Mens Autumn Shirts

When crisp air and colorful leaves signal the start of a new season, it’s time to refresh your wardrobe with mens autumn shirts. Whether you’re heading out for a weekend hike, gathering around the campfire, or simply enjoying the outdoors with family, these shirts are built for comfort and versatility. With classic styles and timeless colors inspired by fall, they make it easy to layer up and stay comfortable wherever autumn takes you. Count on lasting quality and dependable style all season long.

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476 Items

Men's Two-Layer River Driver's Shirt®, Traditional Fit Henley

A classic charcoal Henley with a wool blend outer layer and soft cotton inner layer for warmth.

Pros: High quality Versatile use True to size Great warmth Comfortable fit
Men's Scotch Plaid Flannel Shirt, Traditional Fit

A soft, durable flannel shirt in authentic Scottish tartan, made from high-quality Portuguese cotton.

Pros: Fits well Good quality Softness Warmth Comfortable
Men's Wicked Good Flannel Shirt, Traditional Fit, Houndstooth

A deep sapphire multi flannel shirt offering superior softness, warmth, and a wrinkle-resistant traditional fit.

Pros: Beautiful design Wrinkle-resistant Warmth Durable Superior softness
Men's Chamois Shirt, Traditional Fit, Plaid
Price was from: $84.95 now: $62.99

A heavyweight plaid flannel shirt in barley, made from 7.5 oz. Portuguese cotton for exceptional warmth.

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

A heavy-weight, charcoal gray heather flannel shirt made from 7.5 oz. Portuguese cotton for exceptional softness.

Pros: Nice color options Great quality Exceptional warmth Soft fabric Comfortable fit
Men's Scotch Plaid Flannel Shirt, Slightly Fitted
Price was from: $59.95 now: $49.99

A slightly fitted flannel shirt in blue Mackellar tartan, made from 100% Portuguese cotton.

Pros: Great fit High quality Softness Warmth Comfortable
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Check

A wrinkle-free, 100% cotton poplin shirt in Bering Blue check with moisture-wicking TrueCool® fabric.

Pros: Fits well Good quality Wrinkle-free Lightweight 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 plaid shirt combining soft Portuguese flannel and Sherpa fleece, in Black Watch.

Pros: Great fit High quality Attractive design Exceptional warmth Soft and comfortable
Men's Wrinkle-Free Kennebunk Sport Shirt, Traditional Fit Short-Sleeve Check

A short-sleeve orange check shirt crafted from wrinkle-free cotton poplin with moisture-wicking TrueCool® fabric.
Men's Wrinkle-Free Pinpoint Oxford Cloth Shirt, Traditional Fit Tattersall

A wrinkle-free, 100% cotton tattersall shirt in crystal blue with a traditional fit for all-day comfort.

Pros: High quality Wrinkle-free Easy to care for Durable Comfortable fit
Men's Wrinkle-Free Kennebunk Sport Shirt, Slightly Fitted Check
Price was from: $69.95 now: $58.99

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

Pros: Attractive color High-quality construction Wrinkle-free fabric Comfortable fit No ironing needed
Men's Comfort Stretch® Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Print
Price was from: $69.95 now: $59.99

A pink cotton blend chambray 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: $34.99

A wrinkle-free, vintage indigo shirt in ultrasoft brushed cotton with a slightly fitted, untucked design.

Pros: Great fit Attractive appearance Wrinkle-free Comfortable brushed cotton Nice color
Men's Chamois Shirt, Slightly Fitted, Plaid
Price was from: $84.95 now: $41.99

A forest shade, slightly fitted flannel shirt made from 7.5 oz. Portuguese cotton for exceptional warmth.

Pros: Perfect fit Exceptional warmth Comfortable wear Excellent quality Versatile use
Men's 1912 Field Flannel Shirt, Slightly Fitted Untucked Fit, Plaid
Price was from: $79.95 now: $59.99

A rugged brown cotton flannel shirt with a soft brushed finish and durable triple-needle stitching.

Pros: Great fit Very comfortable Soft fabric
Men's Maine Guide Shirt with PrimaLoft

A warm PrimaLoft wool blend shirt in cream and black check, ideal for layering and outdoor activities.

Pros: Great fit Excellent quality Warm and comfortable Durable material Stylish appearance
Men's Maine Guide Shirt

A durable, plaid field guide shirt in red and black, made from an 85% wool and 15% nylon blend.

Pros: Great fit High quality Good quality Cushioning Warm
Men's Comfort Stretch Chambray Shirt, Traditional Untucked Fit, Short-Sleeve, Stripe
Price was from: $59.95 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 Chambray Shirt, Traditional Untucked Fit, Long-Sleeve, Stripe
Price was from: $74.95 now: $62.99

A breathable blue cotton-blend chambray shirt with built-in stretch and a moisture-wicking, untucked design.

Pros: Easy care Perfect fit Stylish design Comfortable stretch Great fabric
Men's Maine Guide Zip-Front Jac-Shirt, Plaid

A rugged wool/nylon jac-shirt in plaid, perfect for layering with a relaxed traditional fit.

Pros: Great fit High quality Warmth Durable Comfortable fabric
Men's Comfort Stretch® Chambray Shirt, Long-Sleeve, Slightly Fitted Untucked Fit, Plaid
Price was from: $74.95 now: $36.99

A breathable, moisture-wicking plaid chambray shirt with built-in stretch and a slightly fitted untucked fit.
Men's Maine Guide Lightweight Wool Field Shirt, Plaid

A lightweight merino wool blend field shirt in royal red and black plaid, offering warmth and durability.
Men's MIF&W Tee, Long-Sleeve Moose

A light heather grey cotton blend long-sleeve tee supporting Maine's wildlife, featuring an embroidered moose.

Mens Autumn Shirts

As the days grow shorter and the air takes on that unmistakable crispness, autumn becomes the perfect season to refresh your shirt collection with versatile, comfortable options designed for all the ways you enjoy the outdoors and everyday life. Men’s autumn shirts are built to handle everything from cool morning commutes to spontaneous weekend hikes, backyard gatherings, and evenings spent around a crackling fire. With their timeless styles and durable construction, these shirts are designed to keep up with the changing weather—layered over a favorite tee for extra warmth or worn solo on those milder afternoons when the sun peeks through the turning leaves. The right autumn shirt offers just the right balance of comfort and practicality, featuring soft, easy-care fabrics that feel great against the skin, and thoughtful details like button-down collars, roomy pockets, and sturdy stitching that stand up to repeated wear. Whether you’re reaching for a classic plaid, a rugged flannel, or a versatile chambray, each shirt is crafted with lasting value in mind, so you can rely on it season after season.

When choosing men’s autumn shirts, it helps to consider where and how you’ll wear them most. For some, these shirts are an everyday essential—ideal for the office, running errands, or meeting friends at the local diner. For others, they’re the go-to choice for outdoor activities, from apple picking with family to taking in the fall foliage on a favorite trail. They also make thoughtful gifts, especially for dads, brothers, sons, or friends who appreciate clothing that’s both functional and timeless. Many men look forward to pulling on a favorite shirt as the leaves start to change, knowing it’s ready for whatever the day brings—whether that’s splitting firewood, grilling on the porch, or simply enjoying a quiet afternoon with a good book. The best autumn shirts are those you’ll reach for again and again, thanks to their dependable comfort, classic style, and the sense of familiarity they bring to the season’s rituals. And when it’s time to transition to warmer days, you’ll find a similar approach to comfort and versatility in our Mens Spring Casual Shirts collection, thoughtfully designed for the changing needs of the season.

With so many styles to choose from, it’s easy to find men’s autumn shirts that fit seamlessly into any wardrobe. Look for shirts that offer a relaxed, easygoing feel without sacrificing durability, so you can move comfortably from weekday routines to weekend adventures. Subtle earth tones, rich plaids, and classic solids all capture the spirit of fall and pair well with jeans, cords, or your favorite outdoor pants. Many autumn shirts are designed with layering in mind, making them a smart addition to your cool-weather lineup—perfect under a sweater or vest, or as a lightweight jacket alternative on milder days. The right shirt not only keeps you comfortable, but also helps you make the most of every autumn moment, whether you’re exploring new trails, tackling yardwork, or gathering with loved ones for a harvest meal. With their enduring style and reliable construction, men’s autumn shirts are a true staple for the season, ready to help you embrace all the possibilities that fall has to offer.

FAQs

Men’s autumn shirts are often crafted from soft, durable materials like brushed cotton, flannel, corduroy, and lightweight twill. These fabrics offer warmth and comfort while remaining breathable, making them ideal for layering during changing fall temperatures.

Yes, many men’s autumn shirts are designed with versatility and durability in mind, making them great for outdoor activities such as hiking, camping, or casual walks in the park. Their sturdy construction and comfortable feel ensure they perform well both indoors and out.

Men’s autumn shirts can be easily dressed up or down. Pair them with jeans or casual pants for a laid-back look, or layer under a sweater or vest for added warmth. For gatherings or evenings out, a classic plaid or solid shirt can be tucked in and worn with a belt for a more polished appearance.

Autumn shirts make thoughtful gifts because of their practicality, comfort, and timeless style. They’re suitable for a variety of occasions and appeal to anyone who enjoys spending time outdoors or values versatile wardrobe staples.

Most men’s autumn shirts are easy to care for—simply machine wash with like colors and tumble dry on low. For best results, follow the care instructions on the label to maintain the shirt’s color, shape, and softness season after season.

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Mens Autumn Shirts