Men's Fall Outfits: Essential Guide to Jackets, Flannels, and More

You know the drill: temperatures drop, the layers come out. Fall is the season to gear up with men's fall outfits, and we’re not talking about trendy pieces from overseas factories. We’re talking American-made flannels with grit, jackets that hold their shape (and story), and all the essential layers that actually live up to the word essential.

Whether you’re heading into the mountains or the heart of the city, this guide breaks down the key fall staples every man needs—built to last, made with purpose, and designed to stand out without trying too hard.

What Does Men Fall Outfits Even Mean?

Now I know what you’re thinking - dressing for fall? Why does that even matter? .

Here’s the thing - dressing for fall doesn’t have to mean conforming to mainstream fashion or spending loads of money on designer clothes. It’s about finding your own personal style and simply adapting it to fit the season.

First off, let’s talk about comfort. As the temperatures start to drop during the colder months, your summer wardrobe just won’t cut it anymore. You need those layers and thicker fabrics to keep you warm and cozy.

But that doesn’t mean you have to sacrifice style or authenticity.

In the next section, we’ll be going over some key fall fashion pieces that will not only keep you warm but also help you achieve that effortlessly cool autumn look.

Iconic Fall Jackets

Overdrive Waxed Canvas Jacket

Made for the man who values durability, this jacket is tough enough for a day on the trails but sleek enough for a night in the city. Waxed canvas means it’s ready for whatever fall throws at you, and it can be effortlessly thrown over both formal and casual attire, making it a versatile choice for different occasions.

Color Recommendation: Seaweed gives a subtle nod to nature while pairing effortlessly with most fall tones.

Royale Limited Edition Flannel-Lined Denim Jacket

This isn’t just a jacket; it’s an experience crafted with the perfect fabric. Lined with flannel, it’s ideal for staying warm without bulking up your outfit. The Ranch Tan finish screams Americana spirit while offering versatility for casual or dressed-up looks.

Chapman Limited Edition Corduroy Shirt Jacket

For those in-between days, this corduroy beauty combines the laid-back vibe of a shirt with the function of a jacket. Perfectly fitted and ridiculously soft, it’s made for layering. This piece is ideal for achieving a business casual look by mixing formal and casual elements.

Styling Tip: Pair with a Devium flannel or vintage tee for effortless class.

The Power of Flannels

Boca Long Sleeve Flannel Shirt

This fan favorite is everything a flannel should be. Warm, soft, and finished with impeccable stitching, it’s a versatile must-have.

Color Recommendation: Canned Jam adds a bold twist to traditional plaid, while Goldrush Red celebrates the hues of autumn. Lowrider Yellow is another excellent choice, offering a rich and versatile color that is perfect for both autumn and spring wardrobes.

Alder Long Sleeve Flannel

With its herringbone weave, the Alder brings subtle texture to your outfit. An understated yet impactful choice perfect for work or weekend adventures.

Effortless Base Layers

From tees to heavyweight shirts, Devium offers the layers you need to transition seamlessly from cool mornings to crisp afternoons.

Coburn Heavyweight Long Sleeve Shirt

Built like armor but offers unmatched softness and feels like a dream. If mornings dip into the frost zone, you’ll be glad to have this in your arsenal.

Pro Tip: Wear it solo or as a mid-layer beneath a waxed canvas jacket.

Sidewalk Vintage Long Sleeve Tee

The perfect base layer. Ultra-soft and easy to pair with anything, it’s the workhorse of your wardrobe.

Pants That Work as Hard as You

The right pair of pants ties every fall outfit together, bringing form and function.

A well-chosen suit can create a polished look when combined with casual pieces like flannel shirts or styled as separates for a more relaxed appearance.

Proper Canvas Work Pant

Tough as nails but comfortable enough to be worn all day. These are built for versatility, whether you’re fixing up the barn or meeting the guys at a brewery.

Color Choice: Loden green adds a fresh spin to your fall palette.

Workhorse Chino Pant

These chinos are as good on date night as they are on casual Fridays. Slim-fitting but not restrictive, they’re polished while allowing for movement. They can be easily paired with a dress shirt for a more formal look, making them versatile for various occasions.

Devium pants are not just “pants.” They’re investments in fit, durability, and the people who make them right here in America.

The Art of Layering Tips for Fall

Fall is all about layering. Here’s how to master this fine American craft with some easy style tips:

For those crisp autumn nights, consider pairing warm, rich colors and fabrics like flannel to create versatile outfits suitable for the cooler evenings.

Start with Base Layers

Begin with a comfortable shirt like the Sidewalk Vintage Tee or the Coburn Heavyweight Long Sleeve Shirt. Stick to neutral colors like grey or off-white to create a versatile foundation.

Add Functional Warmth

Layer a flannel, like the Boca Long Sleeve Flannel Shirt in Goldrush Red, over your base. It adds texture, color, and an instant nod to fall. Leave it slightly unbuttoned for a casual vibe or button up for added warmth.

Top It Off

Seal the deal with a jacket, like the Overdrive Waxed Canvas Jacket in Seaweed. This dependable outer layer will protect you from autumn’s unpredictability while tying your outfit together.

Accessorize the Right Way

Finish strong with a Delaine Merino Wool Beanie or a layering scarf for those crisp mornings. Remember, the details are what elevate good style to legendary.

Building Your Casual Fall Outfit

Now that we’ve covered the essentials for a stylish and functional fall wardrobe, let’s put it all together. Here are three examples of casual fall outfits you can easily recreate. Incorporating playful elements like a striking statement jacket or a mix of casual and dressy attire can make your outfits stylish and fun.

Sweaters and Chinos

For those days when the weather isn’t quite chilly enough for a jacket, opt for this sophisticated yet comfortable outfit. Begin with your favorite pair of neutral-colored chinos – a versatile and timeless choice for any wardrobe. On top, go for a classic knit sweater, such as the crew neck sweater in black or navy, which will pair well with almost any color of chinos. 

For an added layer of warmth, throw on a stylish bomber jacket in a neutral tone like olive or beige. Complete the look with some clean white sneakers or leather loafers. Consider incorporating light-weight fabrics to enhance comfort and versatility.

Leather Jacket and T-Shirt

For a cool and casual look, you can never go wrong with a leather jacket and t-shirt combo. Start with your favorite pair of slim-fit jeans – a versatile and comfortable choice for any occasion. Add on a plain white t-shirt, tucked in or out depending on your preference. 

Then top it off with a sleek leather jacket. Leather jackets are essential for men's fashion, offering versatility and style that can be dressed up or down. This effortless outfit can take you from day to night with ease.

Denim Jacket and Chinos

For a more rugged and laid-back look, opt for a denim jacket paired with chinos. The contrast of the two fabrics creates an interesting and stylish combination. Choose a dark wash denim jacket and pair it with slim-fit khaki or olive chinos. Finish off the look with some white sneakers or leather boots for a versatile and casual outfit. Bold and bright patterns in your flannel shirt can help you stand out in a crowd, adding a touch of personal expression and individuality.

Bomber Jacket and Joggers

For a sporty and comfortable look, try pairing a bomber jacket with joggers. This combination is perfect for running errands or lounging around on the weekend. Choose a neutral colored bomber jacket and pair it with black or grey joggers. 

Complete the look with some trainers or slip-on sneakers for maximum comfort. This way, you can enjoy coziness without sacrificing style.

Puffer Jacket and Jeans

Stay warm and stylish in colder weather by pairing a puffer jacket with jeans. The puffiness of the jacket adds texture to your outfit while still keeping you cozy.

For winter, consider layering with sweaters and choosing fabrics that provide extra insulation to ensure warmth and versatility.

Why Build Your Fall Wardrobe with American-Made Clothing?

Wearing American-made clothing isn’t just about fashion. It’s about championing artisans in small business towns across America. It’s about investing in quality, durability, and sustainability. 

And when you choose Devium, you become part of a movement that supports local supply chains, reduces environmental impact, and celebrates the precision of American craftsmanship. 

Go Forth and Conquer Fall

Fall is when adventure calls and layers become your secret weapon. With Devium’s timeless collection, you’ll feel ready to walk into a mountainside cabin or a downtown whiskey bar without missing a beat.

The style? It’s all-American. The attitude? It’s all you.

Haven’t joined the American-made movement yet? Explore our small-batch originals today and start piecing together an essential wardrobe that does more than fit. It belongs.