How to style midi skirts this Fall/Winter
Move over maxi skirts, midi skirts are shaping up to be the trending length for Fall/Winter 2023! Versatile, season-appropriate, and super chic, midi skirts are an absolute staple in our wardrobes. Ranging in length from right below the knee to just above the ankles, it’s guaranteed that the right midi skirt for your proportions is out there somewhere!
Looking for inspo? We’ve got you covered. Here are 6 it-girl-approved ways to style your midi skirts this Fall/Winter.
You can never go wrong with a total black look! We love how Felicity Bird styled her midi black denim skirt with a black boxy jumper, black knee-high boots, and black accessories. Dark-wash denim is the way to go for a chic yet effortless look.
Alo
| Accolade Hoodie in Black, Size: Medium
$148.00
Alo Yoga
-70%
Sofiacashmere
Sofiacashmere Embellished Collar Wool & Cashmere-Blend Sweater Black
$149.99
$495.00
Rue La La
Alo
| Cropped Micro Plisse Jacket in Black, Size: Medium
$148.00
Alo Yoga
-74%
Hudson
Hudson Jeans Ponte Midi Skirt Black
$48.99
$185.00
Rue La La
-75%
7 For All Mankind
Midi Skirt Black
$49.00
$198.00
Rue La La
-61%
Dune London
Teine Leather Boot Black
$99.99
$255.00
Rue La La
-73%
Stuart Weitzman
City Zip Leather Knee-High Boot Black
$212.99
$795.00
Rue La La
AllSaints
Odyssey Knee High Leather Boots Black
$499.00
AllSaints
We’re obsessed with the colour story in Annette Weber’s outfit! Her cream jumper and grey peacoat perfectly match the tartan print of her skirt, while her printed handbag clashes with oh-so-perfectly.
Vivienne Westwood
Womens Sweaters Beige
Polo Ralph Lauren
Pleated Crepe Recycled Polyester Midi Skirt in 1486 Yellow Multi Plaid at Nordstrom, Size Medium
You heard it here first: Y2K Officecore will be the next viral -core to take social media by storm. To be ahead of the trend, style your pencil midi skirt with a silky white button-down, pointy kitten heels, and a slightly oversized blazer. Bonus points if you also have small rectangular metal-frame glasses.
-82%
Ramy Brook
Freda Top White
$56.99
$325.00
Rue La La
-70%
Trina Turk
Litsa Silk-Blend Top White
$89.99
$298.00
Rue La La
endless rose
Crinkle Satin Top in Cream at Nordstrom, Size X-Small White
$110.00
Nordstrom
-61%
A.L.C.
Opal Wool & Cashmere-Blend Pencil Skirt Gray
$229.99
$595.00
Rue La La
Theory
Traceable Wool Knee-Length Pencil Skirt Black
$215.00
Bergdorf Goodman
-75%
HUGO BOSS
Boss Hugo Boss Vasiana Pencil Skirt Beige
$73.99
$299.00
Rue La La
-39%
Marc Fisher
Cecile Pointed Toe Pump in Black at Nordstrom, Size 7.5
$99.99
$165.00
Nordstrom
-37%
Badgley Mischka
Angelina Slingback Pointed Toe Kitten Heel Pump in White Satin at Nordstrom, Size 8.5
$149.00
$235.00
Nordstrom
-35%
Marc Fisher
Paria Pointed Toe Kitten Heel Pump in Metallic Gold at Nordstrom Rack, Size 8.5
$45.48
$69.97
Nordstrom Rack
-55%
Jones New York
Sutton Cardigan Red
$39.99
$89.50
Rue La La
-56%
Alberta Ferretti
Philosophy Print Cardigan Red
$29.99
$68.00
Rue La La
-60%
Free People
Suzy Raw Hem Denim Midi Skirt in Sun Stoned Blue at Nordstrom, Size 24
$51.20
$128.00
Nordstrom
-60%
Ganni
Tint Denim Midi Skirt Blue
$149.99
$375.00
GILT
-53%
Free People
We The Free Suzy Denim Midi Skirt Blue
$59.99
$128.00
Rue La La
-60%
Darkpark
Dark blue Erika denim skirt
$181.25
$453.13
TheDoubleF
Sometimes you just feel like taking it back to the basics, and we can’t blame you! A black column midi skirt with a white t-shirt, a relaxed grey sweater, and brown pointed boots are minimalist perfection.
Style tip: when styling tall boots, go for a longer midi skirt so that it slightly covers the top of the boots. This will make sure you don’t fall into the trap of the “skin sandwich”—that little slice of exposed skin between the hem of the skirt and the top of the boot—that breaks up the flow of your outfit.
-49%
Free People
Movement All Star Logo Pullover Gray
$49.99
$98.00
Rue La La
Alo
| Cropped Accolade Crewneck Top in Lunar Grey, Size: Medium Gray
$128.00
Alo Yoga
Off-white
Gray Bookish Acid Logo hooded sweatshirt
$219.56
TheDoubleF
-74%
Karl Lagerfeld
Karl Lagerfeld Midi Skirt Black
$18.00
$69.50
Rue La La
-68%
Chaser
Kana Midi Skirt Black
$49.99
$158.00
Rue La La
-74%
Mac Duggal
Faille High Waisted A Line Midi Skirt in Black at Nordstrom, Size X-Small
$78.00
$298.00
Nordstrom
-60%
-76%
Tory Burch
Lila Leather Knee-High Boot Brown
$167.00
$698.00
Rue La La
-70%
Stuart Weitzman
Ultra Lug Suede Knee-High Boot Brown
$254.99
$850.00
Rue La La
Layering during the colder months is fundamental, and so is being able to style your clothes for all seasons to get the most wear out of them. Here Dominika shares how to take your midi skirt + sneakers combo from Spring/Summer to Fall/Winter by adding a funnel neck sweater, tights, socks, and a quilted jacket.
-63%
Rag & Bone
Rag & Bone Kayden Wool-Blend Sweater Brown
$159.99
$428.00
Rue La La
-75%
Eileen Fisher
Eileen Fisher Turtleneck Cashmere Pullover
$88.99
$358.00
Rue La La
Frame Denim
Ribbed Turtleneck Top Black
$188.00
Bergdorf Goodman
New Balance
Red/beige 9060 sneakers
$177.52
TheDoubleF
New Balance
Sneakers 1906A black/pink
$149.49
TheDoubleF
