Fall Casual Shirts

Embrace the crisp, cool days of autumn with our collection of fall casual shirts, designed to keep you comfortable and stylish throughout the season. Whether you're taking a leisurely stroll through colorful foliage or gathering around a cozy bonfire with friends, these shirts offer the perfect blend of versatility and timeless appeal. With a variety of styles and colors to choose from, you'll find just the right shirt to match your outdoor adventures and casual gatherings. Crafted with quality and durability in mind, each piece promises lasting value for many falls to come.

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298 Items

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 Chamois Shirt, Traditional Fit, Plaid
Price was from: $84.95 now: $59.99

A deep blue plaid chamois shirt made from 7.5 oz. Portuguese cotton flannel for exceptional warmth.

Pros: Exceptional softness High quality fabric Attractive color and pattern Great warmth Comfortable fit
Men's Chamois Shirt, Traditional Fit

A heavyweight charcoal gray heather flannel shirt made from 7.5 oz. Portuguese cotton for exceptional warmth.

Pros: High quality Perfect fit Warmth Great appearance 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 Comfortable Good fit Nice color
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check

A wrinkle-free blue check shirt made from 100% cotton poplin with moisture-wicking TrueCool® fabric.

Pros: High quality Wrinkle-free Lightweight Good fit Comfortable
Men's Fleece-Lined Flannel Shirt, Traditional Fit

A supersoft black plum plaid flannel shirt with cozy polyester fleece lining and a relaxed traditional fit.

Pros: Quality Comfort Warmth Softness Versatility
Men's Sherpa-Lined Scotch Plaid Shirt, Slightly Fitted

A slightly fitted, ultrawarm shirt combining black watch plaid flannel and soft Sherpa fleece lining.

Pros: High quality Attractive design Soft Sherpa lining Exceptional warmth Comfortable fit
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
Women's Pima Cotton Tee, Shawl Long-Sleeve

A luxurious white long-sleeve tee made from 100% American-grown Supima® cotton with a flattering shawl collar.

Pros: High quality Flattering fit Versatile style Soft fabric Comfortable to wear
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check

A nautical blue, wrinkle-free check shirt made from 100% cotton poplin with moisture-wicking TrueCool® fabric.

Pros: High quality Wrinkle-free Stylish design Comfortable Good fit
Men's Katahdin Performance Flannel Shirt, Slightly Fitted
Price was from: $99.95 now: $59.99

A slightly fitted, quick-drying plaid flannel shirt in gingerbread and burgundy brown with reinforced elbows.

Pros: High quality fabric Stylish design Comfort Warmth Durable
Men's Signature 1933 Chamois Cloth Shirt, Slim Fit, Pattern
Price was from: $89 now: $59.99

A slim-fit chamois flannel shirt in forest shade vintage ducks, made from 100% cotton flannel.

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

An indigo chambray shirt with built-in stretch, moisture-wicking cotton blend, and a relaxed untucked fit.

Pros: High quality Versatile design Good color options Soft fabric 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 Wrinkle-Free Ultrasoft Brushed Cotton Shirt, Long-Sleeve, Slightly Fitted Untucked Fit
Price was from: $69.95 now: $44.99

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

Pros: Great fit Attractive appearance Wrinkle-free Comfortable brushed cotton Beautiful color
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit, Plaid
Price was from: $74.95 now: $44.99

A yellow cotton-blend plaid shirt with stretch, moisture-wicking performance, and a relaxed untucked fit.

Pros: Well-made and durable High quality material Stylish design Attractive color and print Comfortable fit
Men's Chamois Shirt, Slightly Fitted, Plaid
Price was from: $84.95 now: $54.99

A deep blue, slightly fitted chamois shirt made from 7.5 oz. Portuguese cotton flannel for exceptional warmth.

Pros: Exceptional warmth Durable quality Comfortable wear Versatile use True to fit
Men's Chamois Shirt, Slightly Fitted

A deep green, slightly fitted men's shirt made from 7.5 oz. Portuguese cotton flannel for exceptional warmth.

Pros: Great fit Well-constructed seams Exceptional warmth Soft and comfortable High-quality fabric
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Short-Sleeve

A breathable green cotton-blend chambray shirt with built-in stretch and a relaxed, untucked fit.
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
Price was from: $79.95 now: $54.99

A rugged, midweight 100% cotton flannel shirt in classic navy plaid with a slightly fitted untucked fit.

Pros: Great fit High-quality material Well-built Very comfortable Excellent return policy
Men's Maine Guide Shirt with PrimaLoft

A warm PrimaLoft wool blend shirt with sturdy construction, available in cream and black check patterns.

Pros: Great fit Excellent quality Warmth Comfortable Stylish appearance
Men's Comfort Stretch® Oxford Shirt, Traditional Untucked Fit

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

Pros: Quality fabric Versatile Good fit Dressy yet comfortable Casual style
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 Comfort Stretch Pima Tee Shirt, Short-Sleeve Henley
Price was from: $49.95 now: $34.99

A dark indigo heather short-sleeve henley made from soft Pima cotton with a touch of spandex.

Fall Casual Shirts

As the first hints of crispness touch the air and the days begin to shorten, there’s something special about reaching for a favorite fall casual shirt. This time of year, shirts become more than just a layer – they’re a companion for everything autumn brings, from cool morning walks and backyard gatherings to last-minute leaf-peeping adventures. Whether you’re heading out to the pumpkin patch with family, meeting friends for a hike, or simply settling in for a cozy evening by the fire, a well-chosen casual shirt helps you feel comfortable and ready for anything. The best fall shirts are made with quality materials that offer just the right amount of warmth without feeling heavy, and are designed to layer easily over a tee or under a vest when the weather turns brisk. Look for classic patterns and rich, earthy colors that echo the changing landscape – deep reds, warm golds, and timeless plaids that never go out of style. Details like sturdy buttons, easy-to-roll sleeves, and soft-yet-durable fabrics make all the difference, ensuring your shirt stands up to everything from apple picking to raking leaves.

When choosing a casual shirt for fall, versatility is key. A great shirt should feel at home whether you’re out on the trail or relaxing on the porch, and should transition seamlessly from outdoor activities to casual gatherings. Many people appreciate shirts with a relaxed, easygoing feel that still look put-together – something you can wear to a weekend brunch or to a family dinner. These shirts also make thoughtful gifts, especially for those who love spending time outdoors or who appreciate practical, lasting value in their wardrobe. Giving the gift of a comfortable, well-made shirt is like giving someone a little piece of autumn’s warmth and comfort, perfect for birthdays, back-to-school, or just because. For those who like to plan ahead, it’s also a good idea to consider how your fall shirts will carry you into the colder months. Layering is second nature once the temperature drops, and many fall favorites pair perfectly with sweaters or jackets. If you’re already thinking about winter, you might want to explore our collection of Casual Winter Shirts for even cozier options.

No matter how you spend your fall, the right casual shirt is a staple you’ll reach for again and again. It’s about more than just comfort – it’s about feeling ready for every moment, from spontaneous hikes to quiet afternoons spent outdoors. With thoughtful features and timeless style, these shirts are designed to last through many seasons of memories, making them a trusted part of your autumn adventures year after year. Whether you’re refreshing your own closet or searching for a gift that’s sure to be appreciated, a durable, comfortable fall shirt is always a welcome addition. Enjoy the season to the fullest, knowing you’ve got a shirt that’s up for anything autumn brings your way.

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Fall Casual Shirts