Made for walking: The best Chelsea boots for women

Ellie Goodman

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7 July 2022

Truly timeless classics you'll wear for years to come

7 July 2022 | Ellie Goodman | If you purchase something via our website, we may earn an affiliate commission.


emperatures may be soaring in the capital this week, but with the plethora of outfit inspiration filling our social media feeds in the weeks since Glastonbury, we can’t stop thinking about bagging ourselves a pair of chic Chelsea boots. A timeless favourite of style starlets Alexa Chung, Sienna Miller and Kate Moss, no matter the season, pulling on a pair of Chelsea boots has the power to immediately give your look a dose of je ne sais quoi. So versatile is the style that they go with almost anything and never look outdated. However you plan to style them, read on for our pick of the best Chelsea boots to buy now and wear forever.

The best classic Chelsea boots

Monmouth 40 polished fumè Chelsea boots, £870,
Proenza Schouler topstitched leather Chelsea boots, £765,

Whether you’re off for a long weekend in the Cotswolds, or looking to add a little polish to your everyday ensemble, a classic pair of Chelsea boots will be just the ticket. In polished leather with a green accent, Church’s Monmouth boot is both practical and pretty, ideal for styling with your winter workwear, while Proenza Schouler’s more fashion-forward iteration with contrast topstitching, will pair perfectly with your favourite vintage jeans.

Saint Laurent Ellis 50 leather Chelsea boots, £970,
Aeyde Neil 40 suede Chelsea boots, £345,

For something a little less classic, opt for something with a Western edge like Saint Laurent’s sharp Cuban-heeled boots with a pointed toe, perfect for day-to-night dressing – or, go softer in Aeyde’s simple suede style.


The best chunky Chelsea boots

Prada slip-on chunky leather Chelsea boots, £763,
Bottega Veneta Tire leather Chelsea boots, £1,010,

Take style cues from our neighbours to the north and embrace the Scandi-chic silhouette that a pair of chunky Chelsea boots brings. Try, for example, Prada’s slip-ons with your favourite summer dress to add instant edge – a look that will be just as chic with thick tights and a leather jacket come winter. Alternatively, Bottega Veneta’s cult Tire Chelsea boots will work just as well, bringing their own pop of colour to your ensemble with thick turquoise soles that, perhaps surprisingly, go with everything.

Ganni Kalamata low leather Chelsea boots, £345,
Bettina Vermillon x Emili Sindlev Chelsea boots, £425,

Alternatively, take your look to the next level with a pair of cheerfully hued Chelsea boots, like these chunky stompers from Bettina Vermillon x Emili Sindlev in a playful lilac colourway. Or, if you don’t want to push the boat out too far, Ganni’s low rise Chelsea boots in a Kalamata olive-green hit the mark between classic and colourful.


The best heeled Chelsea boots

Alexander McQueen heeled Chelsea boots, £707,
Chloé Jamie platform Chelsea boots, £950,

Want to elevate your weekend wardrobe? Plump for a pair with high heels to imbue your cashmere and denim uniform with a little more glamour. Alexander McQueen hits the nail on the head with its rock-chic Chelsea boots, complete with vertiginous heels. Ideal for chilly days, Chloé’s ribbed knit and leather platform boots are as cosy as they are chic, and would look perfect paired with a floral maxi dress and shearling coat.

Gucci Trip embellished Chelsea boots, £930,
The Attico heeled patent leather Chelsea boots, £925,

Gucci’s embellished Chelsea boots offer a slightly lower heel, perfect for days spent traipsing around department stores (or Holland Park, whatever floats your boat). Elsewhere, The Attico’s black patent Chelsea boots, with their sculptural heel and sharp, pointed toe, are the perfect pair for nights out on the town – pair yours with a super-short mini skirt to really show them off.

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