10 Fall Outfits That Work for Every Man

August 11, 2022 5 min read

10 Fall Outfits That Work for Every Man

When the leaves change and temperatures start to drop, it's time to switch up the wardrobe for long sleeves, pants and thicker fabrics. If you're looking for ways to spruce up your closet this autumn, our trendy list of men's fall outfits should do the trick. From comfy sweaters to casual hoodies, there are many fall classics to consider. Continue reading for fall inspiration!

Best Fall Outfits for Men

Trying to decide what to wear in the fall? Below are 10 staple pieces to consider adding to your autumn wardrobe.

1. Flannel

A soft woven fabric typically made from wool or cotton, nothing says fall quite like a warm and comfy flannel shirt. While plaid is the most popular pattern for flannels by far, you can also choose a solid color if preferred. 

For a classic autumn outfit, try pairing a red, brown or gray flannel with blue jeans. Offset the plaid with a contrasting neutral-colored tee underneath, then complete the look with a pair of retro sneakers or combat boots. Just remember that you should never mix a plaid flannel with plaid pants — or any other pattern for that matter.

2. Pullover Sweater

Seeing as autumn is prime “sweater weather,” it's only natural to add this classic to your collection. A pullover sweater with jeans or chinos is a simple yet elegant fit. Sweater colors like crimson, gray and navy are ideal for fall.

You can even enhance the outfit by adding your favorite button-down underneath — and if you're feeling extra fancy, maybe even a tie. Depending on the dress code, you can opt for more casual footwear — like slip-on sneakers or boots — or some upscale dress shoes

3. Hoodie

Comfy, sporty and breathable, a hoodie is the perfect casual wear this fall. However, a hoodie that's too big and loose may appear unkempt. Try choosing one with a fitted look, but not so tight that you can't breathe. 

Be sure to add a t-shirt or tank underneath your hoodie. You can even layer a hoodie underneath a denim or bomber jacket for a refined yet easygoing look. Top off the outfit with some sneakers and dark jeans or fitted sweats.

Whether hiking in the woods or having a campfire with friends, this is an ideal fit for casual outdoor activities. You can stay warm during those cool autumn nights without sweating or overheating.

4. Denim Jacket

A timeless denim jacket is another fall wardrobe essential. With its high versatility, you can wear it with a variety of shirts, bottoms, shoes and accessories. While it's not everyone's cup of tea, you can try pairing your denim jacket with jeans. Just make sure you choose different washes for a nice contrast.

For a slightly more sophisticated fit, chino pants can also complement a denim jacket. A dark-wash denim jacket and tan chinos, in particular, create a nice contrast of color and garment. Consider a pair of loafers to top off this look.

What to Pair with a Denim Jacket

5. Leather Jacket

A leather jacket is a chic finishing touch to any outfit. It's also a must-have piece when temperatures start to decline. Consider your preferred style when choosing a leather jacket. The motorcycle jacket, for instance, is shorter and form-fitting.

Another popular style is the leather bomber jacket. It has a soft turn-down color, usually with a fleece or cloth lining. It also has a ribbed bottom and wrists. Whatever style you choose, a brown or black leather jacket looks exceptionally sharp with some dark jeans and sneakers or boots.

6. Quilted Jacket

If you frequent the outdoors and there's a possibility of rain, a quilted jacket can keep you warm, dry and stylish all at once. This essential outerwear is usually weatherproof and can keep you toasty on those chilly fall nights. 

There are many colors and styles of quilted jackets available and any of them will work. For optimal versatility, try choosing a classic style — one without a collar — in an earth tone like black, olive green, navy or gray.

7. Guayabera

Whether you're going out with friends, attending a fall wedding or need a sharp fit for work, a long-sleeved guayabera is an excellent choice. Also called a "Mexican wedding shirt," the typical guayabera has two to four pockets on the front, as well as vertical embroidery down the front and back of the shirt. 

Because guayaberas are traditionally short-sleeved and lightweight, they're usually considered a summer piece. However, choosing a long-sleeved style means you can conquer this piece in fall as well. Depending on the event, you can pair a guayabera with jeans, chinos or dark trousers. A pair of loafers or similar footwear complements this fit nicely.

8. Shawl Collar Cardigan

It's no surprise that cardigans continuously make a fashion comeback. A comfy knit sweater with an open front, this classic should be a core piece in your closet this fall. Your best bet is to opt for a chunkier or thicker cardigan with buttons and a shawl lapel. If you choose a smaller and thinner style, it may run the risk of appearing feminine. 

A dark-colored cardigan like charcoal, black or navy is a staple that complements a variety of fits. We recommend a white or light gray tee underneath to offset the dark sweater.

9. Chambray

Chambray is a plain-weave cotton fabric that's perfect for crisp temperatures. While its appearance resembles denim, it's softer and more lightweight. Chambray shirts are typically light blue in color, but you can find them in a range of hues. 

With its weathered and slightly rugged appearance, chambray tends to complement more casual fits. However, you could dress it up under a navy blazer or tuck it into a pair of light trousers if desired.

10. Sport Coat

Finally, you can't go wrong with this gentlemen's staple — the sport coat. Unlike a suit jacket, the sport coat is designed to be worn on its own without matching trousers. Consider pairing it with a tie and button-down for a stylish, classic look. If you'd like a more casual fit, it also looks great with solid color t-shirts or polos

As far as pants, we recommend trousers in neutral colors like beige, gray or black. Depending on the event, you can choose casual sneakers or formal footwear. 

Shop Fall Outfits at Penner's

Autumn is just around the corner and you'll want to look your best this season. At Penner's, you can find a variety of pieces to reflect your personal style. Whether you're looking for custom suits and sport coats, pants or casual and dress shirts, we have everything you need to feel comfortable and stylish this fall. 

Shop Men's Fall Outfits at Penner's

Browse men's clothing and accessories on our website or contact us with questions about finding the perfect fit!