The cold winter months are here but that doesn’t mean your style has to suffer!
Maxi skirts are a gorgeous, feminine wardrobe staple that can easily transition into cozy winter outfits with the right styling.
So grab your favorite maxi skirt and let’s get started on putting together sensational winter outfits!
Sweater, Scarf, and Booties
Nothing beats a super soft, oversized sweater paired with a maxi skirt when it comes to winter comfort.
Choose a neutral colored turtleneck or chunky knit sweater in a lightweight material like cashmere or wool.
Cream, tan, grey, and black are perfect sweater shades for a winter maxi skirt outfit.
Make the look even cozier with the addition of a blanket scarf.
Drape a long, woven scarf around your shoulders and neck in a matching or contrasting color to your sweater.
Scrunch and arrange the scarf so it covers your décolletage for extra warmth.
On your feet, slip on cute ankle booties, loafers, or Chelsea boots.
Black or brown leather or suede booties work with everything and instantly pull a winter outfit together.
You can also try boots in metallics like gold or silver for a touch of shine.
Just make sure to choose booties with a small heel or flat sole for stability on icy sidewalks!
To finish this look, add delicate jewelry like layered necklaces, hoop earrings, and a couple of stacked bracelets.
Go for a top-handle bag like a satchel or croc-embossed handbag that coordinates with your shoes.
This sweater, scarf, and booties combination creates a beautifully balanced winter maxi skirt outfit that’s as cozy as it is chic!
Faux Fur Vest and Beanie
Faux fur vests are a must-have for winter.
They instantly make any outfit so much cozier!
Pair your maxi skirt with an oversized faux fur vest in a color that complements your skirt.
For example, wear a chocolate brown vest over a black maxi or a grey vest on top of a navy blue skirt.
Stay toasty by layering a long sleeve turtleneck or mock neck top under your vest.
Tuck the top in to highlight your waist.
For an extra dose of warmth and style, add knit tights or leggings underneath your maxi skirt.
Top off this winter look with a faux fur beanie matching your vest.
Pom pom beanies are especially cute and fun.
Finish with knee-high suede boots in black, brown or chestnut and a circle or saddle bag.
The luxurious textures of faux fur and suede make this outfit ultra-chic and perfect for braving the cold winter temps.
Blazer, Turtleneck, and Loafers
For days when you want to look put-together but still feel comfy, pair your maxi skirt with a smart blazer, turtleneck and loafers.
Look for a structured blazer in a luxurious fabric like velvet, tweed or crepe.
Neutrals like black, navy or olive work well for a versatile blazer.
Layer a fitted turtleneck underneath, either in a coordinating color or go bold with a bright pop of color as contrast.
Complete the outfit with menswear-inspired loafers.
Horsebit, tassel or penny loafers with a low block heel are perfect.
You can also try dressy smoking slippers or oxfords.
Carry a top-handle satchel or structured tote bag.
Add dainty gold jewelry like huggie earrings, a thin necklace and stack of thin bangle bracelets.
Pull your maxi skirt higher on the waist to emphasize the blazer.
This polished maxi skirt outfit is work-ready yet still fashionable.
Cable Knit Turtleneck Dress and Tall Boots
For the ultimate in winter comfort, wear a cable knit turtleneck dress over your maxi skirt!
Look for a ribbed sweater dress made from a warm material like wool.
Cream, grey and lighter neutrals work well as turtleneck base layers under maxi skirts.
Simply layer the sweater dress over your maxi, allowing the skirt to peek through at the hem.
The sweater dress keeps your top half ultra-cozy while the maxi skirt maintains a chic silhouette.
Complete this winter outfit with leather or suede knee-high boots.
Accessorize with a circle bag or crossbody bag and dainty gold hoops for an effortlessly stylish vibe.
You’ll stay toasty warm and look so chic styling your maxi skirt in this clever sweater dress layered look!
Fleece Lined Tights, Ankle Boots, and Beanie
On extra chilly winter days, fleece lined tights are a must for keeping your legs warm in a skirt.
Look for extra thick opaque tights with a plush fleece interior.
Black is the most versatile, but you can also try lighter tights in cream or grey depending on your maxi skirt color.
Pair the fleece lined tights with ankle booties or Chelsea boots.
Leather or suede booties with block heels or lug soles are perfect for grip and traction on icy sidewalks.
Display the cute booties by scrunching the tights at the ankle.
On top, wear an oversized wool blend sweater, fisherman knit pullover or turtleneck.
Finish the look with a slouchy beanie matching your boots.
Carry a hobo bag or crossbody bag that hits at hip level.
The fleece lined tights mean you can wear your favorite maxi skirt even when temps really drop!
Puffer Vest, Beret, and Knee High Boots
Puffer vests are perfect lightweight insulation over maxi skirts in the winter.
Opt for a padded nylon vest in a fun color like blush pink, pale blue, or mint green.
For more warmth, look for down or synthetic down filled vests.
Wear the puffer vest over a long sleeve turtleneck or thermal top.
You can also layer hoodies, flannels or fleece pullovers under your vest.
Add opaque tights or leggings for extra coverage.
Then finish with versatile black leather knee-high riding boots.
Top your outfit with a coordinating beret for Gallic-chic style.
Carry a small leather crossbody bag.
The puffer vest helps keep your core warm while the beret and knee-high boots pull this winter maxi skirt look together beautifully.
Belted Crepe Trench and Chelsea Boots
A trench coat instantly classes up a winter maxi skirt outfit.
Look for a trench in a dressier crepe fabric rather than traditional cotton.
Go for neutral camel, tan, stone or grey tones.
Cinch the trench coat with its accompanying belt to define your waistline.
For leg coverage, wear opaque tights, leggings or socks with ankle booties.
Chelsea boots with elastic goring are a comfy choice that complements the trench coat perfectly.
Underneath the trench, layer sweaters, long sleeves, or blouses.
Finish this sophisticated look with a structured satchel and simple gold jewelry.
The belted trench polishes any maxi skirt for an outfit that transitions seamlessly from day to night.
Faux Leather Biker Jacket and Pointed Toe Flats
Edgy faux leather instantly toughens up feminine maxi skirts for a cool winter look.
Pair a moto-style biker jacket with your maxi.
Look for faux leather with symmetrical zippers, snapped lapels and belt details.
Black or brown gives you the most wear, but colored leather is fun too!
On bottom, add ribbed ponte leggings that tuck into slick pointed toe flats.
Ballet flats with an ankle strap are comfortable and keep your feet stable while walking.
For your top, a mock neck bodysuit, sleeveless turtleneck, or long sleeve tee all work well.
Sling a hobo bag across your body to finish this casual chic winter outfit.
The contrasting textures of the soft maxi skirt and moto jacket create stylish interest.
Opaque Tights, Cardigan, and Ballet Flats
This is an easy everyday winter outfit that combines the comfort of a cardigan with the polish of opaque tights and flats.
First, pair opaque black cotton tights under your maxi skirt.
Matte tights add coverage without bulk.
Next, top your outfit with a lightweight long cardigan sweater.
Draped cardigans that tie at the waist are pretty and feminine.
Choose one in a neutral color like black, tan, navy or grey for versatility.
On your feet, wear classic ballet flats.
Leather, suede or patent flats with a rounded toe are perfect.
You can also opt for loafers or oxfords for a menswear vibe.
Finish the outfit with a crossbody bag and simple stud earrings.
It may be basic, but this maxi skirt combination is always chic!
Fur Gilet Vest, Turtleneck, and Ankle Boots
Make your outfit pop by layering a colorful fur gilet vest over a winter white maxi skirt!
Fur vests come in amazing shades like emerald green, sapphire blue and rich eggplant purple.
Go bold or neutral—either way, the texture adds flair.
Underneath, wear a fitted white turtleneck and black opaque tights tucked into black leather ankle booties.
The contrast between the vibrant gilet, white maxi and black tights/shoes makes the look really stand out.
Top it off with a beanie matching your vest.
Grab a small structured handbag like a lady bag or box clutch.
The eye-catching gilet vest instantly transforms a simple winter maxi outfit into a showstopper!
Plaid Button Up, Beanie and Lace Up Boots
Bring the grunge with a classic plaid flannel button-up layered over your maxi skirt.
Look for oversized plaid shirts in muted color combos like black/grey, green/navy or maroon/blue.
Leave the shirt open or knot it at the waist.
On bottom, wear sheer black tights with lace up combat or moto boots for an edgy vibe.
Choose boots in black, brown or burgundy leather.
Top the outfit with a slouchy beanie matching your shirt.
Carry a large tote bag or backpack purse to complement the laidback look.
Finish with layered necklaces and dark nail polish.
The unexpected plaid shirt and boots give your maxi skirt major attitude for the winter months.
Oversized Sweater, Beret, and Chelsea Boots
An effortlessly chic winter maxi outfit starts with an oversized sweater as a top layer.
Choose an oversized sweater dress, tunic sweater or slouchy cardigan sweater to pair with your skirt.
For colors, look for neutrals like blush, camel, grey, navy or black.
Add warmth and coverage with black opaque tights and ankle-height Chelsea boots.
Leather boots with elastic sides are comfortable for all-day wear.
Accessorize with a matching felt beret-style hat tipped jauntily over one eyebrow for a French girl vibe.
Carry a top-handle satchel or hobo bag.
Finish this relaxed winter look with delicate gold jewelry and a swipe of bold lipstick.
The oversized sweater helps conceal curves while the beret and Chelsea boots keep the outfit feminine and chic.
I hope these maxi skirt outfit ideas have inspired you to embrace one of fashion’s most versatile pieces this winter season!
With the right styling, you can easily incorporate maxi skirts into your cold weather wardrobe.
Don’t be afraid to mix textures, patterns and proportions to create stylish new outfit formulas.
With a bit of creativity, your maxi skirts are sure to take you through the winter in both comfort and trendy style.
