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’90s Flared Jeans Are The Surprising Denim Trend Taking Over For Winter 2025

ICYMI, we’re in the depths of a pretty brutal winter chill at the moment, so reaching for cosy layers is a must. Thankfully, this jean style looks perfect layered up with oversized knits, preppy vests and elevated cashmere.

To add a stylish twist to your look, and to avoid everything feeling a bit too slouchy or bulky, tuck in the jumper completely, or at least tuck in the front. It helps to define your waist, add proportion and help balance the look. Shop more of the best knitwear here.

Mid Rise Flared Jeans

Neutral Zebra Print Knit Cardigan

Carly Pullover

Make it maximalist

Image may contain Clothing Pants Coat Jacket Blazer Jeans Adult Person Accessories Bag Handbag and Car

Valentina Valdinoci

Your ‘90s flared jeans don’t always have to do all of the talking — as shown above, they can take a backseat while the rest of your outfit takes centre stage. This look is all about adopting a ‘more is more’ attitude — add accessories like chunky gold earrings, a slouchy suede bag and a hat and/or scarf. Just make sure you keep things within the same decade — the style pictured is very ’70s-coded — and colour palette so that the overall look is as coherent as it is chic.

Arna Suede Blazer

Brushed Mohair-Blend Vest

Up your coat game

Jeans acampanados con abrigo

Getty Images

One of the main styling benefits of flare jeans is the appearance of length that it gives you, so lean into that vibe by adding long layers in the way of a trench coat, cosy wool coat, long scarf and even a maxi skirt, silk scarf or dress layered over the top for ultimate impact.

To make a bold statement, you could restrict the colour palette to mono colours, draping yourself in all one shade head-to-toe. Or play around with earthy brown, deep purple and rich red in celebration of the winter season.

Sakura Patch-Pocket Flared Jeans

Play with silhouette

jeans acampanados

Getty Images

LP Staff Writers

Writers at Lord’s Press come from a range of professional backgrounds, including history, diplomacy, heraldry, and public administration. Many publish anonymously or under initials—a practice that reflects the publication’s long-standing emphasis on discretion and editorial objectivity. While they bring expertise in European nobility, protocol, and archival research, their role is not to opine, but to document. Their focus remains on accuracy, historical integrity, and the preservation of events and individuals whose significance might otherwise go unrecorded.

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