5 Winter Trends That Look Perfect With Skinny Jeans
I think it's safe to say that we no longer need to debate the relevance of skinny jeans in a fashion person's wardrobe. While they might not be the It pair of the moment, the style has transcended trendiness and is simply a staple everyone should (and likely does already) own.
That said, when styling your skinnies, at times you might feel like you're hitting a sartorial wall as far as how forward you can make your outfit feel—and it's only natural. You may be used to styling them with whatever was popular at the time you bought them or are simply accustomed to pairing them with your favourite basics. But today, I'm here to both tell and show you how you can make your favourite skinny jeans feel brand-new for winter by combining them with some of the season's biggest trends.
From outerwear to footwear, just keep scrolling to see the five ways to make your skinny jeans feel like the trendiest trousers on the block.
1. Knee-High Boots
Style Notes: After all, if you're going to invest in this unique feature, it might as well show rather than get hidden under baggier jeans.
Shop the trend:
From H&M's premium range, these high-quality boots will stick around for seasons to come.
You can always rely on Ganni for killer cowboy boots.
2. Oversized Jumper
Style Notes: Sure, there aren't much outfits an oversized knit won't work with in winter, but I particularly love these proportions.
Shop the trend:
If you haven't already got your hands on this all-over-Insta jumper, it's not too late.
3. Long Coats
Style Notes: A flowy long coat is a perfect complement to sleek skinny jeans.
Shop the trend:
Just one of the many Zara coats our editors have been eyeing lately...
Totême's understated pieces exemplify everything we love about Scandi style.
3. Retro Running Trainers
Style Notes: Swap your leggings for skinny jeans to give your go-to sneakers just a touch more polish.
Shop the trend:
Kendall Jenner and Olivia Wilde love these sneakers.
You can't put a foot wrong in these classic kicks.
4. Ballet Flats
Style Notes: I love how ballet flats look with skinnies. Opt for a classic round-toe style or a chic square-toe iteration.
Shop the trend:
I love the pretty bow detail on this classic pair.
This story was published at an earlier time and has since been updated.
Next Up, Spring/Summer 2023 Trends: The 21 Looks You Need to Know About
Since starting as an intern back in 2013, Nicole Akhtarzad Eshaghpour has held several roles here at Who What Wear, and she is currently Editor-at-Large. Upon joining, she was a senior about to graduate from business school at USC. Fast-forward to 2025, and she's moved to NYC from her hometown of Beverly Hills and spends her workdays a little differently from when she was just starting out. Currently, she focuses on a weekly mélange of shopping content and her Trust Me—Buy This newsletter. As far as her personal style goes, she's largely drawn to neutral, classic pieces but will always make an exception for something colorful or bejeweled as long as it's deemed worthy enough. After all, the only thing she loves more than a party is dressing up for one. On her downtime, she can usually be found at home eating something delicious and trying to force her husband to watch Summer House.
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