We've found 21 pairs of Chelsea boots you’ll want to wear all autumn long

Building a wardrobe full of fashion classics means never wailing, “I have nothing to wear!” For autumn footwear? Nothing is more essential than a pair of Chelsea boots for women. Whether you’re searching for this season’s update of chunky Chelsea boots, an eternally versatile pair of Chelsea boots in black or an autumnal-toned pair of Chelsea boots in brown, GLAMOUR took on the task of rounding up the 21 best pairs to buy right now, wear all autumn long and stride into 2022 in, too.

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Following 'perma-trends' is the secret way the style-set always look fashionable - here are the one's to tap into

By Alexandra Fullerton

When you start to shop for classic pieces that transcend the seasons, you’ll have a wardrobe full of ready-made outfits that will take any stress out of getting dressed every morning. Everything will go together and be worth wearing. And you won't have to scrap a rail full of trend-led one season wonders and start again every year - it’s hardly a sustainable way to style yourself.

Dame Vivienne Westwood’s mantra “Buy Less, Choose Well, Make It Last” could have been spoken with shoes - and boots - in mind. Choosing the best pair of Chelsea boots in your budget means you’ll have a pair of boots you love that will last. 

Black boots on your new season shopping list? We have 19 pairs that will serve you well for years to come

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By Charlie Teather and Alexandra Fullerton

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Perhaps you’re looking for the iconic Dr Marten’s Chelsea boots? Or maybe you fancy a practical pair of rubber Hunter Chelsea boots that make wellies a seriously chic option. If you have a mega budget, Bottega Veneta’s rubber trimmed 'Tire' Chelsea boots have become a cult fashion buy for their colourful contrasting sole while Ganni’s recycled rubber Chelsea boots are a super-sustainable option. 

On the high street H&M have created a Chelsea boot with a platform sole while Oasis and Warehouse both have suede styles we rate. Kurt Geiger London have upped the glamour with a glossy patent-finished pair of Chelsea boots and ASOS’s brown boots will have you stomping through the cold weather in comfort and style.

Read more from Glamour UK Fashion Director at large Alex Fullerton here or follow her on Instagram @alexandrafullerton.

Scroll through our edit of the 21 best Chelsea boots for women to shop now and wear forever.