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.

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298 Items

Men's Scotch Plaid Flannel Shirt, Traditional Fit
Men's Carefree Unshrinkable Tee, Traditional Fit Short-Sleeve
Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth
Men's Premium Double L® Polo Banded, Short-Sleeve Without Pocket
Men's Chamois Shirt, Traditional Fit, Plaid
Price was from: $74.95 now: $59.99
Men's Chamois Shirt, Traditional Fit
Men's Carefree Unshrinkable Tee with Pocket, Traditional Fit
Men's Sunwashed Canvas Shirt, Traditional Fit
Men's Premium Double L® Polo, Long-Sleeve Without Pocket
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check
Men's Fleece-Lined Flannel Shirt, Traditional Fit
Men's Premium Double L® Polo, Hemmed Short-Sleeve with Pocket
Men's Carefree Unshrinkable Mockneck Shirt
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check
Price was from: $54.95 now: $44.99
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall
Men's Tropics Shirt, Short-Sleeve Print
Men's Sunwashed Canvas Shirt, Traditional Fit Short-Sleeve
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
Price was from: $64.95 now: $54.99
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
Men's Wicked Soft Flannel Shirt, Slightly Fitted Untucked Fit
Price was from: $49.95 now: $19.99
Men's Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $54.99
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit, Plaid
Men's BeanFlex® Twill Shirt, Traditional Untucked Fit, Long-Sleeve
Price was from: $64.95 now: $54.99

Casual Shirts For Older Men

When it comes to building a wardrobe that feels just right for everyday living, casual shirts are a natural choice for older men who value comfort, practicality and timeless style. These shirts are designed with features that make getting dressed each day a pleasure, with soft, durable fabrics and details that stand up to regular wear. Whether you’re heading out for a morning walk, enjoying a backyard barbecue with family, or tackling errands around town, a good casual shirt brings together lasting quality and easygoing versatility. Many men appreciate shirts with relaxed silhouettes, breathable materials like cotton or linen, and thoughtful touches such as chest pockets or button-down collars. These details aren’t just about looks—they make life simpler, whether you’re reaching for your reading glasses or keeping cool on a warm afternoon. In May, as the days grow longer and the air turns mild, there’s nothing quite like slipping into a lightweight shirt that moves with you, ready for whatever the day brings. The right shirt can be layered over a favorite tee on breezy days or worn on its own when the sun is shining, adapting easily to shifting temperatures and spontaneous plans.

Casual shirts also make a thoughtful gift, especially for fathers, grandfathers, uncles, or friends who appreciate clothing that’s both comfortable and practical. They’re a welcome addition to any closet, offering options for everything from leisurely mornings with the newspaper to weekend outings with loved ones. Many men find themselves reaching for these shirts again and again, drawn by their reliable fit and the way they pair effortlessly with jeans, shorts, or even casual slacks. The appeal is in the details: easy-to-roll sleeves for a laid-back look, sturdy buttons that hold up to repeated use, and classic patterns or solid colors that never go out of style. For those who enjoy spending time outdoors—whether it’s tending the garden, fishing at the lake, or simply relaxing on the porch—a comfortable, well-made shirt can make all the difference. It’s about feeling at ease in your clothes, knowing they’ll hold up through seasons of wear and still look great. If you’re looking to refresh your own collection or searching for a gift that’s sure to be appreciated, you’ll find plenty of inspiration and options on our Male Casual Shirts page, where timeless design meets everyday comfort.