Home 5 Blog 5 Fall Skirt Outfits for When You’re Over Wearing Pants

Fall Skirt Outfits for When You’re Over Wearing Pants

If you’ve reached that point in the season when jeans and trousers just don’t spark joy anymore, it’s time to rediscover the skirt. This fall, the most stylish wardrobes are leaning into skirts for fall that balance warmth, texture, and versatility. Whether you’re cozying up in knits or layering with tights, skirts are redefining cool-weather chic.

Leather midi skirt outfit idea, photo credit _heroli

Why Skirts Work for Fall

Skirts aren’t just for warm weather – they’re perfect for layering through crisp autumn days. What makes them work in cooler weather comes down to legwear: tights, sheer hosiery, and even chunky socks keep things functional and fashionable. Add in fall’s favorite textures like corduroy, suede, leather and denim, and you’ve got the ultimate cold-weather combo that still feels feminine and fun.

If you’re ready to refresh your fall wardrobe but aren’t sure where to start, consider working with Meg Gallagher, LA Personal Stylist. Meg specializes in curating versatile, flattering looks that reflect your personal style – perfect for this season’s skirt trends. From building cohesive fall outfits to finding the ideal pieces that fit and flatter, her styling services make getting dressed effortless and inspiring. Looking to refresh your workwear or plan your next event look? Meg can help you feel confident, polished, and ready for any occasion.

Plaid midi & maxi skirt outfit ideas, photo credit alwaysvaness, fiftytwo2606, carolinesstylehacks, styled.bysansha, vogueandcoffee

Classic Fall Skirts We Love

When thinking about classic skirts for fall, a few timeless fabrics and silhouettes instantly come to mind:

  • Casual fabrics like denim and plaid skirts that pair effortlessly with cozy knits
  • Corduroy, leather and suede midis that add texture and depth.
  • Knit pull-on skirts for coziness and ease.
  • Holiday textures like sequins, silk, beads, feathers, sheer and lace trim.
  • Midi and maxi lengths for extra warmth and polish.
Holiday Texture midi & maxi skirt outfit ideas photo credit immillieholmes, _heroli, carolinesstylehacks, jaidaleeannjones
Fall 2025 midi & maxi skirt outfit ideas photo credit anoukyve, style.your.occasion, petitestudionyc, carolinesstylehacks

Trending Now: The Season’s Chicest Skirts

This year’s runways and street style are all about reinventing fall favorites. Plaid and animal print skirts are having a huge comeback, especially paired with oversized sweaters. Knit skirts and pleated skirts in charcoal gray offer a soft, minimalist vibe, while brown and black leather pencil skirts add that city-edge polish to work and date night looks. Sheer and sequin fabrics are sneaking into early holiday looks, and romantic textures like silk and lace trim add richness and depth to layered looks. Don’t overlook the simplicity of trending black A-line skirts or mini styles layered over tights for that effortlessly put-together vibe.

Fall 2025 midi & maxi skirt work outfit ideas photo credit _heroli, alexandralapp, racheljones_stylist
Fall textural midi & maxi skirt casual outfit ideas photo credit phalgunichopra, paigesofideas, pinterest

Outfit Ideas: How to Style Skirts This Fall

  • The Co-ord Set: Match your skirt to your top or jacket for a sleek, monochrome look that’s easy yet elevated.
  • Belted Blazer & Midi Skirt: Try a cinched blazer over a pencil midi or a line midi skirt for the ultimate office-to-dinner transition.
  • Funnel Neck Jacket or Trench + Pencil Skirt: Sharp, modern, and perfect for city days.
  • Chunky Sweater + Silk Skirt: A luxe pairing for work, evenings out and holiday looks.
  • Tucked-In Shirting + Full Skirt: An elegant look for work—top it off with a tailored blazer for structure.
How to style midi & maxi skirt outfits in 2025, photo credit looxlikecarrie, carolinesstylehacks, racheljones_stylist, _heroli,

Shoes That Make (Or Break) A Skirt Outfit

The right footwear can completely change how your skirt outfit looks – especially with midi skirts, which hit at tricky lengths around the knee or calf. The goal is to keep your leg line long and clean, avoiding shoes that visually “cut off” your silhouette. Ballet flats, Mary Janes, loafers, midi heels, and torpedo sneakers all help elongate your look by showing a bit of leg. Skip ankle boots (they tend to shorten the leg) and choose tall boots instead for seamless continuity from skirt to shoe.

How to style midi & maxi skirt outfits in 2025, photo credit graziaheartsgiorgio

Outfit Inspiration Highlights

  • Try fall mini skirt outfits with tights, loafers, and an oversized sweater for a relaxed yet trendy weekend look.
  • Embrace aesthetic fall outfits with skirts by mixing textures. (Silk midi with a chunky knit, plaid skirt with a leather jacket)
  • Utilize both ultra skinny belt silhouettes and thick belts with unique hardware for cinching and accessorizing your look.
Midi & maxi black skirt outfit ideas, photo credit graziaheartsgiorgio
Black mini skirt outfit ideas for fall, photo credit thefrankieshop, liaverti, anastasiasouris

Shop The Skirt Trend:

Bemelmans Plaid Dominic Skirt
Reformation First Light Plaid Skirt
Circular Mini Skort
JCREW Pleated denim mini skirt
Blake Wool Blend Skirt
Long Flared Black Maxi Skirt
Wool Blend Knit Skirt
Sweater midi skirt in double-faced merino wool
A Line Wool Skirt
Black Leather Veronica Maxi Skirt
Debbie Suede Pencil Skirt – Chocolate
Ganache Suede Brynn Skirt
Knitted Midi Pencil
JCREW A-line skirt in bouclé
SEZANE Animal Skirt
ARRANGE Curve mirror paillette column maxi skirt in silver
Lace Trim Midi Skirt
ASOS DESIGN velvet mini skirt with lace hem in chocolate
NEXT Plaid Green Maxi Skirt
H&M A Line Chocolate Skirt

FAQs About Wearing Skirts in Fall

  • Q: What are the best fabrics for skirts in fall?
    A: The best fall skirts feature textured fabrics like suede, corduroy, knit, and leather. These materials keep you warm while adding the perfect seasonal flair to break up heavy layering.

  • Q: Can I wear a mini skirt in cold weather?
    Absolutely. Pair your mini skirt with opaque tights or thermal hosiery, and finish with tall boots for warmth without sacrificing style.

  • Q: What shoes look best with fall midi skirts?
    Fall midi skirts pair beautifully with shoes that don’t cut off the leg line, like ballet flats, loafers, midi heels, and tall boots.

  • Q: How do I style skirts for work in the fall?
    For the office, opt for midi or pencil skirts or a line skirts in heavier fabrics. Combine with tucked-in blouses, blazers, and structured outerwear for a professional yet polished look.
  • Q: What’s trending in fall skirts this year?
    Plaid patterns, leather pencil skirts, and knit midis are major trends. Expect to see more textures like sequins, lace trim, and silk incorporated into everyday looks.

Want to stay ahead of the trend? Check out Meg Gallagher’s Styling Services: