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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Jump To ProductsJanuary 17, 2020
The Rankings
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
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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