Fashion

6 Perfectly Plaid Outfits to Recreate This Fall and Winter

November 18, 2025

Photography: Courtesy of COS

In the pantheon of fashionable patterns, one would be forgiven for overlooking plaid. The print, which has long been considered a classic, has a range of connotations. Plaid can be preppy, when seen in suiting, or for the lumberjack in a flannel shirt. Plaid recalls heritage in the form of a Scottish kilt. But can plaid outfits be stylish and chic? This fall and winter, designers are saying yes.

Vogue’s Favorite Plaid Pieces

The Flannel Shirt

Cos checked flannel shirt

Jump to review

$149

COS

The Midi Skirt

Zara satin midi skirt

Jump to review

$50

ZARA

The Trench Coat

Gap herringbone trench coat

Jump to review

$328

GAP

Plaids, checks, and madras made appearances at many of our favorite brands. The Row ignited a plaid renaissance last season for SS25; Miu Miu introduced colorful plaid wool skirts this fall, and New York City-based designer Daniella Kallmeyer wrapped plaid shirting around black trousers for a subtle pattern pop; her spring collection re-envisioned the print in diaphanous form as a sheer maxi halter dress.

So, we can say it with confidence: plaid is back. And it’s everywhere in stores, as well, in a range of new shapes, like maxi skirts and soft dresses, that extend beyond the typical tropes. But how to wear it? Incorporating plaid into your wardrobe, while avoiding the aforementioned associations, just takes a bit of extra styling. For all of our tips and tricks for styling plaid outfits, check out our guide below.

Add Interest With a Plaid Trench Coat

Gap’s chic take on the plaid trench feels fresh and timeless, especially when worn with clean staples, like a perfect white long sleeve top, jeans, and pointed kitten heel.

Gap

herringbone trench coat

$328

GAP

Éterne

ribbed top

$135

NET-A-PORTER

Agolde

90s Pinch Waist Long jeans

$240

NET-A-PORTER

Reformation

Robbie ankle boots

$348

SHOPBOP

Image may contain: Accessories, Bag, Handbag, Tote Bag, and Purse

Cos

Serif tote bag

$290

COS

Image may contain: Accessories, Earring, and Jewelry

Sophie Bille Brahe

droplet Carnelian earrings

$495

NET-A-PORTER

Make it Minimalist

Pair a Maria McManus plaid shirt with a sleek maxi skirt and satin slides. For extra cool temperatures, slip a fitted black turtleneck underneath and top off with a flight jacket.

Maria McManus

oversized checked shirt

$590

NET-A-PORTER

Image may contain: Clothing, Skirt, and Miniskirt

Leset

Lauren maxi skirt

$160

NET-A-PORTER

Banana Republic

distressed flight jacket

$698

BANANA REPUBLIC

Savette

Tondo hobo bag

$1,790

NORDSTROM

Ana Luisa

Pebble pendant necklace

$85

ANA LUISA

Ancient Greek Sandals

The Slipper clogs

$400

NET-A-PORTER

Go Tonal White Trousers With Brown Suede Extras

White trousers and a checked flannel shirt in similar light shades make for a sleek pairing, but they feel especially modern when contrasted with brown suede Mary Janes and a tote bag. Top off with a floral brown brooch.

Cos

checked flannel shirt

$149

COS

Toteme

Garderob pleated pants

$550

NET-A-PORTER

Le Monde Beryl

Stella mary jane flats

$570

NORDSTROM

Madewell

x Alexa Chung floral brooch

$38

MADEWELL

Gap

slouchy tote bag

$70

GAP

Bottega Veneta

mini Fin earrings

$650

NORDSTROM

Romanticize Plaid Pants With Pastels

TWP’s wide-leg trousers offset an oversized pink button-down. A car coat and white kicks emphasize the boyish silhouette.

TWP

Sulli checked pants

$695

NET-A-PORTER

Mango

oversize button-up shirt

$70

NORDSTROM

Burberry

Camden Heritage car coat

$2,295

BURBERRY

Dries Van Noten

suede-trimmed leather sneakers

$585

NET-A-PORTER

J.Crew

cashmere-blend trouser socks

$60

J.CREW

Brilliant Earth

Cameron bracelet

$150

BRILLIANT EARTH

Pair a Plaid Maxi Skirt With School Girl Staples

Plaid feels anything but twee in a sleek maxi skirt styled with preppy staples like loafers and socks and a turtleneck sweater.

Zara

satin midi skirt

$50

ZARA

Image may contain: Clothing, Coat, Shirt, Jacket, Khaki, Long Sleeve, and Sleeve

Alex Mill

Chiltern Street jacket

$325

ALEX MILL

Everlane

The Boxy turtleneck

$268

EVERLANE

Image may contain: Suede, Clothing, Footwear, Shoe, and Sneaker

Saint Laurent

Le Loafer suede loafers

$1,100

NET-A-PORTER

Blue Nile

Inside Out hoops

$2,480

BLUE NILE

Image may contain: Clothing, Hosiery, and Sock

Comme Si

The Yves socks

$35

SHOPBOP

Toughen Up a Feminine Midi With a Leather Jacket

Ami’s plaid dress feels ladylike, but less so when heavy extras like moto boots and a leather bomber ground it.

Ami Paris

checked midi dress

$1,325

NET-A-PORTER

Nour Hammour

Drey jacket

$1,730

NET-A-PORTER

Prada

Bonnie mini handbag

$2,750

PRADA

Golden Goose

Kurt moto boots

$1,090

NORDSTROM

Celine

Bold 3 Dots sunglasses

$460

NORDSTROM

Yvonne Léon

Chevalière Berlingot signet ring

$1,475

NET-A-PORTER

Shop more plaid pieces:

Zara

DRPD CHCK WL top

$119

ZARA

Proenza Schouler

Bronwen shirt

$1,090$763(30% off)

NET-A-PORTER

Bottega Veneta

draped checked blouse

$1,500

NET-A-PORTER

Burberry

check midi kilt

$1,995

BURBERRY

Dôen

Madelaine midi dress

$370

NET-A-PORTER

Guest in Residence

Elle shirt

$345

BLOOMINGDALE’S

Sea

Monroe pants

$395

NET-A-PORTER

Vince

plaid cowl neck dress

$598

SHOPBOP

Proenza Schouler

Kai turtleneck sweater

$1,690

NET-A-PORTER

Veronica Beard

Martine scarf coat

$1,098

NORDSTROM