Big, chunky, brash but undeniably comfy: autumn’s chunky Chelsea boot trend is the fashion equivalent of Marmite. Into it or not, either way they are everywhere, from the high street to £800+ designer pairs. Scroll on for our round-up of the best…

If you’d asked me what I thought about the outrageously clunky Chelsea boot trend when they started surfacing last year I would have said “absolutely not.” But a year later and very little dipping of toes into heels (thanks lockdown x 3), and I’m gradually getting on board with quite possibly the comfiest shoe trend ever.

Call me fickle or just easily swayed, but hey, that’s fashion and it only takes a couple of fierce Instagram posts for me to jump ship. But isn’t that the best thing about fashion? You can change your mind, be someone else each day, and today that’s a grungy, outdoorsy type. 

For big budgets, Bottega Venetta’s rubber-soled pull-on boots are the latest edition to the brand’s lust-worthy footwear and accessories roster, and thanks to the higher, slimmer style look great paired with everything from prairie dresses to jeans and chunky knits. Ganni are also hot on the trend with a shorter style that wouldn’t go a miss on country walks… see fashion can be practical. While & Other Stories have nailed the trend with myriad iterations in different colourways – the creamy beige pair with black detailing gets my vote. My advice for keeping the trend a little tamer is to go for the shorter styles – the ones that come right up to just below the knee do start to take on somewhat of a butcher’s shop vibe.


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Not convinced? Just take to Instagram where just about every fashion influencer worth their salt has been doning a chunky Chelsea or biker boot. NYC-based Amy Julliette Lefévre pairs hers with a sexy silk slip dress and grungy leather; while Scandi influencer Filippa Hägg keeps it chic (and very expensive) with Bottega’s and a classic Chanel.

Shop our favourites below…

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