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How to style Chelsea boots

Chelsea boots are a must-have for everyone who loves fashion. Because they are trendy and modern, but also elegant and classic at the same time. This makes them a true multi-talent when it comes to styling. Whether with trousers, skirts or dresses - Chelsea boots are easy to style.

Uncomplicated, stylish and very easy to combine

Their elastic insert makes Chelsea boots unmistakable. It is practical for slipping in and out and also provides the distinctive look. With the insert nestling gently against the ankle, the casual boot sits perfectly. Plus, the shoe looks more elegant when it hugs the foot.


 So you can wear the "boyish" Chelsea boot with a trouser suit in the office just as easily as giving a masculine touch to a flowing romantic dress. There are no limits to the imagination.

Dos & Don'ts when combining Chelsea boots

Chelsea boots and jeans - here's how:

Chelsea boots want to be seen. Therefore, jeans shouldn’t cover the boots. That's why cropped jeans, which let a little skin peek out between the shoe and the trousers, are perfect for an everyday look. If the trousers are too long, simply roll them up casually to make the look even more casual. From skinny to straight - anything goes with Chelseas.

legero Woman ANGEL Chelsea boot with zip - Material: Nubuck leather - Color: Toffe
legero MYSTIC Women Boots with Zip - Material: suede - Color: Brown

Wide-legged trousers? Rather not.

Wide Marlene or 70’s flared trousers aren’t so suitable with Chelsea boots. Boot-cut jeans and palazzo trousers don’t really set off the elegantly casual shoe either. Overly long, by the way, also applies to skirts. Maxis don’t have to meet Chelseas.

Here’s what makes the Chelsea boot the perfect companion for any occasion

The beauty of Chelsea boots: They go just as well with a casual jeans outfit as with elegant leather trousers or a romantic flower-print dress. They are always a good choice, whatever the occasion. Our suggestions for the perfect appearance:

City look for everyday life

Chelsea boots also look great with midi skirts combined with a casual top. The important thing is that you can still see some bare skin on the leg with this combination.

legero ANGELINA women Chelsea boots with zip - Material: nappa leather - Color: black
legero ANGEL Women Chelsea boots with zip - Material: Nubuck leather - Color: Yerba

Stockings & Co - when you need some warmth

Socks are an easy styling tip for Chelsea boots. They can also peek over the edge a little. That looks especially cool. And they not only keep the calves warm, but are also a real eye-catcher.

Elegant look for the dinner party

The Chelsea boot looks really casual with a short leather skirt or a pleated skirt. Knee-high boots would be somewhat out of place with these. The cool ankle boot with the elasticated panels definitely adds a touch of rock 'n' roll to any dinner party look.

legero ANGEL women Chelsea boots with zip - Material: nappa leather - Color: black
 legero ANGELINA women Chelsea boots with zip - Material: nappa leather - Color: black

Perfectly styled for date night

Opposites attract, as the saying goes! And that also applies to our Chelsea boot. It’s a perfect counterpart to a feminine flapper dress that will make you look good on every date.

For our rough-romantic side

We love the edgy look that our Chelsea boots add the finishing touch to. Whether jeans or leather outfit - models with a more striking sole profile are particularly well suited for a rebellious look.

legero MSYTIC women's Chelsea boots with zip - Material: Nappa leather - Colour: Black

legero Dressing Room

More Chelsea boot styling tips by legero styling expert Christina Halitzki:

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