10 Best Long Plus Size Skirt Outfits to Rock This Fall Season
There’s something magical about fall. The crisp air, golden leaves, and cozy textures inspire a whole new approach to fashion—especially for those of us who love dressing up but want to feel comfortable doing it. As someone who lives and breathes seasonal fashion trends (and who personally gravitates toward long skirts every time the temperature drops), I couldn’t wait to dive into this blog post and share some truly gorgeous long plus size skirt outfit ideas that are made for fall.
Whether you're headed to work, brunch, a party, or a date night, there's a long skirt look here for every vibe. These outfits aren’t just trendy—they’re curated with curvy and apple-shaped bodies in mind. We’re talking casual cool, club night glam, and everything in between—with styling tips using boots, sneakers, satin, and denim to help you shine all season long.
Let’s cozy up and explore 10 amazing long plus size skirt outfits you’ll absolutely love this autumn.
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1. Casual Cool: Long Denim Skirt + Graphic Tee + Sneakers
If you're like me, there's nothing better than a laid-back, effortlessly cool outfit that still turns heads. A long plus size jeans skirt paired with a fun graphic top and classic white sneakers is the ultimate fall weekend uniform. It's perfect for running errands, meeting a friend for coffee, or just taking a stroll through the park.
Style tip: Choose a high-waisted denim skirt with a bit of stretch. Tuck in your tee and throw on a cropped jacket for added structure. This look works beautifully on curvy and apple-shaped figures alike, giving you shape without sacrificing comfort.
2. Office Chic: Long Pencil Skirt + Blouse + Block Heels
Need a stylish and work-appropriate outfit? Look no further than a long plus size pencil skirt paired with a soft blouse or wrap top. This outfit transitions seamlessly from office hours to happy hour.
Opt for materials like satin or ponte knit that hug your curves while offering structure. A belt at the waist adds definition, which is particularly flattering for apple shapes. Finish the look with block-heeled booties or loafers.
Personal tip: I wore a version of this look to a conference last fall—navy blue satin skirt, ivory blouse, and tan ankle boots—and got compliments all day long!
3. Autumn Glam: Satin Skirt + Knit Sweater + Ankle Boots
There’s just something luxe about satin skirts in the fall. When paired with a cozy knit sweater and sleek ankle boots, you’ve got an outfit that screams elevated autumn glam.
This outfit combo is also a dream for curvy women because the flowy fabric skims your shape in all the right places. Choose warm autumn hues like rust, forest green, or deep burgundy.
Amazon Product Spotlight #1: Women’s Satin High Waist Maxi Skirt
This stunning satin maxi skirt features a flattering A-line cut and elastic waistband for all-day comfort. It comes in multiple rich fall colors—perfect for pairing with chunky knits and ankle boots.
Style it up: Add a turtleneck sweater and heeled boots for a chic weekend outfit.
Get yours on Amazon and elevate your fall wardrobe!
4. Weekend Ready: Tiered Skirt + Jean Jacket + Sneakers
This outfit is a go-to for laid-back fall days. Think tiered long skirt, comfy tee or tank, jean jacket, and cute sneakers. It’s comfy enough for running errands, yet put-together enough to meet friends or hit up the farmer's market.
For apple shapes, choose a skirt with a structured waistband to define the midsection. For extra polish, accessorize with a crossbody bag and statement earrings.
5. Club Vibes: Long Bodycon Skirt + Mesh or Sequin Top
Who says long skirts can’t be sexy? A long bodycon skirt in a stretch knit or satin fabric paired with a daring club-ready top (think mesh, sequins, or shimmer) is a head-turner for sure.
Add heeled boots or stilettos, bold lipstick, and you're ready to slay the night. This look is especially flattering for curvy and hourglass figures.
Amazon Product Spotlight #2: PRETTYGARDEN Women’s Bodycon Ruched Long Skirt
This skirt hugs in all the right places with ruching detail that enhances your natural curves. The stretch fabric makes it super comfortable for dancing the night away.
Pair it with: A sheer blouse or sequin top and strappy heels.
Grab yours now to own the club look this fall!
6. Formal Flair: Pleated Maxi Skirt + Wrap Top + Heels
Heading to a formal event or fall wedding? A pleated maxi skirt with a silky wrap top is a timeless and sophisticated choice. Pleats add movement and drama, while wrap tops highlight the waist and flatter apple-shaped bodies.
Go for materials like satin or chiffon in warm tones (olive, gold, maroon). Add delicate heels and a clutch bag to complete the ensemble.
I styled a friend in this exact look for her sister’s wedding, and let’s just say she outshone some bridesmaids!
7. Cozy Layers: Knit Maxi Skirt + Oversized Cardigan + Boots
For those extra chilly fall days, layer up with a knit long skirt, fitted tee, and a plush oversized cardigan. Add ankle boots or knee-high boots, and you’ve got a toasty yet stylish outfit you’ll want to wear on repeat.
Bonus: This look is comfy enough for lounging, but elevated enough to grab dinner without changing.
8. Work-Ready Edge: Button-Down Denim Skirt + Turtleneck + Ankle Boots
Another fab work look: a long button-front denim skirt (extra points for front slits) with a tucked-in turtleneck and sleek ankle boots. Add a belt for structure and layer with a trench or wool coat on chillier mornings.
This outfit is sharp, practical, and great for curvy silhouettes. Choose darker washes for a more polished feel.
Amazon Product Spotlight #3: chouyatou Women's Plus Size Denim Maxi Skirt
This dark-wash long denim skirt offers a structured silhouette with a modest slit for easy movement. It’s perfect for both casual and office wear.
Style suggestion: Pair it with a fitted turtleneck and boots for instant autumn edge.
Available on Amazon—click to add it to your fall wardrobe today!
9. Party Perfect: Velvet Skirt + Metallic Top + Statement Accessories
If you’re dressing for a party this fall, go bold with a luxe velvet long skirt and a metallic top. Add statement earrings and heels, and you’ve got a Pinterest-worthy outfit that’s both festive and flattering.
Velvet has a way of making any look feel extra, and it plays beautifully with metallics and rich autumn tones. This combo works especially well for holiday parties or fall birthdays.
10. Elevated Everyday: Tiered Maxi Skirt + Blazer + Heeled Boots
Want something chic but not too dressy? Pair a tiered long skirt with a fitted tee or blouse, then layer a tailored blazer over top. Slip on heeled boots, and suddenly you’re the best dressed at brunch—or even the office.
This look balances structure (blazer) with flow (skirt) and is flattering for all shapes, especially curvy and apple figures.
Final Thoughts: Your Fall Fashion Moodboard Starts Here
As I pulled together these looks, I kept thinking about how transformative fashion can be—especially in the fall/autumn season. Long plus size skirt outfits offer elegance, versatility, and the kind of comfort we crave during cooler months. From satin skirts for date nights to jeans and sneakers for casual days, there's something here for every mood and moment.
If you take anything from this post, let it be this: style isn't about fitting into fashion. It's about making fashion fit you. You deserve to feel confident, cozy, and fabulous in every outfit—no matter your shape, size, or the number on the tag.
So go ahead—mix textures, try bold colors, wear those boots, rock that top, and don’t be afraid to experiment with a new skirt silhouette this season.
And if you’re inspired to shop, check out the product picks above for Amazon finds that make curating your fall wardrobe easy and fun.
Happy styling, friend. Let this fall be the season you fall back in love with your closet.