Fall Outfits with Skirts: 20 Stylish Looks for Autumn
Fall brings its own rhythm. The air cools, colors turn rich, and wardrobes shift. Skirts stay timeless through it all, adapting with layers, textures, and tones. The right styling makes skirts just as much a fall essential as sweaters or boots. In this guide, we break down 20 creative takes on fall outfits with skirts. Each look plays with balance—warmth, movement, and mood—so you can stay seasonal without losing your edge.
Plaid Skirt with Oversized Sweater

Nothing echoes fall like plaid. Pair a plaid skirt with an oversized sweater for a classic yet effortless vibe. Boots, whether ankle or knee-high, anchor the look. Add sheer tights if the wind bites. This outfit mixes comfort and style with a nod to traditional autumn patterns.
Leather Skirt and Turtleneck

Leather thrives in cooler months, and a leather skirt meets its match with a fitted turtleneck. The structure of the fabric contrasts against soft knits, creating balance. Finish with loafers or chunky boots for an urban edge. It’s sleek but grounded, perfect for city streets.
Midi Skirt with Cropped Jacket

A flowy midi skirt pairs seamlessly with a cropped jacket. The proportions keep things sharp while the layers bring warmth. Opt for suede or corduroy jackets for texture. With sneakers or heeled boots, this look works for coffee runs or evening strolls alike.
Denim Skirt and Flannel Shirt

Fall leans rugged, and denim keeps pace. Style a denim skirt with a flannel shirt for that laid-back charm. Tie the shirt at the waist or layer it open over a tank. Boots add durability, while earthy tones seal the autumn feel.
Pleated Skirt with Wool Blazer

Pleats bring movement while a wool blazer adds structure. Together, they form a polished fall outfit with skirts that transitions easily from work to dinner. Neutral hues like camel or gray keep it sophisticated. A slim belt can cinch the waist and define the look further.
Maxi Skirt with Chunky Knit

Maxi skirts float while chunky knits ground. This pairing gives warmth without bulk, a perfect fall balance. Add a wide belt if you want more definition. With ankle boots peeking from beneath the hem, the outfit feels cozy yet deliberate.
Corduroy Skirt and Button-Up Shirt

Corduroy speaks directly to fall. A corduroy skirt styled with a button-up shirt makes a versatile ensemble. Choose earth tones—rust, olive, or mustard—for depth. Sneakers keep it casual; boots refine it. This combination thrives in transitional weather.
Slip Skirt with Long Cardigan

Slip skirts carry elegance into fall when paired with long cardigans. The drape of the cardigan softens the sheen of satin or silk. Layer with minimal jewelry and sleek boots. The result: a comfortable yet refined outfit.
Suede Skirt with Denim Jacket

Suede adds richness, and denim keeps it practical. Together, they form a timeless fall outfit with skirts. Opt for tan or chocolate suede, balanced by a classic blue jacket. Pair with ankle boots and a simple tee to tie everything together.
A-Line Skirt with Knit Vest

An A-line skirt and knit vest combo delivers preppy autumn style. Layer a crisp shirt underneath for polish. Tall boots extend the line of the skirt and add warmth. This look is sharp yet approachable, fit for workdays or weekend gatherings.
Wrap Skirt with Cropped Sweater

A wrap skirt offers fluid movement. Pair it with a cropped sweater for proportion play. Neutral or jewel tones match the season best. Heeled boots elevate the ensemble, while a crossbody bag keeps it practical.
Tulle Skirt with Leather Jacket

Balance softness with edge. A tulle skirt gets grounded by a leather jacket. It’s a statement outfit, especially in muted fall hues like burgundy or forest green. Sneakers make it casual; heels transform it for night outings.
Pencil Skirt with Oversized Coat

A pencil skirt stays sleek beneath the bulk of an oversized coat. This contrast feels modern and functional for colder fall days. Stick with monochrome shades for sophistication. Boots or pumps both work depending on the setting.
Knitted Skirt with Matching Sweater

Co-ords never miss. A knitted skirt with a matching sweater brings effortless harmony. The texture feels season-appropriate, and the look requires little styling effort. Complete with loafers or booties. Minimalism carries power here.
Mini Skirt with Tall Boots

A mini skirt still has a place in fall when styled with tall boots. The boots provide coverage while the skirt keeps things playful. Pair with a chunky sweater to balance the proportions. A trench coat thrown over seals the look.
Asymmetrical Skirt with Structured Blouse

An asymmetrical skirt offers movement and intrigue. Balance it with a structured blouse for contrast. The outfit works best in deeper tones—navy, charcoal, or wine. Block-heeled boots keep it modern. This is elegance with a subtle twist.
Wool Skirt with Puffer Jacket

A wool skirt layered under a puffer jacket blends cozy with utility. It’s practical for chillier days yet still stylish. Keep accessories minimal to let the textures shine. Sneakers or lace-up boots round out the fit.
Midi Skirt with Trench Coat

A trench coat always finds relevance in fall. Pair it with a midi skirt for clean lines and timeless appeal. A turtleneck underneath keeps warmth in check. Neutral tones—beige, gray, black—make the look versatile.
Printed Skirt with Solid Knit

Prints add life to muted fall palettes. A printed skirt styled with a solid knit balances energy and calm. Stick with earthy or jewel-tone prints to keep seasonal flow. Simple boots keep the focus on the print itself.
Ruffled Skirt with Utility Jacket

A ruffled skirt brings romance. A utility jacket grounds it. The unexpected mix makes for a strong fall outfit with skirts. Opt for boots with a bit of toughness. It’s practical yet has personality, fit for transitional days.
FAQs
What skirts are best for fall outfits?
Wool, corduroy, denim, leather, and suede skirts work best. These fabrics add warmth and texture while pairing easily with seasonal layers like sweaters and jackets.
Can I wear skirts in fall without tights?
Yes, but tights or leggings add warmth. If temperatures dip, knee-high or over-the-knee boots also help extend skirt wear into colder weeks.
What shoes work best with fall outfits with skirts?
Boots dominate fall styling—ankle, knee-high, and over-the-knee boots all fit well. Loafers, sneakers, and block heels can also work depending on the look.
How do you layer skirts for colder fall days?
Layer skirts with tights, tall boots, long coats, and heavier fabrics like wool or leather. Add scarves or knit hats to tie the outfit together without losing warmth.
Can skirts be worn casually in fall?
Absolutely. Denim, corduroy, or pleated skirts with simple tops and sneakers keep things casual. Accessories like backpacks or crossbody bags tone down the formality.
Conclusion
Fall outfits with skirts hold endless versatility. From textures like wool and suede to layering with coats and knits, skirts adapt seamlessly to the season. They balance practicality with personality, creating looks that work for casual mornings or structured evenings. With boots, jackets, and rich colors in play, skirts carry timeless strength through autumn’s chill.