Update Consent

How to Style a Slip Skirt For Winter From POPSUGAR at Kohl's

Call Me an Outfit Repeater, but I Can't Stop Wearing This $37 Slip Skirt For Winter

As POPSUGAR editors, we independently select and write about stuff we love and think you'll like too. If you buy a product we have recommended, we may receive affiliate commission, which in turn supports our work.

Slip skirts are one of my absolute favourite pieces. From solid colours to pretty prints, they're my go-to when I want to look put together, but effortlessly so. They're also key when I'm not in the mood for a dress or jeans. I'm always on the hunt for new versions to add to my wardrobe, and this month, I'm obsessing over this POPSUGAR Midi Slip Skirt ($37, originally $50) from our very own POPSUGAR collection at Kohl's.

In a perfect midi length (which is always my preference), this floral-printed skirt is unexpectedly versatile for Winter. When I want to look feminine but not in an overly saccharine way, a dark-grey sweater and tailored menswear coat offset it perfectly with sleek white booties to finish. When I'm feeling cosy (which is often), I'm all about pairing it with a fuzzy knit and sherpa jacket (you'd be hard-pressed to find a fashion girl without one of these this season). When I'm craving a bit of pattern play, I'm loving the look of a contrasting floral-print top tucked into this skirt with a plaid blazer layered to finish (in a similar colour palette to tie everything together, of course). Basically, I've uncovered three superstylish ways to rock this slip skirt on repeat this Winter and highly recommend you try each combo for yourself, too.

Ahead, witness me wearing this Midi Slip Skirt from the newest POPSUGAR collection at Kohl's three ways for Winter. Then, shop each of my looks head-to-toe, including my exact items as well as some affordable alternatives to please every budget. And if you're wondering, no, I'm not embarrassed about rewearing it again and again — you shouldn't be, either. Slip-skirt repeaters, unite!

Image Source: POPSUGAR Photography / Matthew Kelly

The Winter Slip-Skirt Outfit: Cosy Cute

I'm all about the cosy trend this Winter, so naturally, I topped off my slip skirt with a warm sherpa trucker jacket and fuzzy mockneck sweater (both from the POPSUGAR collection at Kohl's!) and went with burgundy boots and a uniquely shaped bag for a fresh finish.

Image Source: POPSUGAR Photography / Matthew Kelly
Product Credit: POPSUGAR at Kohl's sweater, skirt, and jacket, Zimmermann boots, Charles & Keith bag, Jenny Bird ring. Makeup by Glamsquad.

The Winter Slip-Skirt Outfit: Cosy Cute

Trust me when I say, this outfit is so. warm.

Image Source: POPSUGAR Photography / Matthew Kelly
Product Credit: POPSUGAR at Kohl's sweater, skirt, and jacket, Jenny Bird ring.

POPSUGAR Fuzzy Mockneck Sweater

POPSUGAR Fuzzy Mockneck Sweater ($37, originally $50)

Image Source: kohls.com
POPSUGAR Fuzzy Mockneck Sweater
$37
from kohls.com
Buy Now

POPSUGAR Midi Slip Skirt

POPSUGAR Midi Slip Skirt ($37, originally $50)

Image Source: kohls.com
POPSUGAR Midi Slip Skirt
$37
from kohls.com
Buy Now

Watch This!

Pop Quiz

Watch the Cast of Fear Street Play a Creepy Game of Horror Movie "Would You Rather"

POPSUGAR Sherpa Trucker Jacket

POPSUGAR Sherpa Trucker Jacket ($58, originally $78)

Image Source: kohls.com
POPSUGAR Sherpa Trucker Jacket
$58
from kohls.com
Buy Now

Charles & Keith Dark Brown Half Moon Wrist Strap Clutch

Charles & Keith Dark Brown Half Moon Wrist Strap Clutch ($39)

Image Source: charleskeith.com
Charles & Keith Dark Brown Half Moon Wrist Strap Clutch
$39
from charleskeith.com
Buy Now

Zimmermann Tall Slouchy Boot

Zimmermann Tall Slouchy Boot ($995)

Image Source: zimmermannwear.com
Zimmermann Tall Slouchy Boot
$995
from zimmermannwear.com
Buy Now

Vince Camuto Kashiana Boot

Vince Camuto Kashiana Boot ($229)

Image Source: shop.nordstrom.com
Vince Camuto Kashiana Boot
$229
from shop.nordstrom.com
Buy Now

Jenny Bird Mithras Ring

Jenny Bird Mithras Ring ($95)

Image Source: jenny-bird.com
Jenny Bird Mithras Ring
$95
from jenny-bird.com
Buy Now

The Winter Slip-Skirt Outfit: Mixed Prints

When it comes to colour and print, I tend to take a subtle approach. This skirt, however, encouraged me to step outside my comfort zone by mixing in a contrasting floral-print top and plaid blazer in a similar colour palette.

Image Source: POPSUGAR Photography / Matthew Kelly
Product Credit: POPSUGAR at Kohl's top and skirt, Oak + Fort blazer, Nine West boots, COS gloves. Makeup by Glamsquad.

The Winter Slip-Skirt Outfit: Mixed Prints

Black boots and gloves help tie it all together in a really wearable way.

Image Source: POPSUGAR Photography / Matthew Kelly
Product Credit: POPSUGAR at Kohl's top and skirt, Oak + Fort blazer, COS gloves.

POPSUGAR Mesh Turtleneck Top

POPSUGAR Mesh Turtleneck Top ($27, originally $36)

Image Source: kohls.com
POPSUGAR Mesh Turtleneck Top
$27
from kohls.com
Buy Now

POPSUGAR Midi Slip Skirt

POPSUGAR Midi Slip Skirt ($37, originally $50)

Image Source: kohls.com
POPSUGAR Midi Slip Skirt
$37
from kohls.com
Buy Now

Oak + Fort Blazer

Oak + Fort Blazer ($134, originally $148)

Image Source: oakandfort.com
Oak + Fort Blazer
$134
from oakandfort.com
Buy Now

Zara Houndstooth Blazer

Zara Houndstooth Blazer ($129)

Image Source: zara.com
Zara Houndstooth Blazer
$129
from zara.com
Buy Now

COS Soft Leather Gloves

COS Soft Leather Gloves ($99)

Image Source: cosstores.com
COS Soft Leather Gloves
$99
from cosstores.com
Buy Now

Nine West Ela Tall Dress Boots

Nine West Ela Tall Dress Boots ($91, originally $130)

Image Source: kohls.com
Nine West Ela Tall Dress Boots
$91
from kohls.com
Buy Now

The Winter Slip-Skirt Outfit: A Menswear Twist

I love the juxtaposition of feminine and masculine pieces, so I decided to offset my so-pretty skirt with a dark-grey sweater (also from the POPSUGAR collection at Kohl's!) and tailored menswear-inspired coat for a city-sleek feel.

Image Source: POPSUGAR Photography / Matthew Kelly
Product Credit: POPSUGAR at Kohl's sweater and skirt, Zara coat, Schutz boots, COS bag. Makeup by Glamsquad.

The Winter Slip-Skirt Outfit: A Menswear Twist

Gray is a great neutral to experiment with when you don't want to default to black (which I tend to do . . . hey, I'm a New Yorker!).

Image Source: POPSUGAR Photography / Matthew Kelly
Product Credit: POPSUGAR at Kohl's sweater and skirt, Zara coat, COS bag.

POPSUGAR Puff-Sleeve Sweater

POPSUGAR Puff-Sleeve Sweater ($37, originally $50)

Image Source: kohls.com
POPSUGAR Puff-Sleeve Sweater
$37
from kohls.com
Buy Now

POPSUGAR Midi Slip Skirt

POPSUGAR Midi Slip Skirt ($37, originally $50)

Image Source: kohls.com
POPSUGAR Midi Slip Skirt
$37
from kohls.com
Buy Now

Zara Belted Coat

Zara Belted Coat ($299)

Image Source: zara.com
Zara Belted Coat
$299
from zara.com
Buy Now

Urban Outfitters Pollianna Crossbody Bag

Urban Outfitters Pollianna Crossbody Bag ($44)

Image Source: urbanoutfitters.com
Urban Outfitters Pollianna Crossbody Bag
$44
from urbanoutfitters.com
Buy Now

Lulu's Selenah White Pointed Toe Ankle Booties

Lulu's Selenah White Pointed Toe Ankle Booties ($45)

Image Source: urbanoutfitters.com
Lulu's Selenah White Pointed Toe Ankle Booties
$45
from urbanoutfitters.com
Buy Now

Schutz Bette Bootie

Schutz Bette Bootie ($225)

Image Source: schutz-shoes.com
Schutz Bette Bootie
$225
from schutz-shoes.com
Buy Now

Executive Style Director: Dana Avidan Cohn
Styling and Market: Laura Lajiness
VP, Creative Director: Jenny Anna Ung
Art Director: Davianna Absera
Photographer: Matthew Kelly
Producer: Cassie Doyle
Digital Tech: Guang Xu
Makeup: Glamsquad

Image Source: POPSUGAR Photography / Matthew Kelly

Want More?

POPSUGAR Would Like To Send You Push Notifications.