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Chelsea Boots

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The perfect versatile ankle boot for work or play, shop quality leather Chelsea boots from Wittner online. If you’re looking for a new ankle boot to replace a well-worn pair, or you just need a stylish new footwear option, you’ll love the range of Chelsea boots in our online store. Choose from always popular black Chelsea boots that can be worn with almost any outfit, luxe leather Chelsea boots and square-toe Chelsea boots that will give your wardrobe a much-needed style refresh.

Since 1912, Wittner has thoughtfully designed women’s footwear that feels as good as it looks. From classic women’s black Chelsea boots to new-season black boots, we’ve got all your winter shoe needs covered. Looking for something a little different? Explore the newly released collection of boots in the online store, or shop our sale boot selection and outlet boots and find a style at a reduced price. Shop online now and enjoy free delivery when you spend over $130.

What are Chelsea boots?

Named after the area of West London in which this style was first created, Chelsea boots were developed in the Victorian era as a popular style for travelling through busy city streets. The style lasted for decades afterwards, but it wasn’t until the 1960s that leather Chelsea boots would really come into their own, becoming an iconic element of mod fashion. Chelsea boots are ankle-high boots with an elastic side panel that create a close-fitting profile and an easy way to pull them on or off.

How to wear Chelsea boots?

The best thing about Chelsea boots is that they are endlessly versatile, easily styled with various outfits and can be dressed up or down depending on your mood or the occasion. For a simple and comfortable workwear uniform, we love black leather Chelsea boots as an alternative to heels which can be worn with trousers, sharp suiting and midi skirts. If you’re looking for a transitional shoe that will take you from the office to after-work drinks, try a white Chelsea boot that gives any outfit some ‘70s rockstar appeal. Or, embrace a hint of country western swagger with toe-capped Chelsea boots with matching metal hardware.

Can you wear Chelsea boots with a dress?

Absolutely! One of the most timeless ways to style ladies' Chelsea boots is with a mini dress or skirt that highlights and elongates your legs while adding a hint of masculine style to an otherwise feminine outfit. If you love layering and texture, try letting your women’s Chelsea boots peek out underneath a full-volume maxi dress with a leather jacket or coat layered on top to tie the look together.