If Polka-Dot Skirts Were Your Summer Go-To—This is the Autumnal Upgrade You Need to Know About

I, like so many others, was well and truly swept up in the polka-dot craze of the summer. Playful, peppy and easy to style, that print injected a dose of energy into my warm-weather wardrobe. But with autumn now nipping at summer’s heels, I’ve been on the lookout for a cool-weather upgrade to step in where my beloved polka dots once shone, and the checked skirt trend has quickly become the season’s frontrunner.
An autumn-ready evolution, checks carry with them a heritage-tinged moodiness that feels perfectly at home in cooler weather. Perhaps it’s their link to traditional Scottish tartans, but the pattern seems to hold an innate cold-weather energy that becomes irresistible once the seasons shift. Cast in the season’s favourite silhouettes—the swishy, feminine skirt—the effect feels at once familiar and contemporary. Think collegiate charm meets daily wearability.

Already, I’ve spotted the trend across my feed. Influencers are wearing theirs with simple tees while the weather is still mild, but I'm more excited to see these skirts transition into the depths of autumn and winter. Picture them styled with oversized knits, belted blazers, or layered under leather jackets. And when the chill really sets in, chunky knee-high boots or biker styles will lend the right amount of edge.

Heritage labels such as Burberry have always championed the print, but this season has seen a surge of fresh adopters. S.S. Daley, for instance, wove check skirts into his debut womenswear collection, proving their poignance right now. On the high street, COS' Draped Checked Midi Skirt has become a New York Fashion Week favourite, while H&M and Anthropologie have embraced the trend with gusto, too.

Read on for my edit of the best checked skirts to shop now.
Shop Checked Skirts:

H&M
Circular Cotton Skirt
I recommend you act quickly. This won't stay in stock for long.

COS
Draped Checked Midi Skirt
Shop the chic skirt influencer @nlmarilyn is already wearing.

Anthropologie
Seamed Plaid Wrap Maxi Skirt
Style with a white tee or wear with a slouchy knit.

Burberry
Check Wool Blend Midi Kilt
This might be an investment buy, but it's one you'll get wear out of autumn after autumn.

Anthropologie
Basque Waist Check Midi Skirt
Style with knee-high boots or give it a pretty spin by pairing with mary janes.

House of Sunny
Retro Check Mesh Skirt
Wear this with the matching top to double-down on the growing checked trend.

Topshop
Full Circle Maxi Skirt
The full circle cut gives this a dramatic energy that can entirely energise an autumn look.

SS Daley
Kate' Sheer Argyle Pleated Skirt
Style with tall biker boots and a thick knit to bring this sheet skirt into the autumn months.

Damson Madder
Josie Midi Skirt
While I love this in the checked design, this also comes in a plain olive green design.




