornings at the coffee shop, or afternoons spent walking the dog—casual shirts for older men are designed to be as versatile as the days are varied. Breathable fabrics like cotton and linen are always a smart pick, especially in December, when layering is key. Lightweight flannels, crisp button-downs, and polos in solid colors or subtle plaids offer a timeless look that pairs easily with jeans or chinos. These shirts aren’t just about looking put together—they’re about feeling comfortable and confident, whether you’re heading out for errands or relaxing at home.

The best shirts for older men are those that combine ease of care with lasting durability. Many men find themselves reaching for shirts that hold their shape and color, even after years of wear. Details like reinforced seams, sturdy buttons, and soft collars can make all the difference, ensuring that each shirt remains a reliable favorite. For those searching for casual clothes for a 70 year old man or casual clothes for a 55 year old man, it’s helpful to look for shirts with a relaxed yet tailored fit—never too tight, never too loose. These shirts often feature simple, classic patterns or solid hues like navy, gray, and olive, making them easy to mix and match with other wardrobe staples. Short-sleeve and long-sleeve options allow for comfort year-round, while moisture-wicking or wrinkle-resistant fabrics add a layer of practicality that’s especially appreciated by men who value easygoing, everyday style.

Choosing clothing for older men is also about celebrating timeless style and the freedom to enjoy life’s simple moments. Many families find that a few well-chosen shirts make wonderful gifts, offering comfort and versatility for everything from weekend getaways to backyard barbecues. Whether you’re searching for 50 year old man shirts for a milestone birthday or simply updating your own closet, these classic pieces are designed to fit seamlessly into any routine. For even more inspiration, explore our collection of Classic Clothing For Older Men, where you’ll find a range of dependable options built for comfort, durability, and timeless appeal. With the right shirts on hand, every day feels a little easier—and a lot more comfortable.

FAQs

The best fabrics for casual shirts for older men are typically soft, breathable, and easy to care for. Cotton and linen are popular choices for their comfort and breathability, while flannel offers warmth for cooler months. Performance blends can also add moisture-wicking or wrinkle-resistant qualities, making them practical for everyday wear.

Yes, classic styles like button-down shirts, polos, and well-made t-shirts are especially versatile for older men. These shirts can be dressed up or down and pair easily with jeans, chinos, or shorts, making them suitable for a wide range of occasions from casual gatherings to relaxed outings.

Solid colors such as navy, gray, olive, and white are timeless and easy to coordinate with other clothing. Subtle plaids, stripes, and small-scale patterns also offer a classic look without being overwhelming. These choices help create a wardrobe that feels fresh and relevant year after year.

Look for shirts with reinforced seams, sturdy buttons, and high-quality fabrics that hold up well to repeated washing. Attention to detail in construction and materials ensures that shirts maintain their shape, color, and comfort over time, making them reliable favorites in any wardrobe.

A casual shirt is a thoughtful and practical gift for an older man, especially when you choose a style and fabric that suits his everyday activities. Classic shirts are appreciated for their comfort, versatility, and timeless appeal, making them a welcome addition to any wardrobe.

It's time to upgrade your browser

Casual Shirts For Older Men