40 Stylish Skirt Outfit Ideas For Autumn 2025

Fall is the ultimate layering season, and nothing says “chic and cozy” quite like a stylish skirt outfit. Whether you’re a fan of bold prints, warm textures, or subtle earth tones, autumn gives your skirt collection a major style upgrade. With the cool breeze and golden leaves, it’s the perfect excuse to play with textures like knits, leathers, silks, and denim. Skirts are no longer just summer staples; they’ve become cold-weather icons when paired with tights, boots, sweaters, and oversized coats.

This season, we’re seeing an exciting mix of old-school classics like plaid minis and denim skirts alongside trendy updates like padded skirts, silk midis, and monochrome jersey sets. Whether you’re heading out for a pumpkin spice latte run or dressing up for a cozy dinner date, there’s a skirt outfit that’ll match your vibe. Think: mini skirts with tights and boots, knit skirts with cropped cardigans, or flowy maxi skirts layered with structured jackets.

And the best part? You don’t need to buy an entirely new wardrobe. These skirt outfit ideas blend comfort and fashion, so you can restyle your favorite pieces and still feel like a fall fashion queen. From florals and leather to matching co-ords and statement prints, here are 40 of the cutest, coziest, and trendiest skirt outfit ideas to rock this autumn.

Stylish Fall Skirt Outfits Inspo!

@rebekabarath

Soft Beige Mood

There’s something so soft and serene about a monochrome beige outfit for fall. Choose a flowy, maxi-length skirt in a light beige or oatmeal tone, and pair it with a fuzzy or eyelash knit sweater in the same shade for a dreamy, cloud-like look.

@dezirelifestyl

Flirty Floral Mini Skirt with Chunky Sweater and Boots

Nothing screams autumn louder than a plaid mini skirt. Style it with a chunky oversized sweater in a neutral or warm tone—think cream, rust, or mustard. Add sheer or opaque black tights for warmth and knee-high boots for that “effortlessly stylish” vibe.

@_katiepeake

Cream Silk Maxi with Cropped Jacket

Channeling Parisian autumn vibes, this silky cream maxi skirt flows beautifully under a cropped, structured wool jacket in deep brown. The contrast of soft and structured textures makes this look stand out. Paired with low block heels and a black tank, it’s an easy yet refined outfit for strolls through the city or fall market days.

@cashmereinlove

Charcoal Knit Monochrome Set

This all-knit, all-charcoal look is pure fall luxury. A ribbed matching set with a cardigan and long skirt brings effortless elegance to cool-weather dressing. Paired with a designer tote and heeled sandals, it’s a minimal yet elevated take on autumn fashion. Add dainty jewelry to polish the look while keeping the comfort intact.

@jasminapuri

Twirling into Autumn in Knit + Pleats

This rich chocolate brown pleated midi skirt paired with a simple black knit tee makes for a refined and timeless autumn ensemble. Styled with a statement belt, slingback heels, and a structured handbag, this look radiates elegance with minimal effort. Ideal for a city stroll, office day, or coffee catch-up, it’s cozy meets chic in every step.

@lv_blackwell

Ivory Silk Skirt & Cozy Knit Combo

This outfit is what fall dreams are made of. A silky ivory skirt paired with a chunky off-white knit sweater creates the perfect balance between soft glam and cozy comfort. Finished with chocolate brown open-toe heels and a suede tote, it’s effortlessly chic for brunches, bookshop dates, or those crisp golden-hour moments.

Tiered Skirt with Blouse and Cozy Cardigan

A tiered or smocked skirt brings movement and femininity to your fall outfits. Wear it with a fitted blouse and cardigan for a cozy layer on top. Choose earthy hues or soft pastels for a sweet autumn palette.

@thacianamesquita

Tan Wrap Skirt with Cream Knit Top (🤎🤍 Neutrals Look)

This outfit beautifully blends soft, warm neutrals—featuring a cream knit long-sleeve top tucked into a structured tan wrap skirt with a front tie. The earthy palette radiates classic fall warmth.

@alta_win

Earthy Modest Look with Pleated Skirt

A full-coverage, pleated skirt is layered with a longline outerwear piece and high-neck knit top. The soft layering and neutral palette make it great for modest autumn wear.

@hannahhodgden

Plaid Maxi Skirt with Bomber Jacket

This outfit is a striking fusion of preppy and edgy elements. The flowy plaid maxi skirt provides classic fall vibes, especially when paired with a white cami top. Over it, a satin bomber jacket with embroidered detailing adds a sporty, contemporary twist. The look is completed with pointed flats and a crossbody bag, ideal for transitional fall days when layering is key.

Denim Midi Skirt with Striped Sweater

For a casual fall vibe, this look is effortlessly trendy. A high-waisted denim midi skirt with a slit is teamed with a black-and-white striped sweater tucked in slightly for shape. Black ankle boots add structure, and a woven black handbag introduces texture. Ideal for cozy coffee shop visits or a laid-back day out with friends.

High-Waisted Flare Skirt with Black Knit Top

Effortlessly chic and ladylike, this ensemble uses a high-waisted brown A-line skirt with a belt tie for definition. It’s paired with a black fitted turtleneck top that enhances the silhouette. Black suede knee-high boots complete the outfit, making it perfect for work, dinners, or crisp autumn weekends where comfort meets style.

Burgundy Sweater with Brown Leather Skirt

Autumnal tones shine in this rich and luxurious look. A fuzzy burgundy sweater is tucked into a high-waisted brown leather midi skirt with a center slit, giving it a modern, refined touch.

@yawilkamayer

Off-Shoulder Knit Top with Maroon Maxi Skirt

This look exudes sophistication and warmth. A slate gray off-the-shoulder knit top pairs beautifully with a deep maroon maxi skirt. The fitted silhouette keeps things sleek, while shiny black pointed boots and a unique gold handbag elevate the ensemble. Ideal for evening outings, date nights, or an art gallery visit.

@shannonpursey

Floral Slip Skirt with Cropped Leather Jacket

Romantic and rugged come together in this fall outfit. A black floral slip skirt with a rich color palette adds a touch of femininity, while the cropped brown leather jacket and lace-up combat boots inject some tough girl energy. A crochet knit top adds a handmade, cozy detail—perfect for autumn strolls or vintage shopping trips.

@patricialehmann

Leopard Skirt with Chunky Black Sweater

Wild and cozy meet in this effortlessly cool fall look. A soft, oversized black sweater contrasts beautifully with the bold leopard midi skirt, offering both comfort and edge.

@lv_blackwell

Cream Knit Top with Leather Midi Skirt

Sophisticated and sharp, this ensemble pairs a cropped cream cardigan with a sleek black leather midi skirt featuring a front slit. The leather texture gives it a bold autumn feel, while the minimalist palette keeps things chic. Strappy heels and a large structured tote add to the elegance—perfect for a polished office look or a stylish brunch date.

@Instagram

Tartan Pleated Skirt with Oversized Leather Jacket

Combining punk-inspired elements with casual chic, this look pairs a green and blue tartan pleated midi skirt with an oversized black leather jacket. The voluminous top half is balanced by sporty white sneakers and a sleek handbag. This outfit works great for laid-back days, city walks, or coffee catch-ups when you want to stay warm but stylish.

@lisarosii

Black Skater Skirt with Knit Top (Retro Vibe)

This outfit features a high-waisted black skater skirt with a cropped, puff-sleeve blouse—adding a slight vintage charm. Finished off with sheer tights and ankle boots, it’s ideal for a playful, flirty fall look.

Pencil Knit Skirt with Long Sleeve Bodysuit and Blazer

knit skirts flatter every body type, and for fall, you can elevate the look with a fitted long-sleeve bodysuit and a matching cozy blazer draped over your shoulders. This combo is the perfect balance of polished and snuggly.

Monochrome Skirt Set with Platform Lofers

A matching top and skirt in the same tone gives instant polish. Try a monochrome set in ribbed knit or soft jersey fabric. Choose tones like mocha brown, dusty mauve, or olive green for peak fall vibes.

@isabellapmayer

Maxi Boho Skirt with Oversized Hoodie and UGGS

A boho-style maxi skirt with prints or tiers brings a summer soul into your fall wardrobe. Balance it out with an oversized hoodie in a neutral or earthy color like sage, taupe, or dusty rose. UGGS and a knit beanie give it a cozy street-style twist.

@laurahordijk_

@farahlookbook

@belle.so.chi

@petiteelliee

@doylediary

@parisiananywhere

@iseliza_