My favourite category of clothing is pieces that achieve both style and comfort: think slouchy wool jumpers, trainers and perfect-fitting jeans. If I had to choose, how I feel in a practical sense would always come first, and yet I’ve never really been a fan of leggings.
Sure, I reached for them in my teens, pairing them with Ugg boots and a Jack Wills gilet, but the truth is, as an adult, I’ve always struggled to wear them in a way that feels elevated and polished; usually, they join me solely on dog walks or errand runs at the weekend when my jeans are in the wash. But in 2025, I’m planning to redefine their place in my weekly rotation, upgrading them from a downtime essential to the foundation of some seriously chic looks. If I can experience the level of comfort leggings prove while looking on-point, you can bet I’m going to figure out how.
Not one to shy away from sartorial help, I looked to some of my most trusted fashion influencers to inspire my new approach to styling leggings. From smart blazer looks to relaxed off-duty ensembles, the following examples will be joining my outfit roster ASAP. Leggings at the ready…
6 CHIC LEGGINGS OUTFITS TO COPY IN 2025:
1. Blazer + Leggings + Riding Boots
Style Notes: Riding boots and leggings is a classic coupling that it looks its most elegant with a tailored blazer in the mix. For coffee dates and work meetings, this is a fail-safe formula.
Shop the look:
STELLA MCCARTNEY
Oversized Houndstooth Wool Blazer
A houndstooth blazer is a cornerstone of every good outerwear collection.
COS
Merino Wool Turtleneck Top
You’ll get so much wear out of this handy staple.
Made from a stretch cotton, these leggings are designed for all-day comfort.
dunelondon
Tucci Premium Leather Knee High Riding Boots
They’re on sale now, so don’t sleep on it!
2. Long Coat + Leggings + Trainers
Style Notes: On chilly days, a long coat can be thrown over anything and you’ll instantly look put-together. Add a suede tote for an on-trend touch.
Shop the look:
COS
Belted Double-Faced Wool Coat
The quality of COS’s coats is next-level.
& Other Stories
Large Suede Tote
This suede bag comes in four other colours, including a cheerful blue shade.
THE ROW
Essentials Woolworth Stretch-Ponte Leggings
Leggings you’ll love for years to come.
Veja
Venturi Suede Trainers
This warm beige hue feels slightly more elevated than your average white sneakers.
3. Denim Shirt + Knit + Capri Leggings
Style Notes: Denim shirts and jackets are set to take centre stage in spring. Get ahead of the curve and invest in one to pair with full-length leggings now, and cropped capri-style leggings later.
Shop the look:
Ralph Lauren
Oversize Fit Denim Shirt
This won’t ever go out of style.
COS
Chunky Pure Cashmere Crew-Neck Jumper
You’ll get so much wear out of this simple style.
For that price, it’s worth giving the capri trend a try.
Charles & Keith
Charlot Bag
One of the many Charles & Keith bags I have my eye on.
4. Oversized Blazer + Stirrup Leggings + Flats
Style Notes: Yes, it’s another blazer look—but this is plainly the easiest way to dress up your leggings. A pair of sophisticated pointed flats will also help.
Shop the look:
CARVEN
Oversized Double-Breasted Wool-Twill Blazer
The kind of piece you’ll cherish for a lifetime.
H&M
Angular Stud Earrings
For statement jewellery on a budget, turn to H&M.
These will keep their sleek look without bunching up throughout the day.
M&S Collection
Bow Wedge Slingback Shoes
I love the dainty bow detail.
5. Cable-Knit Jumper + Leggings + Trainers
Style Notes: This unfussy outfit is the epitome of cosy-chic, from the thick cable-knit jumper to the trending brown trainers.
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Arket
Cable Knit Wool Jumper
The latest it-knit to add to your arsenal.
Mark my words: baseball caps will be big this spring/summer.
varley
Freesoft High Rise Legging 25
I’m into the idea of swapping black leggings for a khaki pair.
adidas
X Song for the Mute Country Og Sneakers
The ultimate blend of style and function.
6. Cardigan + Leggings + Leopard Shoes
Style Notes: Anna’s pilates ensemble puts one of 2025’s biggest trends, animal print footwear, front and centre. Here, leggings are the foundation of an outfit that feels fresh and effortless.
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Reformation
Clara Cashmere Crew Cardigan
Cashmere is always worth spending a little more on.
This tee comes highly recommended by the whole Who What Wear team.
M&S Collection
High Waisted Leggings
Available in short, regular and long lengths.
& Other Stories
Almond-Toe Ballerina Flats
I can’t believe these aren’t designer!
