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What shoes to wear with wide leg trousers in winter

Person wearing grippy trainers and wide leg trousers in wet winter weather.


Wide leg trousers have been a favourite style this year. They’re comfy, flattering and easy to wear – what’s not to love? But choosing the best shoes to complete the look can be tricky. Sandals or ballet flats might be go-to shoes for the summer, but they aren’t the warmest or most practical choice for cold weather and slippery pavements. As the colder months approach, it can be tricky to know what footwear will work best.

To give you some inspiration we’ve rounded up the best shoes to wear with wide leg trousers this winter.

Are wide leg trousers a good choice for winter?

Yes, there’s no need to pack away your wide leg trousers for the winter. With the right footwear, you can wear them all year round and feel stylish and warm.

Wide leg trousers transition beautifully through the seasons as they are really easy to layer. Because they have such a roomy fit, you can wear this type of trouser with tights, leggings or thermals underneath – meaning you can stay cosy and warm while still getting to wear this elegant style.

You can also comfortably tuck in socks or wear boots underneath these trousers without worrying about tight hems or uncomfortable bunching. When you accessorise them with the right footwear, wide leg trousers will keep you warm, in fashion and practical, no matter the weather.

Which shoes should you wear with wide leg trousers in winter?

Worried about finding the right shoes to suit your wide leg trousers? There are more options than you think. Here are some of our favourites below.

1. Ankle boots

Ankle boots are an instant classic when it comes to winter footwear. Not only do they look chic, but they also provide warmth and protection from the cold. The ankle-length design won’t compete with the wide cut style either.

Choose block-heel or flat ankle boots for comfort, or heeled styles for a bit of extra height. If your trousers are on the long side, heeled ankle boots can also be handy to keep the hems from getting soggy and dirty while you’re out and about. Black, brown or grey pairs tend to work with any colour of wide leg trousers.

2. Chelsea boots

Chelsea boots never go out of style and are easy to slip on, making them a comfortable and fashionable choice. We love how they complement wide leg trousers. When you opt for classic leather or suede, your outfit will feel instantly more smart. For a fashion forward look, why not go for Chelsea boots with a chunky heel?

The best thing about Chelsea boots is their versatility – their sleek and elegant design means they are the perfect choice to take you from daytime activities to evening events.

3. Loafers

Loafers have been another popular choice this summer and they transition beautifully through to the winter season, too. Choose leather, suede or faux leather for a polished touch. Add a thick pair of socks for extra warmth and you’ll be surprised how cosy loafers can be! They’re a great choice for work or dressing up for a day out with friends.

4. Platform shoes

If you want extra height, platform shoes are worth a try. Platform ankle boots or trainers can give you a boost of height and keep you stable without putting extra pressure on the balls of your feet. The chunky sole is practical, too, as it insulates against cold pavements.

Platform styles look fantastic in rich winter shades like deep burgundy, navy or a smoky charcoal. They match the colours of the season and feel really luxurious. Whether you’re popping out for a winter stroll or heading to the office, a pair of platform boots can really pull a winter outfit together.

5. Trainers

The key to wearing trainers in winter is to pick a sturdy pair with a good tread. This makes them perfect for wearing with wide leg trousers in winter, especially if you prefer a laid-back, sporty look.

You can pair white or neutral-coloured trainers with black or grey wide leg trousers for a contemporary look. Alternatively, a pop of colour can make a bold statement against darker winter tones and show off your personality.

Top tip! Choose trainers made from weatherproof materials to keep your feet dry and warm all day long.

6. Wellington boots

If you need shoes that can handle rain and mud, wellies are a great option. As well as being super practical, they can also look just as stylish as any other boot. Ideal for muddy hikes and getting back to nature, pairing wide leg trousers helps you to maintain style even when the weather is at its worst.

We suggest pairing dark-coloured wellies, such as black or green, with neutral-coloured trousers. Or you could add a splash of colour to brighten up the winter weather! When it comes to styling wide leg trousers in winter, the world really is your oyster.

Here at Chums, we love to look at winter as an opportunity to build new outfits and layer staple pieces that you already love. If you don’t have a perfect pair of wide leg trousers to transition between seasons already, browse our collection of ladieswear to find something special for your wardrobe today.

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