Trendy Plus Size Fall Outfits for 2025: Cozy & Confident Looks to Try Now

There’s something magical about fall. The fresh air, the snuggly layers, the feeling that everything is a new beginning. And when you are anything like me, your wardrobe is literally screaming out to be updated when September comes. So what does trendy mean when you want to feel good, and look good, and especially in plus sizes? Is it structured blazers? Statement boots? Bold colors or neutrals? Yes. Yes. And yes.

Fall plus size outfits are serving up a complete buffet of stylish, comfortable, and pretty pieces this season and I have rounded up some of my favorite looks to not only give you some ideas, but inspiration with photos. Ready to get cozy and fabulous? Let’s dive in.

Bold Stripes and Denim, but Make It Elevated

It is so joyful a clash of old order and new individuality. A white top is balanced with a dark-wash denim jacket, but what really steals the moment is that striped A-line skirt with retro touch, full of rusty oranges, cobalt blues, and buttery yellows. The belt is structured to provide definition and those warm-tone block heels are the finishing touch.

It is all about the skirt here, it is the type of item that makes dressing fun once again. Throw a white tee and a denim jacket over it as in the picture and it is now casual work or even church ready. The tan sandals are chunky so they can be worn with just about anything. To be quite frank, I believe this would kill even with a pair of boots when it gets cooler.

As a personal fan, I am enjoying the way the entire ensemble straddles the line between casual and put together. It is ideal on those mornings when you want to appear as though you have made an effort, but not so much. Bonus: all of this can be combined and matched with your entire wardrobe, particularly the denim jacket. I always keep mine nearby for layering.

If I were to tweak one thing? Perhaps some gold jewelry to match the warmer colors in the skirt, just a pair of hoops or a simple chain would finish the outfit.

The Cool-Girl Sweater That’s Already in My Cart

This half-black, half-white cardigan is projecting downtown gallery stroll – clean, comfortable, and cool without trying. Combined with medium-wash jeans and slick curls, it is symmetrical and offbeat at the same time. A knit such as this possesses that in-built attitude that you require in those cold mornings when you need to be boosted to even check your email.

This fall, the cardigan is an MVP item, and the color-blocked knits are so simple to just throw over a bralette or cami and go. The pair of jeans fits snug yet stretchy, that kind of denim which embraces the body but never chokes. I would wear this to a cafe, a relaxed comfortable day of running errands or even to a casual work environment.

To be honest, I have found something similar on Shein last season, but this cut and quality just look so much higher. Those items that appear to be more expensive than they were? That’s the vibe.

I would love to see this outfit with a bright colored purse perhaps a mustard yellow cross body or a rich burgundy satchel to add some warmth to it and draw in some of that fall plus size outfits vibe.

Power Stripes for the Boss in You

This would be the power uniform of fall. Pinstripes that are vertical on a collared dress with an inbuilt waist tie? It is providing executive realness, particularly in those red earrings and clutch. Slim, assured, and completely workable either in a day of meetings or a business casual lunch in NYC.

I love one-piece outfits such as this one because there is no need to puzzle out how to layer. This dress can be a part of any fall plus size work office capsule. Replace with boots, or even just chuck on a trench or camel coat on cooler days.

I wore a similar look to a presentation last fall, and let me tell you, I walked in taller (figuratively and literally). Stripes are never shortening, and a tie that cinches in at the waist makes this universally flattering. Plus, the subtle drama of red accessories? Chef’s kiss.

This would be easy to tone down to church or dress up with patent heels to go out to dinner.

Cherry on Top Street Style

This outfit just made me want to play. A short cherry-print denim jacket and an eye-catching checkered black and white midi skirt? It is sassy, assertive and definitely fall plus size outfits aesthetic. I am crazy about the selection of lipstick-red strappy heels – they repeat the cherries and make such a playful color echo.

This is the one, in case you want to find some ideas that combine high-low dressing. The cut jacket provides edge and form and the check skirt provides a graphic pop. This would actually photograph so well as fall plus size outfits to take pictures in, there is movement, color and character.

I could definitely imagine wearing it on a weekend outing to Brooklyn, tote bag and sunglasses in hand. Or even to a brunch that becomes shopping that becomes a happy hour. You know the days.

To make it even more comfortable, you could change the heels to red Converse or flats. But honestly? Live a little — the heels are worth it.

The Casual Date-Night Fit I’ve Been Waiting For

Okay, let’s talk about those ripped jeans. This ensemble is half sexy and half comfortable, when paired with a bold red off-the-shoulder blouse. The ripped jeans give it a bit of an edge with the puff-sleeve top being romantic all in one, perfect for a fall plus size outfits casual date night. It’s soft and fiery at once.

I have been wearing this formula a number of times before – jeans that speak and a top that brings the mood. This one is, Let us go out, but I am not freezing to fashion, which is very fall energy. Perfect to pick up tacos, a low-key wine bar, or, quite frankly, last-minute movie date.

What would elevate this look more? A little gold chain necklace and some stacked rings. You can just add a leather moto jacket and it can be a complete fall plus size outfits going out.

Neutral Layers for Effortless Office Chic

A long beige trench somehow conveys the message that you have your act together even when you slept through your alarm. This ensemble is adequately tinkering with structure and volume: a soft and oversized black tee under high-waisted and wide-cut black denim and it is paired with a firm belt and simple loafers. To be frank, this appearance is like a hug by your most efficient self.

Trench coat is one of those investments that I will never stop telling people to get during fall, especially fall plus size outfits office or even casual work days. Combined with a loose black tee and wide-leg jeans, it is comfortable and does not compromise on style. That kind of loafer? Ideal in long days when heels are a torture but you need polish.

I wear a version of this look at least once a week — there’s a reason it’s a go-to. Vogue just named beige trenches as one of the top 5 must-haves of transitional dressing, and I completely concur. They instantly elevate whatever’s underneath.

To make this look warmer, I would wear a cashmere scarf in forest green or a caramel-colored tote bag on a cold morning.

Fall-Into-Winter Transition with Shorts? Yes, Please

A burnt orange cropped hoodie with denim shorts and classic Birkenstock-style sandals, this outfit is all about casual comfy but with a fall touch. The warm tone of the hoodie is rusty and it works so well with deep skin tones and something is just so powerful about appearing in shorts and sleeves as the seasons begin to change.

This is a cropped hoodie that is loose and flattering. With high-waisted denim shorts, it is a skin-meets-coverage balance in that comfortable-but-not-sweaty way we all desire during the month of September and October. Slide-on sandals are also a good idea when it comes to warmer fall days, they are comfy, cute, and easy.

I love this style of fall plus size outfits especially on black women it is earthy and saturated such as sienna and terracotta colors, which give a glow and warmth. It also hits that transitional-season vibe perfectly, too, and you could add a trench or a flannel shirt tied around the waist to get even more style points.

The only accessory that I would add here would be a cute crossbody bag and some oversized hoop earrings to add some shine and tie it all together.

Sweater Weather Meets Street Style

It is one of those outfits that you can just put on and go, but it still appears to be deliberate. A white V-neck sweater with navy thin stripes, black fitted pants, and white sneakers – the ultimate cozy with a touch of style, ideal to run errands, go to brunch or simply take a walk in the cold on crunchy leaves.

There is magic in the combination: the V-neck sweater adds the shape and leaves you with the breathing space. The pants are smooth and comfortable, and the white sneakers make it all down-to-earth and wearable. I have been seeing this outfit formula everywhere on Pinterest on fall plus size outfits casual comfy boards.

I literally wore something very close to this outfit on a recent fall visit to a farmer market and felt as fashionable as I did weather-appropriate. I would wear it on repeat with a tote and perhaps a tan puffer vest when it gets colder.

Honestly, this is one of those looks that should live in your closet year-round — change the color palette, and it’s instantly winter or spring-ready.

Polka Dots & Flares: Retro Vibes, Fresh Energy

This is a vintage-girl-meets-modern-femininity look, but in the best way possible: a loose polka dot blouse worn under flared jeans, and topped with black boots and a pinch of sunshine-day attitude. This one is as though a walk on the crispy leaves with a pumpkin latte. It’s playful and strong, all at once.

I adore the combination of blouses and wide-leg or bootcut denim, it has huge fall plus size outfits for work potential, but it is not rigid. The flares make the silhouette feel balanced and leg-lengthening. And you can never go wrong with polka dots, they are classic and they give that touch of whimsicality that we forget we are in need of.

This reminds me of something I’d see in a fall issue of InStyle — casual enough for every day, but special enough to feel elevated. A swipe of red lipstick (as shown) instantly takes it from sweet to strong.

To change it up to cooler weather, add a cropped cardigan or belt a midi skirt over this, the possibilities are endless.

Soft Girl Energy, But Make It Fall

Who says fall can’t be sweet? This pink moto jacket and floral top pairing is emitting going out, church, and soft aesthetic vibes simultaneously. Combined with skinny black trousers and dusty rose ankle boots, this ensemble is a game of femininity without being a cliche.

This jacket is the show stopper- a pastel pink with the edge of the moto cut to offset the florals underneath. The black skinny pants serve as the neutralizing ground, and the boots maintain the palette together. It’s a romantic take on fall plus size outfits going out or even fall plus size outfits for pictures — especially with that glow-y blush and pink lipstick.

I adore this on women who want to experiment with color in fall but not go into rust and brown. There are days when you simply want to look pretty and this look nails it perfectly.

I would wear this same outfit on a date night, a brunch or even a wedding shower, it is that versatile.

Harvest Neutrals That Whisper Cozy Days Ahead

This is the outfit I think of putting on when the air is filled with the smell of cinnamon and the grocery stores are filled with small pumpkins. A gingham balloon-sleeve blouse and rust-colored cropped trousers with platform loafers, it is all about front porch peace and quiet confidence.

I really like that the oversized gingham top has a flow but not too frumpy and the gathered neckline is vintage. The flowy pants are airy but in a form that is required in any casual comfy plus size outfits fall collection. And the loafers? The perfect blend of farmhouse-core and quiet luxury.

This is the expression of a lazy Sunday that I would like to bottle. I could change the shoes to boots when going out, but it is an ideal option when one wants something easy, soft, and stylish without much effort on the part of a woman.

Street Style Inspired Utility with a Twist

It is what I would term the casual errand queen appearance. You have a striped tee, olive green utility shirt, medium wash denim, and a structured black tote, and you are all set to take your day and make it yours without sacrificing comfort. Those matte sunnies and bold red lip? Chef’s kiss.

This ensemble is firmly seated in the middle of casual work, weekend coffee dates, or even fall plus size outfits to take pictures, but it simply looks good in motion. The utility jacket is not heavy to wear and the striped top makes the palette fresh and contemporary.

This combination brings me to mind of what I wore in NYC on a late October trip. At the time, I wore it with white sneakers, but it looks adorable with ankle boots or loafers, as well.

I would complete it by wearing small hoops and a discreet watch. Throw a pumpkin spice latte in hand and it is a fall fashion Instagram moment waiting to be captured.

Checked Perfection for Fall-Ready Elegance

Here’s the showstopper. A high-neck cream turtleneck, houndstooth coat, short black skirt, sheer tights, and ankle boots, every square inch of this is screaming Trendy Plus Size Fall Outfits in 2025. It is the type of ensemble that you would want to walk slowly so that the coat would swish behind you like a fall fashion movie.

I have always been a fan of the silhouette of coats such as this one, they can complete an entire outfit in a moment. The turtleneck is warm and not bulky, and the mini skirt and tights make this an adorable going out, or even an imaginative work look.

It is very fall in the city to me, something you would wear shopping in the city or to a gallery opening. It’s polished but not cold.

To add a little more drama, choose a bold earring or red lip. But honestly, this outfit speaks for itself.

Leopard and Denim: A Fall Classic with Personality

Leopard is here again, but this time it is more comfortable than before. This oversized beige-and-black leopard sweater with light-wash skinny jeans is the cool-girl casual of all time. Throw in some chunky sneakers, and it is weekend-appropriate without being too much of an effort.

The sweater strikes that just-big-enough-to-be-flattering-but-not-so-big-as-to-be-frumpy-sweet spot: It is loose in the torso but snug enough at the wrists. I adore the contrast of the jeans and the top, tight, stretchy yet breathable. This is the appearance I would grab when I want something comfortable but adorable to go out on a late breakfast or to run into Target.

To be honest, it seems like a contemporary interpretation of the fall plus size outfits casual comfy trend, which is not too loud but not too busy and completely adjustable to all types of women.

I would pair this with a top knot and gold hoops to add a little edge or wear a puffer vest in case it is windy.

Rainbow Bright Meets City Cool

You know that outfit that just makes your mood? This is it. A striped sweater in multi colors with a black leather mini skirt and suede boots over the knees? It is fun, strong, and, frankly speaking, it is delivering fall plus size outfits going out and aesthetic simultaneously.

This sweater isn’t just fun — it’s emotionally brightening. And the comparison with the smooth mini skirt and the dramatic boots does not make it too youthful. It’s daring but wearable, bold but not costume-y. Ideal as a holiday market, rooftop hang or even a comfortable night out with friends.

To give it some edginess, you can replace the bow hair accessory with a leather headband or replace the boots with combat ones. But I really like the softness here, it is a wonderful combination of comfortable, eccentric and self-assured.

Playful Overalls for Weekend Wandering

Black overalls are something easy-cool about them, particularly when they are paired with a clean white tee and pom-pom trim. This outfit is perfectly balanced between form and comfort and the rolled hems and bright white sneakers perfectly finish it by creating the feel of newness and youthfulness and appeal as a daily errand or even a brunch outfit.

Overalls are among those surprise staples that should be part of every fall plus size outfits casual comfy wardrobe. They are casual yet sophisticated, particularly with the bra-ed tee on the bottom. The sneakers are important, not too bulky yet comfortable, which makes the entire thing look a bit casual at work, as well.

I was almost wearing the same thing when I went to a flea market on a weekend run and I swear I had more people commenting on my outfit than on the adorable vintage mirror I bought home.

I would wear a cropped cardigan or even a puffer vest over it to make it more suitable on colder days, easy, cute, and functional.

Smart & Sassy in Houndstooth Mini

This is a fall favorite of mine: a black long-sleeve clean cut rest and tucked long houndstooth mini skirt. It is sexy yet still down to earth, particularly when combined with black tights. The clean silhouette also makes it ideal for transitional dressing, i.e. you can dress it up or down within a few seconds.

The skirt is throwing back to vintage prep school meets downtown editor, it is short, but not unwearable. The top embraces but not too tight, so the general silhouette is sharp and flattering. Just add a pair of booties or a trench and you have an instant fall plus size outfits for work office look with character.

Few looks can be as comfortable in an art exhibit as in a restaurant, but this one can be worn anywhere.

In cooler weather, I would just add a burgundy pea coat or change tights to fleece-lined leggings. Hello, fall layering game.

Floral Romance for Cozy Indoors

This outfit is a human version of a warm chai latte, a flowing floral top in earthy colors that is simply screaming cozy. Its voluminous sleeves and gathered waist make it look flattering yet still have space to breathe. It is ideal to spend autumn days at home, relaxing with friends, having a dinner at home, or a small party.

The blouse is light and seasonally abundant and the burnt orange and golden flowers are reminiscent of falling leaves. The combination with vintage jeans balances the femininity and makes it appropriate to wear on casual comfortable weekends, as well as on sweet dates.

In fall, florals are usually upstaged by plaids, but they should have their time as well, and this vintage-looking palette is the one to do it.

Throw on some tan ankle boots and a small crossbody bag and you are set to go on a comfy bookshop walk.

Earth Tones Meet Street Chic

Distressed black skinnies, a wild pop of leopard print and a utility jacket in deep caramel and I am sold. It is that cool-girl fall uniform we all pull when we want to look put together, but still, cool. It’s a go-anywhere look with serious attitude.

And this is the ultimate fall and plus size outfits black women power: the print is bold, the jeans fit the curves, and the jacket is neutral to make the whole outfit balanced. The distressed jeans give it a bit of an edge, the leopard shirt keeps it light and those white sneakers tie it all together with that clean city look.

It takes me back to the type of ensemble I would have on when I am out and about in a new area or at a Saturday street market with a coffee in my hand.

To go day to night, just change out the sneakers to booties, and put on red lip. Boom. Instant power move.

Boss Babe in All Black Power Suit

Discuss office drama in the most appropriate manner- this all black tailored outfit is clean, crisp, and not in the least bit apologetic. Black blazer on a black v-neck top and flowy trousers, it is daring, it is contemporary, it is all a power outfit must be.

The wide-leg pants and the clean-cut blazer provide this ensemble with a sense of structure and presence, and the v-neck top makes it not too buttoned-up. It is perfect as a fall plus size workwear or any formal occasion when you would like to feel like yourself.

This takes me back to what I have seen in a Shein editorial, high, polished, and yet surprisingly cheap when you know where to find it.

I would take this up a notch with some statement earrings or a slicked back bun. The silhouette is completed with a stiletto heel.

Casual Brights with Retro Energy

Red in the fall is something to be happy about, especially when it is combined with high-waisted wide-leg jeans and matching sneakers. This mirror selfie appearance is natural, practical, and comfy cool. I adore the slack red sweatshirt, which is inserted into denim and provides it with a sweet retro touch.

This is what I would wear on a day trip leaf-peeping- comfy shoes, bold top, easy layers. It is also perfectly placed in the fall plus size outfits casual category, unfussy and photo-friendly.

There are times when color and fit are all you need to make a statement. This one nails it.

I would add a beanie or a crossbody bag of a contrasting color to make it more interesting, mustard or navy color would look so nice against the red.