5 Chic Leggings-Boots-and-Jumper Outfits I'm Living in Between Now and January

Brittany Davy
Sometimes it's the simplest outfit pairings that end up being the most impactful. Take the humble jeans-and-a-nice top combination, which we turn to for almost every night out. Then there's black trousers and a Breton stripe—on paper, it mightn't sound all that exciting, but in reality, it works and doesn't look in the slightest bit try-hard. And isn't that what we all want? To look stylish but with minimal effort? I know I do. So with the idea of stripping back my outfits to basics, I thought to myself, What is the simplest outfit pairing I can wear in the final few weeks of 2024? The answer: some leggings, a jumper and boots.
More comfortable than jeans and with the ability to look incredibly sleek, leggings shouldn't be overlooked when assembling your trans-seasonal outfits; they form a solid base to set interesting separates against and are pretty low-maintenance in terms of upkeep and cleaning. Then there are jumpers; find the right one, and you'll be cosy and chic-looking in equal measure. And finally, there are boots. From knee-high pointed-toe styles to chunky, track-sole ankle grazers, there's a boot trend for every aesthetic and outfit mood.
Put these formidable staples together and what do you get? An impressively stylish and genuinely easy outfit suggestion. I can do one better—I've created five shoppable graphics that showcase just how effective legging-jumper-and-boot outfits can be. Scroll on to see them.
5 Stylish Leggings-Boots-and-Jumper Outfits to Try Now:
1. CREAM JUMPER + PLAIN LEGGINGS + KNEE-HIGH BOOTS
Style Notes: Cream knitwear might be classic, but an fuzzy interesting texture calls for a more basic legging style. Ribbing, for example, runs the risk of looking a bit cheap when paired with another texture. You could, however, add more fanciful boots; personally, I always think suede looks the premium part. When temperatures dip, add a blazer into the equation.
Shop the Look:
The alpaca-wool blend jumper is always a best seller. I have a feeling this Arket iteration will follow suit.
2. BRETON-STRIPE JUMPER + PANELLED LEGGINGS + RIDING BOOTS
Style Notes: Striped knitwear is having a major moment, but that doesn't mean it's tethered to this season—this is a jumper style you'll wear forever, so a designer option wouldn't be a bad investment. I think H&M's panelled leggings help to elevate the entire ensemble—even when casual items like a beanie and tall Chelsea boots come into play.
Shop the Look:
3. SHORT-SLEEVE KNIT + FLARE LEGGINGS + ANKLE BOOTS
Style Notes: Red knitwear is just as long-lasting than cream or black styles, but it feels particular current now, as fashion people keep adding pops of it in their outfit. Sure, this jumper is short-sleeved but it still checks the knitwear box, and will layer under all of your coats seamlessly.
Shop the Look:
Bobble-chain necklaces are back, and I keep seeing silver ones such as this on IG.
4. CASHMERE KNIT + STIRRUP LEGGINGS + CHELSEA BOOTS
Style Notes: When you want to look put-together, an all-black ensemble will never fail you. There's something undeniably chic about this fully black, leggings-boots-and-jumper formula, but to keep things interesting, add in complimentary colours like khaki and brown in the form of your accessories.
Shop the Look:
These would also look great with a pair of slingbacks in the evening.
5. V-NECK JUMPER + SPLIT-HEM LEGGINGS + POINTED-TOE BOOTS
Style Notes: You cannot go wrong with a grey jumper. The classic colour and shape needed a modern twist and I had a hunch that adding some split-hem leggings would work. I love it when I'm right. Add a pair of pointed-toe boots, and you'll look like you have legs for days.
Shop the Look:
Positioned to the front, these split-hem leggings were made to be worn with pointed-toe shoes.
These earrings have the power to make every outfit you wear look more elevated.
This story was originally published at an earlier time and has since been updated.
Maxine Eggenberger is Who What Wear UK’s Deputy Editor and has over fourteen years of experience in fashion journalism. She been creating engaging and authoritative content for Who What Wear UK since 2018, covering runway reports, emerging trends, long-form features, talent interviews self-styled shopping stories and columns, including her edit of the best new-in buys. She ensures the highest editorial standards are met across the site, leads the editorial team in their search and keyword planning, works closely with the fashion and beauty team on strategy and continues to pen many of her own articles. Prior to Who What Wear UK, Maxine's contributed to publications including Grazia, InStyle Marie Claire, Elle and Look, amongst others.
- Brittany DavyEditorial Assistant
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