Despite the ever-shifting footwear fads, knowing how to wear Chelsea boots is a hallmark of a true fashion pro. They’re a classic for a reason, after all. The real ones know that the best Chelsea boots are understated, elegant, and edgy all at once.
For those unfamiliar, the unisex style is typically defined by its elastic side panels, which allow it to seamlessly slip on and off. Other than that, the footwear is entirely customisable. The wardrobe staple can range from contemporary chunky soles à la Dr. Martens to Prada’s sleek black leather signatures.
Our Favourite Chelsea Boots for Styling
Named for the Chelsea neighbourhood in London and first designed as a riding boot for Queen Victoria, the slip-on style is still going strong nearly two centuries after its debut. The perfect footwear for colder months, Chelsea boots are comfortable and practical. Because of this, they’re often relegated to casual weekend outfits. The looks we’ve shared below, however, prove the shoe works just as well at the office as it does at your dressiest party.
You don’t have to stick to basic black, either. Brown Chelsea boots are currently everywhere. And while leather boots are always a welcome addition to any capsule wardrobe, suede is also trending (especially for men’s Chelsea boots). So whether you’re looking to invest in new Chelsea boots or simply want to refresh your favourite pair, we predict you’ll be wearing the footwear on constant rotation this winter. Keep reading for outfit ideas on how to wear Chelsea boots with all the latest trends.
With lots of colour
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The rock-star-approved way to wear Chelsea boots is with black jeans. But this street-style look above proves how well they work styled with colour. If you prefer your outfits to be more vibrant and favour dresses and skirts over trousers, a pair of sleek black ankle boots is the answer. They anchor almost any look.
With a floral dress
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