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10 Ways to Style Your Favorite Mini Skirt

Although skirts were prime during the sunnier seasons, you can continue to create cute outfits for the winter with your favorite one! Below are ten outfit inspos to style your favorite mini skirt this winter while feeling fashionable and—most importantly—cozy and warm.

Comfy in Combat Boots

Put on your favorite mini skirt along with a cropped sweater and combat boots. This outfit creates a nice balance of dressing up, while still maintaining comfort with cool leather combat boots. The color options are endless with this outfit! However, we suggest wearing a neutral mini skirt and a brightly colored cropped sweater. The short sweater allows the skirt to be better seen, so you could even opt for a printed skirt if you already have one in your closet. This will surely be one of your go-to winter outfits for feeling stylish and comfortable this colder season! 

More Inspiration:

Image: Lulus

Wonderful Warmth Mock Neck Sweater

Lulus

We love a bold color for our sweaters, but the lantern sleeves take it up a notch!

Image: Amazon

Asymmetrical Turtleneck

BTFBM

Cropped sweaters don’t have to be synonymous with short. In fact, this long sweater has an asymmetrical hem that allows you to show off your skirt, but stay covered at the same time.

Image: Zappos

Veronica Combat Boot

Frye

Combat boots often get mislabeled as heavy, chunky black boots, but they don’t have to be! These boots are just the right tone of rich, broken-in leather, and Frye is known for having boots so comfortable it will feel like you’ve owned them for years right out of the box.

Bars, Band Tees, and Leather

Feeling edgy? This outfit is fun, and we think that everyone looks good in all black. So pull out your favorite black leather jacket, band tee, stockings, and black Chelsea boots. This winter outfit is great for an evening out with friends—or maybe a brewery or a concert. If you’re more cold-blooded, you can consider wearing a black beanie and layering with a chunky black scarf. This outfit is very flexible, meaning it can be styled in so many unique ways.  Your choice of band or graphic tee can have an impact on the outfit, too.  Either way, have fun with your t-shirt choice! Lastly, dress this winter outfit up or down depending on how you style your shoes of choice! 

More Inspiration:

Image: Nordstrom

Imaan Faux Leather Blazer

Steve Madden

If you don’t like the bulkiness of a moto jacket, a faux leather blazer can be a chic twist. Even better, it works perfectly as an office-to-happy-hour jacket.

Image: Etsy

‘A Lot Going On At The Moment’ Tee

Xpression Tees

We’re in our graphic tee era, and you can’t tell us a subtle nod to Taylor isn’t the perfect musically-inclined top.

Image: Etsy

Abbey Road Beatles Tee

MM Threads Designs

Keep it classic with one of the most famous bands of all time.

Layered and Chic

Feel very warm and ready for any winter day when you style a mini skirt with a wool coat and a pair of calf-high leather boots. Since there is an opportunity to play with layers in this outfit, you can wear a thick cotton shirt or turtleneck before putting your hair in a messy bun to keep yourself cool underneath. This outfit is great for work at the office or a winter first date. 

More Inspiration:

Image: Amazon

Double Breasted Tweed Blazer

Happy Sailed

Nothing is as chic as a tweed blazer that is gives us all the Chanel vibes.

Image: Amazon

Wrap Wool Coat

Grace Karin

A wool coat is an easy way to upgrade your outfit and make it feel ultra-chic effortlessly. Plus, this grey will become a staple in any wardrobe.

Image: Amazon

Pearl Claw Clips

Mehayi

Why use just any claw clip to hold your hair in that messy bun, when you could elevate your entire look with these?

‘90s Vibes

Pairing a mini skirt with a loose button-up shirt and chunky boots is an easy (yet fashionable) winter outfit. This outfit can be dressed up or down easily, but it is comfortable enough for a day of errands or even a date at that new bar in your city. Choose from a variety of types of mini skirts, but wearing a pleated skirt with a dress shirt makes the outfit a little chicer.  It gives off a bit of Cher Horowitz from Clueless mixed with Daria—if you’re a fan of ‘90s pop culture, that is! For extra warmth, wear some thick socks to go with your loafers for that ultra-casual vibe.

More Inspiration:

Image: Amazon

Colorblock Bomber Jacket

Sweatyrocks

Bright neon color and color blocking was a mainstay of the ‘90s, so clearly you can make a statement outfit by pairing this bold jacket with a simple black mini skirt and top.

Image: Amazon

Button Front Denim Skirt

Grace Karin

Denim? Check. Buttons? Check. Perfect for any number of inspired outfits.

Image: Nordstrom

Plaid Wrap Front Miniskirt

Treasure & Bond

Dark plaids and muted colors are another hallmark of the ‘90s. If you’re not feeling the true grunge vibes, pair it with a sweater and tall boots.

 Warm & Fuzzy Feelings

Take out your warmest—and fuzziest!—sherpa zip-up and pair it with a mini skirt! This is one of the most relaxed outfits on this list and gives a hint of athleisure when paired with white sneakers. This is an easy outfit to put on when you’re feeling a little lazy when getting ready, but still want to look put together. Plus, this outfit is perfect to go to a cafe to get some weekend work done or a pumpkin spice latte date with your girls!

More Inspiration:

Image: Amazon

Sherpa Fleece Pullover

Kirundo

Perfect for any day, this ultra-plush fleece pullover is one that you won’t walk to take off.

Image: Nordstrom

Flower Fleece Jacket

All In Favor

For something a little bit more girly, we love this floral pattern on a cropped jacket.

Image: Lulus

Winter Winds Shearling Jacket

Lulus

Long coats can help to keep your legs warm during the colder temps. Plus, this one is as chic as they come!

Fancy in Pumps

Need a winter outfit for a fancy evening out? Maybe a work meeting or a romantic date night with your love? Wear a cozy cashmere black turtleneck, a colored or patterned mini skirt, stockings, and black pumps. This outfit is classy and simple, but can still be very elegant. You can even match the color of the turtleneck and skirt, creating the look of a dress! Simply tuck the top into the mini skirt to have a more fitted and chic look. Tie the outfit all together with your favorite winter coat and you are ready for your fancy winter evening out! 

More Inspiration:

Image: Quince

Mongolian Cashmere Wrap Sweater

Quince

Want to look like a million bucks without spending a million dollars? Quince is one of our favorite high-quality sustainable brands that also focuses on affordability.

Image: Amazon

Asymmetrical Tweed Skirt

IDEALSANXUN

This skirt has that old-money feel that you’d never guess came from Amazon.

Image: Nordstrom

Estella Pointed Toe Slingback Pump

Jeffrey Campbell

With a pair of nude pumps, you could take over the world. The slingback and gold hardware just make it a little bit easier.

Chunky Sweater & Sneakers

Why not pull out your favorite oversized sweater and wear it with any mini skirt that is already in your closet? A chunky sweater is another warm closet staple that can be worn all year long, but especially during the cold months of the winter and fall. Dress this outfit up or down with the choice of shoes, but wearing a pair of white and black sneakers is almost always a comfy way to go. For colder days or evenings, wear a trench coat or leather jacket for added warmth. Be confident you’ll look nice and feel extra toasty in this winter outfit. 

More Inspiration:

Image: Nordstrom

Oversize V-Neck Sweater

Treasure & Bond

This slouchy sweater is a crowd favorite and it comes in so many different colors—you can’t have just one in your closet!

Image: Amazon

Eyelet Cardigan Sweater

Kirundo

If your definition of a chunky sweater is more delicate detailing than extra fabric, you will love this cardigan! Wear it button on its own or pair it with your favorite satin tank underneath.

Image: Lulus

Cuddle Weather Turtleneck Sweater

Lulus

There isn’t anything more classic (and cozy!) than a super soft turtleneck sweater in the winter.

Staying Warm in Plaid

Plaid shirts have become a closet staple, no matter your style. But why not incorporate a subtle plaid into your entire outfit with layers—a denim mini skirt and your favorite pair of leather boots? You can choose from riding boots, combat boots, platform boots, or pointy, ankle boots—any will work!—and pair it with black or nude stockings for winter. Toss on a dark hooded sweatshirt to complete the outfit and stay extra warm. This casual look can be elevated (depending on the boots), but consider it for a date night with your best girls or with someone new! 

Image: Amazon

Plaid Shacket

BTFBM

The shacket trend is still going strong. If you are looking for a transitional jacket or you live somewhere that doesn’t get too cold during the winter, this is a versatile lightweight jacket to keep on hand. Or, layer it with a sweater or turtleneck for extra warmth in the cold weather.

Image: Madewell

Brushed Wool Scarf

Madewell

We couldn’t forget an oversized scarf on this list. This extra large scarf is perfect to snuggle up in while you’re spending time outdoors.

Image: Lulus

Tweed Button-Front Pinafore Dress

Lulus

Okay, so this isn’t exactly a skirt, but it is kind of the best of both worlds. This dress does all the hard work for you and let’s you look effortlessly chic in no time at all.

Cool & Professional

Dress up a black blazer this winter! This might seem like an obvious pairing, but there is so much flexibility with this outfit, especially when deciding how to accessorize.  You can style a blazer and skirt combo with your favorite pair of sneakers and layered jewelry or add scarves and warm hats to wear during the winter season.  Or, play with bold hues and try a blazer in a bright color for a unique, chic touch.  Keep in mind that even if paired with comfortable sneakers, this ensemble can still be a stylish work outfit—especially if there is a day you have to go into the office—because this outfit offers a balance of comfort and professionalism. 

Image: Amazon

Long Blazer Jacket

Pretty Garden

If you’re wearing a shorter skirt, why not pair it with a longer jacket. The play on proportions is a great way to highlight both pieces in your outfit, with the added bonus of staying warm in the winter!

Image: Quince

Washable Silk Blouse

Quince

Washable silk? Say it ain’t so! These silk blouses are not only affordable, but come in so many different colors than your work wardrobe needs to have multiple in your rotation.

Image: Nordstrom

Wool Blend Coat

Ralph Lauren

Much like classic grey, this camel wool coat is a timeless silhouette and a piece of outerwear you can keep in your closet for years.

Sporty Spice

For your inner Sporty Spice, wear a bright graphic pullover—the more oversized, the better!—with a mini skirt and paired with your comfiest high-top sneakers. (We love Air Force Ones or classic Chuck Taylors.) This outfit can be worn on any regular day, such as a game night with your friends or grabbing a casual dinner. Not only does this outfit stand out, but it is fun and comfortable! A worthy winter outfit option!

Image: Athleta

Ace Tennis Skort

Athleta

Don’t just look sporty, be sporty! Athleta earns extra points for us for their size inclusive range and their production standards, but their activewear is also some of the best. This skirt even has shorts underneath so you can move around effortlessly without having to worry about showing too much.

Image: Zappos

574 Core Sneaker

New Balance

A great pair of retro sneakers can take any outfit up a notch.

Image: Etsy

Kansas City Chiefs Sweatshirt

Caron Shop

On Sundays, we watch football. So, it only makes sense that we would create a sporty outfit around our favorite team!

You may have thought it was time to store your mini skirts away until spring, but you don’t always have to wear pants this winter! You can still have fun with your winter wardrobe and wear short skirts, too. They have a way of elevating an outfit or updating one that you already regularly wear. Even if mini skirts might not be your thing, we hope this style inspiration convinces you that they are worth trying out, even if it is just for one day. So don’t leave those mini skirts hanging in your closet this winter—make use of them for the rest of the year!