Top 10 Winter Skirts

10 Chic Winter Skirts To Wear Right Now

10 Chic Winter Skirts To Wear Right Now

Who says pants are the only bottoms you can wear in the winter? Sure, a good trouser or denim jean are always must-have options when the temperatures drop, but sometimes showing a little leg is essential to completing a killer ensemble. Besides, a little wind chill can’t stop your everyday slay! Whether you’re braving a chilly commute to work or you need a little variety in your weekend wardrobe, this list of the best skirts to wear this winter is a guaranteed winner. Our algorithm finds top-rated and highly-reviewed products according to shoppers just like you to bring you the best of the best. Scroll to discover winter-friendly skirts that feature luxe faux leather, elastic waistbands, and pretty pleated designs that fit any occasion on your agenda and any cold-weather climate. Check out the best winter skirts to wear now from best-selling brands like Uniqlo, J. Crew, Free People, Mango, and more! Opening image: thereformation.com

Did you enjoy our 10 Best Winter Skirts? Shop all our Top 10 Sweaters lists to discover a top to match! 

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January 17, 2020

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The Rankings

J.Crew Pleated Midi Skirt
Rank & Style Approved


J.Crew Pleated Midi Skirt

WHAT IT DOES: Designed with sunburst-style pleats, this skirt creates a slimming, streamlined silhouette perfect for wearing in the workplace.

STYLE WITH: Add a cashmere sweater and some pointed toe flats for an easy office look! 

Free People Skyline Rib Midi Skirt

BEST FOR: This pull-on skirt features a leg slit for extra movement and comfort.

HELPFUL TIP: Fit is true to size.

Free People Modern Femme Vegan Suede Mini Skirt

USERS SAID: "I love the fit of this skirt. I have been looking for a leather mini skirt for a while and this is even better than what I had in mind. Sexy, beautiful and very flattering."

LOVED FOR: The chic faux leather, super-short hem, and comfortable back zipper closure

Mango Pleated Midi Skirt

WHY YOU NEED IT: This extra-long midi skirt delivers maximum leg coverage for chilly work commutes without compromising on flattering style.

LOVED FOR: The pleated fabric and flattering flared design

J.Crew Faux-Leather Pleated Midi Skirt

BEST FOR: Choose this skirt to add the perfect winter statement piece to your wardrobe.

STYLE WITH: Rock this skirt with a suede jacket and some backless loafers for an effortlessly chic look.

Halogen Bias Cut A-Line Midi Skirt

LOVED FOR: The stretchy waist, swinging silhouette, and trending print offerings

FUN FACT: This skirt was made in a factory that supports women worker empowerment through HERproject. 

H&M A-Line Skirt

USERS SAID: "I love this skirt, the material is very rich! This skirt goes really well with black stockings, a black turtleneck, or a white one! Amazing piece for the fall/winter!!!" 

WHERE TO WEAR: On a night out, to brunch, or for a hot date

Anine Bing Bar Print Silk Midi Skirt

BEST FOR: Add this trendy printed skirt to your year-round wardrobe. 

HELPFUL TIP: This luxurious silk skirt fits true to size. 

Reformation Bea Midi Skirt

WHY YOU NEED IT: Inspired by vintage designs, this skirt delivers a swingy flare and a high-waist fit for a timelessly ladylike silhouette.

STYLE WITH: Add a slimming lightweight turtleneck to complete the look. 

J.Crew No. 2 Pencil Skirt In Double-Serge Wool

BEST FOR: Pick this skirt to polish up your winter professional wardrobe.

USERS SAID: "This is the best pencil skirt anywhere for fall/winter. The cut is precise and the fabric has a good weight and great color saturation."

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