What is casual for winter?

A puffer jacket , shearling jackets , oversized wool coat in violet or pink, Aviator leather jacket with shearling trim , chunky sweaters , long cardigans , long sheer top , sweater dresses , blue jeans , skinny jeans , cargo jeans , cargo pants , wool leggings , beanie , balaclava , claw hair clip , mittens , half circle shoulder bag with leather strap , oversized tote , infinity scarves, blanket scarf , shearling boots , combat biker boots , cowboy boots , UGG boots , sneakers , and snow boots are casual for winter 2026.

What is winter casual for a party?

A sweater dress with cowboy boots, or a sweater with leather pants is casual for a winter party. Check chic casual winter outfits presented in this article to see what to wear to a casual party in winter 2026 .

How to dress casually for work in winter?

Put on a puffer jacket over your favourite slacks or style your wrap coat with blue jeans. Check fashionable winter business outfits for a casual Friday presented in this article for more inspiration.

What are the best casual winter evening outfits?

You can't go wrong with a knit top and jeans or a sweater and leather pants. Ps. Check winter party outfits presented in this article for more outfit ideas for a casual dinner party.

What is the best casual lunch outfit for winter?

A casual winter outfit with jeans and an aviator jacket. But also a casual winter coat with black skinny wool pants and combat boots. There are many casual winter outfits you can wear for a casual lunch this winter. Check cute casual winter outfits presented in this article for more outfit ideas.

What are the best casual first date outfit ideas winter?

It depends on where you are meeting. But all casual winter outfits presented in this article would make the cut - except for the outfits with the sweater. You can't wear a sweater to a date.

How to dress for a casual winter date?

There are many ways to dress for a casual date in winter. Check casual winter date outfits presented in this article for some inspiration.

What are some fashionable casual winter bar outfits?

A sheer top with cargo pants and sneakers layered with a puffer jacket, or a shearling jacket with cargo leather pants, furthermore an aviator jacket with skinny jeans and tall boots. Ps. Check the fashionable winter outfits presented in this article for more inspo.

9 Casual Winter Outfits You Need To Try This Winter

January 9, 2026 by brunettefromwallstreet

Casual winter outfits for winter 2026 and trendy casual winter outfit ideas for 2026 here! And no, this doesn’t mean five new sweatpants and hoodies outfits. I promise, to show you only one casual outfit idea with sweats. All in all, I bet you have already worn your favourite sweatpants set in one and a million different ways already. Besides, there are other casual winter clothes, too. True, I don’t know if you have them all already. But worry not – all the collages and product galleries are hyperlinked and shoppable. Hence you can shop for all the casual clothes and shoes you don’t have already and get everything delivered on time.

OGLAS I get a commission for purchases or clicks made through links in this post. But not at your expense. My commission comes from the retailer’s marketing budget.

Key Takeaways

Discover trendy casual winter outfits 2026, including various styles beyond sweatpants and hoodies.
Skinny jeans make a comeback, while puffer jackets pair perfectly with casual and chic looks.
Explore shoppable collages with fashion-forward winter outfit ideas for casual occasions.
Utilize links to quickly shop for all recommended winter clothing and accessories.
Check out FAQs for guidance on casual winter outfit choices for different events and situations.

Fashionable casual style for winter 2026 might surprise you. Stylish casual winter style is redefined for winter 2026.

For one, we swapped sweatpants for skinny jeans and for two, well, not to say anything more, the return of the skinny jeans is already big news to start with.

All in all, we have forgotten about skinny jeans already. Skinny jeans are just just like the sale. You can easily forget about it. And once it comes, you are not ready. You shop like crazy, buy the things that don’t go well with anything that you already have, and in the end, you are all wet and cold the moment you step outside your warm home.

Well, I promise you, this winter edit is different. I will help you to feel warm and to buy casual clothes and shoes that go well together.

Almost all of the casual winter clothes and winter shoes I share with you over here are already on sale. What great news, right?

Now scroll down, and check all these fashionable casual winter outfits and casual winter outfit ideas. Then pick your favourite(s) and shop all that you need to copy my casual winter looks.

THE BEST CASUAL WINTER OUTFITS 2026

All the collages are hyperlinked to make sure you can shop fast and don’t miss the sale.

All you need to do is to click on the items in the pictures or galleries (you have to click inside the pink brackets). Your click will take you to the store where you can shop for the clicked item.

Less talking, more clicking, right? Here they are – the most fashionable casual winter outfits for winter 2026.

If you want to save/pin any of these casual winter outfits, simply click on the Pinterest button in the left bottom corner.

And if you want, I can put together some casual winter outfits just for you – just fill out this form and we can start from there.

CAPSULE CASUAL WINTER OUTFITS

There are definite moments when you don’t feel the need to dress for impact. From casual drinks at the local bar to a casual day spent at home, or in the snow, each scenario calls for a casual outfit that looks amazing with no amount of effort implied.

1 PUFFER JACKET AND BLACK LEATHER PANTS WITH SNOW BOOTS

On the other hand, you might want to highlight the importance of key items made extra covetable with materials, colour or beautiful trims. The leather pants and a warm puffer jacket are part of that story.

Casual but chic, it is a luxurious but also casual winter outfit you can wear on repeat without looking outdated or sloppy.

SHOES: Inuikii black shearling-lining suede ankle boots – buy here. I love them so much. They are as soft as the UGGs, but easier to put on and walk in. Maybe I’m only one of a few, but I struggle with stepping into UGGs so much. And maybe this is the reason why I would always choose Inuikki over UGG, but Inuikii are truly better in every aspect (warmer, not slippery, snow-ready). More stylish, too.

JACKET: white puffer jacket with shearling collar – shop here. I have several white puffer jackets and my favourite one is not this in the collage.

TOP: mohair sweater – shop for similar here.

PANTS: black vegan leather pants – buy here. I bought mine at Mango, but they torn after five years. So, better buy these instead. What a waste of money mine were!

2 PUFFER JACKET WITH BLACK LEGGINGS AND MOON BOOTIES

No matter where you are going, we all need that ultimate casual winter jacket conveniently hanging in our closets.

Paired with leather pants or black leggings and moon boots for a casual date in the snow, a puffer jacket offers styling options that will have you out the door in minutes.

SHOES: pink Moon Boot booties – buy here. They are in a lighter shade than mine and I like them more. Actually, I’m obsessed with them. Say I need another pair.

JACKET: white puffer jacket – shop here. Again, I have several white puffer jackets and my favourite one is not this in the collage.

TOP: red Sézane cardigan sweater – buy here. *You can wear it 3 ways. I’m wearing it as a sweater here, with the buttons in the back.

BOTTOM: black leggings – buy here. Obviously, not the SKIMS black leggings nor Lululemon, as I don’t have any real leggings. I only have Max Mara skinny pants that are as comfortable as leggings and stretchy and you can wear them from your yoga mat to the desk.

ACCESSORIES: pink wool gloves – shop for similar here. They are on sale.

red earband – shop for similar here.

TRENDY CASUAL WINTER OUTFITS FOR CASUAL WINTER DAYS

The word on the street is that skinny is fashionable again and form-fitting designs are the key to 2026. Step forward with confidence in these trendy casual winter outfits in skinny proportions at the top of everybody’s wish list.

3 CHUNKY CROPPED WOOL SWEATER WITH ICY BLUE SLIM-FIT PANTS AND COOL BLUE PUMPS

The most fashionable casual winter outfits come with a sophisticated take on the silhouette.

Think skinny icy blue pants styled with chunky sweaters that will get you through winter effortlessly. Mine is cropped and pairs beautifully with the chunky shoes for the inside.

SHOES: Sezane cool blue babies – shop here. Or get these pastel blue Ugg waterproof hiking boots for the snow.

TOP: Max Mara cropped sweater – buy here. *You can wear it 3 ways – as a cardigan, too.

PANTS: Max Mara icy blue pants – buy here. Take your normal size. I had mine taken in.

BELT: brown leather belt – shop for similar here. Mine is sold out.

HEADBAND: leopard print headband – buy here.

4 PUFFER JACKET WITH SKINNY JEANS AND SHEARLING BOOTS

Thinking about how to look fashionable and stay warm as the weather stays cold? Winter dressing is all about wrapping up without sacrificing style.

Try a white puffer jacket with skinny jeans and shearling boots, and an earband.

There’s no escaping the appetite for the fashion ear band, which is currently sweeping street style and social media.

JACKET: white puffer jacket with shearling collar – shop here. I have several white puffer jackets and my favourite one is not this in the collage.

TOP: red Sézane cardigan sweater – buy here. *You can wear it 3 ways. I’m wearing it as a sweater here, with the buttons in the back.

JEANS: Diesel dark wash skinny jeans – buy here. They are super stretchy. You will love them. And the size is true for me. I wear size 23. Size up only if you are curvy. Again, they are stretchy, but you don’t want the denim to stretch to the max for a modern look.

ACCESSORIES: pink wool gloves – shop for similar here. They are on sale.

red earband – shop for similar here.

EVERYDAY CASUAL WINTER OUTFITS WITH LEGGINGS

Dress down any outfit with a pair of black leggings. Whether you are pairing them with a cute cardigan or a chic casual wool coat, revel in the luxurious feel of daily comfort.

5 CROPPED SWEATER WITH BLACK LEGGINGS AND BROWN RIDING BOOTS

We all turn to wool when we want casual looks that flatter. Be fashionable in wool in different proportions this winter.

Try black leggings and a cropped sweater with dark brown riding boots for a casual old money look. *Go for bangs instead of a headband – it would look too costume with a headband.

SHOES: Santoni riding boots – buy here. I love mine so much.

TOP: Max Mara cropped sweater – buy here. *Again, you can wear it 3 ways – as a cardigan, too.

MAKEUP: Guerlain meteorites – buy here. It’s the makeup I wear at home.

6 OVERSIZED WOOL COAT WITH WOOL LEGGINGS AND COMBAT BOOTS

Whether it’s grabbing drinks around the corner or a trip to the cinema, skinny wool pants are the perfect option for hanging out in the neighborhood paired with runway combat boots. Pair with an oversized pink wool coat for something casual that still packs a punch.

SHOES: Valentino Garavani combat boots – mine are sold out, but these are similar.

COAT: Red Valentino bow coat – yes, it’s sold out. Surely you couldn’t expect a beautiful coat like this to be in stock for ever – it is a long time since I bought it. But luckily, you can shop for a similar coat here.

TOP: mohair sweater – shop for similar here. Btw my sweater is from H&M premium selection, but they might have reduced its quality since I purchased mine – mine is not itchy, but I can’t swear the one you buy will be as soft as mine. Hopefully, it will be – pov you can still buy this sweater. The fluffy texture adds an extra layer of warmth and indulgence while providing a visual contrast to the sleek silhouette of the pants. The camel color is giving warmth and pairs beautifully with the natural tones of the Christmas weekend. But you can also go for light pink and get this pretty sweater– my favourite pick.

BOTTOM: Max Mara pegno pants – buy here.

ACCESSORIES: OK, I won’t gatekeep where I bought my headband even though I don’t get a commission for your purchase at Boho headwear. But Špela, the designer, is my friend, so I’m happy to promote her business.

7 PUFFER JACKET WITH BLACK LEGGINGS AND BLACK TURTLENECK

Made for busy ice rings and packed bars, make the seamless transition from ice under your feet to ice in your glass with an all in black casual winter outfit.

From skinny pants that offers comfort and ease, to a black turtleneck that brings a bit of old money casual feel, discover the chic turn on casual ice skating fits.

SHOES: ice skates – shop for similar here. Or get these in pink – same hue as the gloves.

JACKET: white puffer jacket – shop here. Again, I have several white puffer jackets and my favourite one is not this in the collage.

TOP: Max Mara black turtleneck sweater – buy here.

BOTTOM: black leggings – buy here.

ACCESSORIES: pink wool gloves – shop for similar here. They are on sale.

HEADBAND: Bohoheadwear headband – order here.

CHIC CASUAL WINTER OUTFITS WITH JEANS

Opt for weighted wovens that create movement and fluidity, or take the style through into the denim category for a more casual feel. Because it’s time you get rid of sweatpants and joggers and bring blue jeans back into the mix. Chic straight blue jeans are trending this winter.

8 CASUAL WINTER JACKET AND STRAIGHT BLUE JEANS WITH A BLACK TURTLENECK AND BLACK SOCK BOOTS

Be the talk of the town in a fashionable casual winter outfit with high-waist vintage blue jeans. Slip into straight jeans that exude the season’s biggest fashion trends and draw all eyes to you with a simple black turtleneck.

Style your new jeans with sock booties for a fashion-forward casual silhouette. Layer on with a casual winter jacket. You will never have a casual outing looking more fabulous than this.

SHOES: black sock booties – shop for similar here. I bought them when they were first fashionable. And yes, I was smart back then to choose a pair that was unlike any other trendy sock booties. Now I have a pair that feels more modern.

TOP: Max Mara black turtleneck sweater – buy here.

BOTTOM: Sézane jeans – buy here. You know I love them so much.

BELT: brown leather belt – shop for similar here. Mine is sold out.

CUTE CASUAL WINTER OUTFITS WITH A SWEATER

Take a casual approach to everyday errands with a more daring choice of silhouettes this winter. Here is a fashionable, relaxed winter fit to match the mood.