Winter leggings outfits

Leggings outfits for winter: leggings under a chunky jumper or sweatshirt, a puffer or long coat, and boots or Uggs, warm without giving up comfort. 33 complete looks, each with why it works.

By Ivan Kachur · Updated October 2026 · How to wear leggings in winter

Get looks picked for you · 1-minute quiz

With black · 25 looks

Fleece, olive top & brown leggings
£329*
For cool days, about 5–12°C · Everyday · 4 pieces from £42*
Fleece, brown hoodie & red leggings
£305*
For cool days, about 5–12°C · Outdoors · 4 pieces from £59*
Brown jacket, red jumper & black leggings
£810*
For cool days, about 5–12°C · Smart casual · 5 pieces from £85*
Black jacket, jumper & black leggings
£840*
For cool days, about 5–12°C · Smart casual · 5 pieces from £100*
Grey jacket, jumper & black leggings
£845*
For cool days, about 5–12°C · Smart casual · 4 pieces from £100*
Black jacket, yellow jumper & brown leggings
£618*
For cool days, about 5–12°C · Everyday · 5 pieces from £85*

With grey · 17 looks

With green · 12 looks

All looks

33 looks

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Brown puffer jacket, green top & navy leggings

£317*

For cold days, about −5 to 5°C · Weekend · 4 pieces from £34*

Would you wear it?

Green jacket, cream jumper & black leggings

£1,260*

For cool days, about 5–12°C · Smart casual · 5 pieces from £85*

Would you wear it?

Fleece, burgundy hoodie & black leggings

£283*

For cool days, about 5–12°C · Outdoors · 4 pieces from £54*

Would you wear it?

Cardigan, jumper & leggings

£179*

For cool days, about 5–12°C · Everyday · 4 pieces from £25*

Would you wear it?

Black fleece, olive top & black leggings

£329*

For cool days, about 5–12°C · Outdoors · 4 pieces from £42*

Cream cardigan, cream hoodie & grey leggings

£619*

For cool days, about 5–12°C · Everyday · 4 pieces from £99*

Black jacket, orange hoodie & black leggings

£669*

For cool days, about 5–12°C · Outdoors · 4 pieces from £99*

Jacket, cream jumper & black leggings

£800*

For cool days, about 5–12°C · Smart casual · 4 pieces from £85*

Corduroy jacket, jumper & leggings

£628*

For cool days, about 5–12°C · Smart casual · 5 pieces from £25*

Blue jacket, cream jumper & brown leggings

£570*

For cool days, about 5–12°C · Smart casual · 4 pieces from £85*

Grey jacket, jumper & black leggings

£970*

For cool days, about 5–12°C · Smart casual · 5 pieces from £100*

Black jacket, yellow jumper & black leggings

£685*

For cool days, about 5–12°C · Everyday · 5 pieces from £85*

How to wear leggings in winter

Are leggings warm enough for winter?

Regular leggings are thin, so on their own they're fine for short trips but not for a long day below about 5°C. Fleece-lined or thermal leggings are much warmer and look the same from outside. A long coat that covers the thighs and boots that cover the ankle make the biggest difference, and wool socks under the boots keep the cold from coming up through the soles.

What should I wear with leggings in winter?

Balance the slim leg with volume on top: a chunky jumper, an oversized sweatshirt, a long cardigan or a shirt jacket that covers the hips. Then a puffer, a wool coat or a quilted gilet. Black, brown and charcoal leggings look the most like trousers; keep bright or patterned ones for the gym. A matching top, like a black knit over black leggings, makes the whole outfit look longer and smarter.

Which shoes go with leggings in winter?

Ankle boots and knee boots are the easiest: they cover the gap and look finished. Shearling boots like Uggs are the cosy option for errands. Chunky trainers work on dry days. Ballet flats or loafers dress leggings up, but they're for indoors or a short walk.

How do I make leggings look put together?

Choose a thick, opaque pair that doesn't go shiny or see-through when you bend, add a top that covers the hips, and pick one smart piece, like a wool coat, leather boots or a structured bag. Avoid a full gym outfit unless you're on your way to the gym.

Can leggings be dressed up for winter?

Yes, within limits. Thick black leggings with a long fine-knit jumper or a jumper dress, a wool coat and knee boots look neat enough for lunch or a casual office. Add a scarf and a leather bag, and keep the trainers for the weekend.

Questions people ask

Can I wear leggings to work in winter?

In a casual office, thick black leggings under a long jumper or a jumper dress with ankle boots can work. In a business casual office, trousers are safer.

Do you wear leggings with Uggs?

Yes, it's a classic winter weekend combination. Add a long jumper or a sweatshirt and a puffer or a long coat.

What coat goes with leggings?

A long puffer, a wool coat that falls to the knee or a quilted jacket: anything that covers the hips and keeps your thighs warm.

Are leggings or tights better under a dress in winter?

Tights look more finished under a dress; leggings work under a long jumper or a tunic that covers the hips.

Winter leggings outfits

With black · 25 looks

Fleece, olive top & brown leggings

Fleece, brown hoodie & red leggings

Brown jacket, red jumper & black leggings

Black jacket, jumper & black leggings

Grey jacket, jumper & black leggings

Black jacket, yellow jumper & brown leggings

With grey · 17 looks

Cardigan, jumper & leggings

Green jacket, navy jumper & brown leggings

Grey jacket, black roll neck & black leggings

Black jacket, orange hoodie & black leggings

Cardigan, jumper & leggings

Grey jacket, jumper & black leggings

With green · 12 looks

Black jacket, sweatshirt & black leggings

Fleece, olive hoodie & black leggings

Black jacket, green jumper & black leggings

Black fleece, olive hoodie & black leggings

All looks

Brown puffer jacket, green top & navy leggings

Green jacket, cream jumper & black leggings

Fleece, burgundy hoodie & black leggings

Cardigan, jumper & leggings

Black fleece, olive top & black leggings

Cream cardigan, cream hoodie & grey leggings

Black jacket, orange hoodie & black leggings

Jacket, cream jumper & black leggings

Corduroy jacket, jumper & leggings

Blue jacket, cream jumper & brown leggings

Grey jacket, jumper & black leggings

Black jacket, yellow jumper & black leggings

Winter leggings outfits

With black · 25 looks

Fleece, olive top & brown leggings

Fleece, brown hoodie & red leggings

Brown jacket, red jumper & black leggings

Black jacket, jumper & black leggings

Grey jacket, jumper & black leggings

Black jacket, yellow jumper & brown leggings

With grey · 17 looks

Cardigan, jumper & leggings

Green jacket, navy jumper & brown leggings

Grey jacket, black roll neck & black leggings

Black jacket, orange hoodie & black leggings

Cardigan, jumper & leggings

Grey jacket, jumper & black leggings

With green · 12 looks

Black jacket, sweatshirt & black leggings

Fleece, olive hoodie & black leggings

Black jacket, green jumper & black leggings

Black fleece, olive hoodie & black leggings

All looks

Brown puffer jacket, green top & navy leggings

Green jacket, cream jumper & black leggings

Fleece, burgundy hoodie & black leggings

Cardigan, jumper & leggings

Black fleece, olive top & black leggings

Cream cardigan, cream hoodie & grey leggings

Black jacket, orange hoodie & black leggings

Jacket, cream jumper & black leggings

Corduroy jacket, jumper & leggings

Blue jacket, cream jumper & brown leggings

Grey jacket, jumper & black leggings

Black jacket, yellow jumper & black leggings

How to wear leggings in winter

Are leggings warm enough for winter?

What should I wear with leggings in winter?

Which shoes go with leggings in winter?

How do I make leggings look put together?

Can leggings be dressed up for winter?

Questions people ask

Can I wear leggings to work in winter?

Do you wear leggings with Uggs?

What coat goes with leggings?

Are leggings or tights better under a dress in winter?

How these winter leggings outfits come together

The pieces that come up most

Colours that work