There was always a sort of magic to fall, wasn t there? The air becomes crisp, coffee is tastier and all of a sudden, every outfit seems more purposeful. But this year? Fall 2025 is dragging us into a style zone that is as cosy as it is high-end and surprisingly artistic. What is the current trend in men fall outfits? How do you keep warm and still look good without looking like you are trying too hard? Absolutely — and this roundup is proof.
Old money textures to streetwear twists, campus-cool throwbacks to laid-back luxury, these looks can be used as real-life inspiration to anyone constructing their seasonal wardrobe. Whether you’re layering up for a Sunday coffee run or just scrolling Pinterest wondering what your next jacket moment should be, I’ve got you.
So, here are some of the easily great looks that simply understand fall fashion. Here’s what I’m loving for fall outfits for men 2025 — one image, one idea, one vibe at a time.
Urban Cool with a Puffy Twist
It is indubitably cool to have a puffer jacket on top of a deep navy hoodie. This style has nailed the balance between functionality and fashionability which is why it is one of the most common fall outfits in men casual stylish. It has a casual, every-day vibe, especially with its relaxed-fit light-wash denim and white sneakers, and it looks equally comfortable on cold sidewalks or spontaneous outdoor gatherings.
Let’s break it down. The black puffer is a clever seasonal investment, it is warm but not bulky, with the right amount of structure to keep its shape. The hoodie provides the soft layering effect that we all desire when the temperatures are low. The light jeans relax the tone and make the ensemble daytime-friendly, and the white kicks complete the look with a fresh ending. This combination is so naturally balanced with easy street styles and it fits literally everyone.
This type of layering is, personally, the most practical during the first weeks of fall, or, say, when you are always in a hurry and you do not want to think much about what can work. It’s giving warmth, it’s giving cool, and yes, it’s giving Pinterest-worthy without even trying.
The only thing I would add would be a ribbed beanie in charcoal or a simple side-sling bag. That would seal the beauty and give it a bit more visual appeal. But even as-is? It’s a no-notes moment.
College Prep, 2025 Edition
This appearance is a fluent varsity cool – and, to be honest, I like it. A vintage forest green collegiate sweatshirt and corduroy pants along with matching sneakers combine the old texture and color with a contemporary figure. It is one of those fall men autumn outfits that make people turn heads without even noticing.
Corduroy has made a huge comeback, not only on trousers. However, in this case, it is done in a more subtle way, in a beige color, which contrasts perfectly with the graphic of the sweatshirt. The matching green-and-white kicks? Pure coordination gold. It is a style that you put on when you are going to the class or to brunch and you want people to ask you whether you have been to a lookbook shoot.
I adore this outfit because of its hidden confidence. No logos screaming for attention, no over-layering. It is providing clean, casual comfy and a bit nostalgic in the best sense. And this is a very timely fashion decision as the GQ Fall Trend Report says that the varsity-inspired fashion is here to stay.
To elevate it a touch? I would wear a camel trench or even a light puffer vest. However, in reality, this one checks most of the fall outfits for men casual classy boxes.
Textured Layers and Timeless Boots
The thing is that you put a brown suede jacket on a fitted sweater and jeans and all of a sudden you have that old money meets downtown Paris thing going on. And these boots? Chef’s kiss. This outfit can easily fall into the fall outfits for men classy and fall outfits for men old money category, it is sophisticated, deliberate, and highly wearable.
The jacket sets the tone. That slightly rugged suede plays off the softness of a wool-blend crew neck in a neutral gray perfectly. The dark denim balances the outfit and makes it classic, and the leather Chelsea boots give a sophisticated touch. This combo? Great for everything from date nights to weekend markets.
I have always thought that one such incredible jacket can make all your winter outfits. It is an anchor item, something you can just put on over anything and still look put together. And suede gives a sort of natural autumn mens fashion texture that is difficult to imitate with synthetics.
The only thing I would add to this look is a patterned scarf or leather gloves, something that would add a little bit of pattern to this outfit but not scream. Otherwise? This one’s set.
Monochrome Earth Tones with a Minimalist Edge
Minimalism is not dull, and this outfit is a demonstration of this fact. Tan outfit, white tee, baseball cap, black sneakers, clean lines, that casual fall outfits for men vibe that we all can not get enough of. Ideal for lazy days when you still need to appear that you have your life in order.
The monochrome palette here is key. It appeals to fashionable neutrals and remains down to earth and practical. The relaxed silhouette of the jacket and pants makes it comfortable, but the structure (hello, neat seams and collar) keeps it sharp. It is an excellent travel day, coffee run outfit or anything that you want to wear when you are feeling like you are the effortlessly coolest person in the world.
Personally, I trend towards this sort of look when I am tired of layering, it is a freshly simple way of looking put-together without having too many items. And if you’re someone who tends to over-accessorize, this could be your cue to simplify.
To add a bit of extra depth, I would perhaps replace a ribbed sock or a thin gold chain. Or not. Because honestly, it’s kind of perfect in its simplicity.
Effortlessly Polished Street Style
If you’re not into loud statements but still want to look stylish? This look hits the mark. A white t-shirt under a tan overshirt, black fitted trousers, white sneakers, and a sleek crossbody bag, it is one of those fall outfits for men casual classy that is dressed-up without the fuss.
The tan overshirt adds a bit of texture to the mix and when worn over a clean tee it simply works. The black trousers with a tapered fit take the outfit a step up, so it is slightly more than sweats or jeans. And the structured side bag can not be overlooked either, it gives it a functional, urban touch that fits into the autumn streetwear vibe.
This style brings me to mind of what you would wear in NYC in October, functional, stylish, and ready to do anything. It shows that you do not have to pile on clothes to make a statement, you just have to have good fit, neutral colors, and detail.
Would I switch anything? Maybe a watch or a matte black ring. But otherwise, this one’s gold — clean, modern, streetwear-inspired, and incredibly wearable for any age group (yep, it works for fall outfits for men over 40, too).
Layered Comfort with Streetwise Confidence
This is what occurs when casual layers are mixed with clean street style. The neutral color scheme of the quilted taupe puffer and cream hoodie makes the foundation calming, and the sky-blue jeans and white sneakers add a light touch without being too much. This ensemble is not obnoxious, but it talks, particularly when you are going to have a coffee or going out on a casual day in the city. It’s a textbook example of fall outfits for men casual that are also casual comfy, and honestly, it’s just plain cool.
The hoodie is the unsung hero here. Oversized, worn under a puffer jacket with an ideal matte finish, it makes you feel bundled up, but it does not make you look like you tried to hibernate. Straight-cut jeans with a light wash nod to that ‘90s nostalgia but still feel fresh, especially paired with crisp white sneakers (no scuffs, please). The magic’s in how laid-back it all feels.
I must admit, this type of outfit always comes at the right time when leaves begin falling and the first chill of the season sets in. It’s got that casual street styles vibe—effortless, confident, modern. You do not require a stylist you only require good pieces that go well with each other. This look? It works.
The only thing I would add could be a clean beanie or a canvas crossbody. But it is already a serious candidate of the best autumn streetwear 2025. Minimal and masculine, without ever veering into boring.
Urban Utility in Olive and Cream
In case you are sick of the same jeans-every-day fall rotation, this combo turns the tables without getting out of control. The soft cream crewneck sweater with its tailored simplicity instantly ups the ante of the outfit and the olive green cargo pants adds some trendy utilitarian cool. It is cool yet refined, the sort of ensemble that does not shout it out but says it. An ideal fall back in the fall outfits for men autumn category.
Let’s break it down. The knit is luxurious, a bit fitted, not too soft so that it can be layered, but not too thin to be worn alone. The cargos are not tight but rather slim and the structured side pockets make it look smart and tactical. Bonus: They’re practical. And complete the outfit with tan suede sneakers, and you have that casual comfy look that straddles the line between polished and rough.
I personally adore such an outfit on days when I have to spend time in the city and be prepared to anything. These pants carry everything—keys, phone, lip balm (don’t judge)—and the sweater always looks sharp even if you end up grabbing dinner last-minute.
What I’d suggest for next-level style? Add a camel overcoat or cropped bomber when the temps go down. And overnight, it becomes fall outfits men casual stylish material without making any extra effort.
Smart Neutrals with Retro Touches
This look hits differently—quiet luxury meets throwback ease. The combination of light beige pants and warm chocolate shacket is like a wink to old money, however, in a more contemporary, casual manner. It is not fancy, it is elegant, and this is what makes it one of the most stylish entries in fall outfits in men 2025. It is the kind of ensemble that is complimented in elevators and lingering looks at Sunday brunch.
The structured button-up jacket serves as an outerwear and provides depth without bulk. Underneath, a crew tee keeps it breathable and chill. The light pants are slightly tapered—comfortable, but still sharp. Retro sneakers are the finishing touch: they are fashionable, they are neutral, and they will not shout. This ensemble would fit right in a coffee table book titled Effortless Menswear.
I’m genuinely into this aesthetic. It has that casual classy thing about it that will work at any age. This style can be worn at 25 or when you are looking at fall men over 40 outfits. It’s timeless in the best way.
If I had to tweak anything? Perhaps a knit scarf in a subdued color or tortoiseshell glasses to add in a little more texture. But in actual fact it is already on overtime in the autumn mens fashion lane.
Polished Denim for Golden Hour
Let’s talk color combos—this one’s an underrated gem. Worn-out jeans with a warm-colored burgundy t-shirt and camel trousers? It’s sunset vibes in an outfit. The cut is fitted but not tight, casual but clean, and honestly, the whole look gives big “I’m-ready-for-anything” energy. Perfect in fall men aesthetic outfits, particularly in those early fall waterfront strolls or dates that begin with coffee and conclude with cityscapes.
Denim jackets are back (did they ever leave?), but this one is tailored, not boxy. The tee? A deep wine color that goes well with any skin color. Chinos make it down to earth and the white sneakers make it light. Altogether, it’s a look that fits anywhere, especially if you’re layering up for those unpredictable autumn afternoons.
I believe that every man needs a jacket of this kind it makes any outfit look complete. As GQ once wrote, a good denim jacket can substitute a blazer when done correctly. And this one? Nailed it.
It would be finished off with a leather strapped watch or a simple chain. Or, in case it is cold, you can wear a tan hoodie underneath the jacket so you have that layered effect that everyone is so fond of in casual street styles.
Autumn Grunge, Refined
I never say no to a touch of flannel in my fall wardrobe, and this one is particularly well done. Brown and black plaid, a tight black t-shirt, dark jeans, and simple white sneakers? It’s so fall, but also feels elevated. Just as you are picking up a pumpkin ale in a rooftop bar, and not splitting wood. This ensemble is quite fall outfits men casual classy, and it has a good dose of fall streetwear attitude.
The flannel is a statement as well as a layer. The hardness of the black-on-black below is toned down by rich browns. The look is anchored by slim black jeans which never go out of fashion. And white sneakers? I repeat: they are your best fashion ally all year round.
To be truthful, this is probably my favorite style in this collection. It is easy, subversive, and can be worn on a dozen occasions. It is one of those casual fashionable fits that returns every autumn.
Could you add bombers over it to get more layers? Sure. Would a corduroy cap add some cool? Definitely. However, as is, this one already lands on that streetwear sweet spot.
Smart Prep with a Modern Kick
This aesthetic is a classic prep reimagined in the present, and it does so in the most gorgeous way. We are provided with structure and poise by a forest green sweater over a sharp white collared shirt, and just the right touch of youthfulness by cropped navy trousers and sporty white sneakers with green stripes. It’s one of the more polished fall outfits for men casual classy, striking that clean middle ground between elevated and accessible.
Each piece here serves a purpose. The sweater does not appear stiff and the collar provides it with a preppy structure that is not too academic. The pants are cropped and tapered and make the look modern and breathable and mobile. The sneakers rather than the oxfords or loafers deliberately ground the entire thing. That little pop of green on the shoes? Perfection.
This takes me back to what I wear when I feel like being sharp but not dressed up. It’s the kind of look I reach for on a museum date or a gallery crawl in SoHo. Something about the structure + ease just works. And green, particularly darker greens, are hot this fall, both Men Health and Esquire say.
When you are creating off of this appearance, you can layer it with a camel trench or even a quilted vest when it is colder. But honestly? The base is strong enough to stand alone.
The Everyday Rugged Classic
This is what you put on when the leaves are crunchy and you are going to get cider donuts. Buffalo plaid overshirt over a charcoal tee, light denim and tan work boots, it is a no-brainer in the list of fall outfits of men in autumn mens fashion. This outfit is so approachable and that is its strength.
The check flannel shirt is cozy, lumpy, laid back, and has a touch of lumberjack romance baked in. The gray tee under is basic, balancing out the entire outfit. The boots are complemented with jeans in a faded wash and the boots themselves? Rugged, sturdy, classic. These are not trendy boots but actual fall footwear, which is perfect in case of unpredictable weather and actual walking.
This outfit brings me back to the early fall road trips no-nonsense, no-frills, warm fashion. And, Timberland-style boots are never not in a moment when September comes. They stabilize the ensemble and provide you with that trustworthy feeling.
In case I would develop this further, a wool beanie or even a dark denim jacket would transform it into a simple layered story. In any case, it is an excellent starting point to anyone trying out casual comfy or fall streetwear vibes.
City Night, Neutral Tones
This one is sharp — like, going-for-cocktails-on-a-rooftop sharp. A camel suede bomber with black cropped pants, black tee, and bright white low-tops make a very sleek silhouette, which is undeniably stylish. It is a perfect addition to fall men outfits that are trendy, particularly, to those who want to make statements but do not want to scream.
That jacket speaks volumes, suede gives it a touch of luxury and tactile feel that shouts classy without being overdressed. The black tee brings it back to the ground and a bit mysterious, and the tapered pants keep everything high and tight. The sneakers emit a casual energy that is not too much to be relaxed, yet curated.
I have noticed iterations of this outfit on Instagram stylists and celebrity street style roundups, it is a shape that looks good on many body types and ages. Such a look also perfectly belongs to the fall men over 40 outfits without being a try-hard.
Want to flex it a little more? Add a bold watch (like the one shown) or a matte chain under the collar. And in case it gets cold a longline coat on top would finish the outfit and keep it clean and contemporary.
Heritage Texture Meets Street Simplicity
This appearance is heavy on the fall mens fashion basics – the sort of ensemble you can count on when it is cool and you are walking the city blocks or picking up coffee on a brisk afternoon. A thick knit cream sweater with a brown suede trucker jacket, straight dark jeans and tan Chelsea boots. It’s timeless, yet very now.
The texture of the sweater adds softness to it and the jacket adds that rugged, structured energy to it all. The entire thing is anchored by dark denim and a casual elegance that never goes out of fashion. And those boots? Again — boots are a fall non-negotiable. These ones strike that old money visual note without being pretentious.
I had something very similar to this on a weekend upstate and two strangers complimented me at the wine shop. There’s something magnetic about suede and knit textures in autumn light. And even The Rake has recently shouted about suede jackets as being an investment piece – so it is worth having one that fits you well.
Add a wool fedora or narrow scarf to finish the appearance. Or simply leave it as it is and leave the textures to do all the talking. It’s low-key brilliant.
Muted Knit with Modern Grounding
There is nothing more aesthetically fall outfits for men than a ribbed sweater in cool gray shades, combined with thin black pants and classic leather boots. It is the kind of appearance that is clean, calm, and self-assured, one of those minimalist outfits that do not fade in the crowd.
The cable-knit texture makes it soft and visually deep and the black pants provide a sharp contrast that makes the silhouette appear longer. Brown Chelsea boots ground the ensemble in fall functionality, providing it with an all-weather touch that does not take away the styling.
This is my type of fit when I am working at home but I want to feel dressed to have a productive day and perhaps a casual coffee with a client in the afternoon. It’s calm, but there’s intention behind it. This appearance would be equally suitable on a date night as it would be on errands, which, quite frankly, makes it one of the most versatile ones in this list.
What would take it next-level? A watch, perhaps a leather messenger bag that is slung over a shoulder. This one stands on its own though, which is evidence that casual comfy does not have to be boring.
Relaxed Check Shirt for a Breezy Fall Stroll
There are days when simplicity is all you want, and this outfit embraces that in a very refined manner. A lightweight checked button-down shirt with a bit of tapering on the navy trousers, and the look is completed with white sneakers to make the look relaxed and uncluttered. It has a certain quiet confidence, which is so suitable to the mornings in early fall when you go to get pastries or to walk to your favorite bookstore. An outstanding option of fall wardrobe of men over 40, though it suits anyone who likes to be minimalistic with impact.
The cotton shirt is lightweight and can be layered or worn on its own; the check pattern adds a point to things without being all corporate. The tapered pants provide that casual fancy profile that can be worn both during the weekdays and weekends. And white low-tops? As always, the source of balance between a slightly preppy top and something more down to earth.
This kind of outfit brings back memories of my dad’s style when he actually tried (sorry, Dad), but updated with better tailoring and cleaner lines. There’s something timeless about it that speaks to a man’s confidence in simplicity—no gimmicks, just good taste.
Want to push it further? It would instantly become a navy trench or wool blazer and enter the realm of fall outfits for men that are classy.
Cozy Textures and Rugged Boots
This is your final resort when you need to feel warm but not to lose the structure. This outfit has the perfect base with a heavy ribbed sweater on top of a white shirt, and the attitude comes with the olive cargo joggers and lace-up tan boots. This appearance hits the right balance between comfort and casual and utilitarian chic, which is why it should be tried in the fall outfits for men casual stylish category.
Every piece here pulls its weight. It is thick enough to resist crisp winds and the white under layer helps to maintain freshness at the neckline. The cargo pants are loose, but not baggy, ideal on days when you want to be out and about in the city or on a trail covered with leaves. Then those boots—tough, tan, and grounded. An ideal contrast to all the soft textures on top.
As an individual, I enjoy watching men embrace bulkier shoes in the fall. It gives your outfit literal and visual weight. According to stylist Ilaria Urbinati, boots make any outfit fall-ready without trying hard, as she once stated. Exactly the energy here.
And in case you wanted to add some more fall looks to men autumn mens fashion flair, a neutral parka or quilted vest over the top would clinch it.
Preppy Punch with Blue and Camel
This appearance is similar to the Ivy League cousin who knows how to dress. The camel sweater over a striped shirt, tucked into those sky-blue chinos, it is light, fresh, and crisp in a sea of dark fall colors. This combo is a bit cheeky, and I mean it in the best sense of the word. It’s classy, yes, but also light and modern. A good option to anyone who wants to play around with fall outfits for men casual classy this season.
Camel is one of the power colors of fall-it is classic and earthy but not every other neutral. The blue trousers prevent it being too safe, adding a shock of colour in a polished, put-together manner. White sneakers are the foundation of all that just-polished-enough world that we all adore.
I have gone to rooftop brunches, casual Fridays, even gallery openings in similar outfits. It is one of those ensembles that is smart yet easy, which, to be honest, is the dream.
A peacoat or quilted bomber in a tan color would work well layered here, and not break the balance of the colors.
Sleek Waterfront Layers in Monochrome
Let’s take a moment for the monochrome win. Dark green on top of traditional white, with slate gray pants and plain white sneakers, it is clean, self-assured, and ready to be worn during golden hour on the marina. This is the one to go to in case you want to curate fall outfits for men 2025 that are more on the side of aesthetic and maturity.
The forest green sweater is not too rich and not too much, and it is worn over a shirt with the perfect amount of collar showing. The pants are neat and straight, a nice relief to denim. And the shoes—immaculate. White low-tops pull together the look with zero fuss.
I really like it when guys go into this kind of subtle elegance. It is silent and alluring and it shows that you do not have to be layered in color and accessories to get attention. This is one that is very much like grown-up streetwear done right.
A cashmere scarf or a leather strap watch would be a very beautiful and subtle touch here. No logos. Just vibes.
Grunge Revival Meets Urban Attitude
Not all of us desire polished and this is the beauty of the next one. Black and green check flannel shirt, buttoned up tight, black jeans and classic Vans. This ensemble is more of the fall outfits for men style but darker and more tattooed. It’s laid-back, bold, and unapologetically cool.
The flannel is heavy, and the grid is tight, so it is not sloppy but composed. Black jeans are the wardrobe staple–they are versatile, slimming and a bit rebellious. And those sneakers? The staple of every guy with a reason: it is comfortable, classic and can be worn all the time.
It is a style that is to be worn on the days when you want your wardrobe to be representative of your mood- or your playlist. It is providing early 2000s rock in 2025 stitching, and I am all over it.
To make it more dimensional, a leather jacket or even a beanie would give this a further kick, particularly on colder autumn nights on the streets.
Layered Check Jacket and Hoodie Combo
Streetwear doesn’t always have to shout to stand out. This ensemble is evidence: a black hoodie with a bright black-and-cream buffalo check jacket, combined with black pants and sleek neutral sneakers. It’s a masterclass in texture and contrast. Cogitate easy-going yet deliberate, ideal to casual street wear or even cooler fall outfits for men casual comfy days.
There’s something comforting about a hoodie, especially in fall. Team it with a thicker overshirt, and all of a sudden it has shape and character. Black trousers are simple enough to be neat without being too formal, and the sneakers make it all work with a soft contrast and a retro vibe.
This is one of my favourites when I want to be warm and still appear to be in the know of what is trending. It is bold enough to wear and makes daily errands a little bit cooler.
To make this more edgy, use a snapback or a crossbody made of leather. It will put it in that men streetwear fall outfits conversation very quickly.
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