Winter Fashion - 31 Street Style Outfits to Wear This Winter

#OOTD Inspiration You Can Use This Winter

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Daily Street Style Outfit Inspiration for Winter

Street style fashion woman in fur coat and jeans
Christian Vierig/Getty Images

Want outfit inspiration this winter? When the temperature dips, it can be a challenge to pull together outfits that look fashionable, without freezing your buns off. But despite the chilly conditions outside, you can still have fun with fashion and look great every day. We're here to show you how to look stylish (and stay cozy warm) every day of the month, with winter outfit ideas from the best of street style fashion. Here's your #OOTD guide to wearing jeans this winter.

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White Boots With Everything

Street style faux fur and jeans
White faux fur looks fresh over black skinny jeans. Matthew Sperzel/Getty Images

Breathe new life into everything you wear this winter, when you accessorize your outfit with trendy white ankle boots. We love how they are styled here, with a sleek leopard print top, black trousers, and a long winter coat.

See more trendy outfits with white ankle boots here.

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Fair Isle Sweater and Bootcut Jeans

Street style for winter - fair isle sweater and jeans
Street style for winter - fair isle sweater and jeans. Christian Vierig/Getty Images

The classics are classics for a reason -- they always look chic and right. Pull together an easy, stylish outfit for winter casual days in a Fair Isle sweater and sophisticated bootcut jeans.

Get fashionable ideas for what to wear with bootcuts.

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Pastel Coat and Jeans

Street style winter coat and jeans
Wear a pastel coat with jeans this winter. Christian Vierig/Getty Images

Create a fresh, sophisticated winter outfit you can wear to work or out on dates. Layer a long pastel coat over cropped ankle jeans that show off your favorite ankle boots. Wear with a perfect blow-out and a chic clutch purse.

Get tips on how to wear cropped jeans in every season.

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Leopard Coat and Cropped Jeans

Woman wearing leopard coat and cropped jeans
Melodie Jeng/Getty images

Instantly dress up a basic jeans and turtleneck outfit this winter, when you add an eye-catching leopard print coat. Add a sturdy bag and wearable flat loafers for a chic look that will take you from brunch to shopping.

Check our our favorite leopard print coats of the season.

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Puffer Coat and Leggings

Street style woman parka and jeans
Wear a quilted parka with black jeans. Christian Vierig/Getty Images

Quilted parkas are a huge fashion trend again this winter. Create a cozy warm, stylish outfit for casual days and weekends, when you match an essential black puffer coat with your go-to black leggings. Wear with walk-all-day loafers, or keep it sporty in black sneakers..

Here are more cute ideas for wearing a puffer coat this winter.

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Wear a Rainbow Sweater

Woman wearing rainbow sweater and red skirt with sneakers
Matthew Sperzel/Getty Images

Catch the rainbow by jumping on winter's hottest sweater trend. All you need is a colorful sweater in playful rainbow stripes, that you can layer over all your cold weather skirts, pants, and jeans.

Check out 20 cute sweater outfits to wear this winter.

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Plaid Coat and Jeans

Street style fashion woman in plaid coat and jeans
Matthew Sperzel / Getty Images

Everyone is mad about plaid for winter fashion this year, so you can't go wrong in a well-fitting plaid coat. Wear it over all your outfits, from polished pantsuits for work, to casual weekend looks, as pictured here.

Want to see the best coats of this winter? We've got them here.

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Maxi Dress and Slouchy Boots

Street style fashion woman in dress and slouchy boots
Edward Berthelot/Getty Images

Don't put away your dresses when the cold weather hits. A long sleeved dress (or a short sleeved number, layered over a slim fitting turtleneck sweater) is perfectly appropriate for winter, when you accessorize with trendy slouchy boots. You could wear this look from the office and meetings, with an optional blazer on top, to gallery openings and shows.

Get inspired to wear a dress this winter.

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Straight Leg Jeans and Blazer

Street style jacket and straight leg jeans
Wear straight leg jeans this winter. Kirstin Sinclair/Getty Images

Dress up a basic pair of straight leg jeans in your closet, by matching them with a cute jacket and a pretty bow blouse. An exotic print clutch purse adds a pop of pattern that livens up this winter outfit.

Shop Items in This Look:

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Striped Scarf

Street style winter look with scarf and jeans
Winter street style in ripped jeans and striped scarf. Daniel Zuchnik/Getty Images

Dress up your easy weekend outfits by adding trendy accessories, as in this chic casual look. Here, a chunky sweater, a blazer, and ripped jeans is transformed by a trendy striped scarf.

We show you how to wear a blanket scarf here.

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The Dark Floral Coat

Street style fashion woman in dark floral coat and jeans
Daniel Zuchnik/Getty images

Dark floral prints are a huge trend this winter, and a great way to enjoy your feminine side while staying warm (and looking awesome). You could go with a dark floral dress, but we love the idea of a coat that can instantly upgrade all your winter looks, as pictured here.

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Wear a Pantsuit

Street style pink pantsuit for women with gingham print shirt
Melodie Jeng/Getty Images

The pantsuit is still going strong as a major women's fashion trend. We love how it looks here, in print pink, layered over a checkered shirt. Promotion, please!

Get more ideas for what to wear to work this winter.

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Wear a Jean Jacket Through Winter

Street style jean jacket and scarf
Here's how to wear a jean jacket in winter. Christian Vierig/Getty Images

If you love your jean jacket, there's no reason to put it away for the winter. Wear it even on the coldest days by layering it over a coat, and under a cozy wool scarf. Paired with black jeans or leggings, you can wear this look to class, for out coffee or picking up the kids. 

Get more fashion inspiration for styling your denim jacket.

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Try a Lighter Palette

Street style scarf and jeans
Try a lighter palette for winter dressing this year. Christian Vierig/Getty Images

Winter dressing doesn't have to mean darke colors. Stand out from the crowd by choosing fashion separates in lighter colors, such as pretty pastels, for winter. Take a look at how fresh a long pink scarf and pretty lavender coat look, worn over go-to skinny jeans and tall boots.

Get more ideas for wearing scarves now.

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Cable Knit Sweater and High Rise Jeans

Winter style - street style sweater and jeans
Winter style - street style sweater and jeans. Kirstin Sinclair/Getty Images

Going out in the winter doesn't have to mean choosing between looking fashionable, and being cold. Stay warm and look dressed for cocktails or gallery hopping in a chunky white sweater, high waisted jeans and special accessories.

Here are more ways to wear a sweater this winter.

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Colorful Faux Fur and Bootcut Jeans

Fashion woman in colorful faux fur coat and pleated skirt
Edward Berthelot/Getty Images

Feeling playful? Layer a colorful faux fur jacket over the pleated skirt you bought earlier this year, for a head-turning look. Pair it with colorful ankle boots, as shown.

Get more cute faux fur coat ideas here.

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Moto Jacket and Black Jeans

Street style leather jacket and jeans
Look sleek in black leather and black jeans this winter. Christian Vierig/Getty Images

Look sleek for the city this winter in a black leather, biker-inspired jacket and black skinny jeans. Wear with heels and a great purse, for an edgy upscale outfit you can wear from the office to dinners out.

Need more ways to wear black jeans? We've got them here.

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Wear Double Denim

Street style long coat over denim
Winterize a trendy double denim fashion look. Daniel Zuchnik/Getty Images

Do you live for denim? Wear fashionable double denim through the winter months, by layering a long wool coat or cardigan, over a must-have chambray shirt and blue jeans. Add a structured bag and strappy shoes, and you can wear this look for office casual days right through to weekend brunch with friends.

Here are 12 more ways to wear the essential denim shirt.

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Animal Print Jacket and Shredded Denim

Street style leopard coat and ripped jeans
Uptown meets downtown in a leopard coat and shredded jeans. Kirstin Sinclair/Getty Images

Mix downtown edge into your uptown look — and look fierce from head to toe — when you wear shredded jeans with a shorter, animal print coat and matching ankle boots. Carry a designer (or designer-look) bag in a bold color, to keep your look upscale.

Get inspired to wear a leopard coat here.

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Red White and Blue Winter Outfit

Winter street style - chunky sweater and jeans
Winter street style - chunky sweater and jeans. Timur Emek/Getty Images

Strike a patriotic pose this winter in a classic red, white and blue color palette. Wear a chunky red sweater with blue jeans and a cute white hat.

Here's how to choose a hat that flatters your features.

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Hudson Bay Coat

Street style in a stripe Hudson Bay coat and black jeans
Street style in a stripe Hudson Bay coat and black jeans. Edward Berthelot/Getty Images

Fashion editors have gone crazy about this Hudson Bay coat style from Canada. Wear a striped style this winter with your favorite skinny black jeans.

Want to know what fashion editors wear? Look here.

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Leather Jacket and Blue Jeans

Street style leather jacket and jeans
Wear a fur collar leather jacket with blue jeans this winter. Pablo Cuadra/Getty Images

Keep warm this winter for casual weekends, in an easy outfit of a fur-collar leather jacket and acid wash blue jeans. Wear with a quality leather bag and comfortable sneakers, for days you'll spend shopping with friends.

See 28 chic outfits with a leather jacket and jeans.

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Shades of Grey Look - Grey Jeans and Jacket

Street style for winter in grey jeans
Street style for winter in grey jeans. Daniel Zuchnik/Getty Images

Grey jeans are a wardrobe essential, especially for the winter months. Create a chic winter look in shades of grey for more casual days, when you wear slim-fitting grey jeans with a dark grey, faux fur jacket and a dove grey scarf.

We show you more outfits with grey jeans.

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Shaggy Faux Fur Coat

Street style - shaggy faux fur and jeans
Street style - shaggy faux fur and jeans. Christian Vierig/Getty Images

Want to steal all the attention this winter? Step out in a head-turning, super shaggy faux fur coat. Wear it to add fun and warmth to any outfit, from weekend jeans and sweats, to dressier evening looks.

Here are more faux fur coats you will love.

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Mink-Look Jacket

Street style faux fur jacket and jeans
Wear a mink-look jacket over casual cropped jeans. Kirstin Sinclair/Getty Images

Did you buy trendy raw hem jeans this year? Extend their wear into winter by pairing them with a luxurious, mink-look jacket and expensive-looking accessories.

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Leather Jacket and Dress

Woman in dress and leather jacket

By now, many of us know the trick of layering a leather jacket over a dress for evening. Here's a great reminder of why this is brilliant, and a great way to extend short dresses into the colder seasons.

Find your best little black dress with these tips.

 

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Black Jeans and Plaid Scarf

Street style plaid scarf and black jeans
Black jeans and plaid for winter style. Kirstin Sinclair/Getty Images

Here's a casual weekend outfit you can wear this winter, that nods to the grunge fashion of the 90s. Black jeans and a casual sweater look instantly cooler when you add a red plaid scarf. Wear with a cozy jacket and fun accessories.

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Plaid Jacket and Black Jeans

Plaid jacket and black jeans street style
Winter street style in a plaid jacket and black jeans. Christian Vierig/Getty Images

Create a streamlined look for winter casual days by pairing a red plaid jacket with a one-color outfit in black jeans.

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Shearling Jacket

Street style shearling coat and jeans
Winter fashion outfit in shearling and jeans. Timur Emek/Getty Images

 A shearling jacket is a no-fail choice for looking fashionable on colder winter days. Wear yours for weekends with a cable knit sweater, your favorite jeans, and ankle boots.

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White Shearling Coat

Winter street style in shearling and jeans
Winter street style in shearling and jeans. Vanni Bassetti/Getty Images

Look fashionable this winter in a short shearling coat, worn over slim-fitting boyfriend jeans. A cropped jeans length is perfect for showing off gorgeous shoes, as pictured here.

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Classic Winter Style in a Coat and Jeans

Street style coat and ripped jeans
Classic winter style. Christian Vierig/Getty Images

Sometimes, the best outfit is a simple one. Create a classic winter outfit that's easy to put together, by pairing a quality wool coat with lightly distressed, dark wash skinny jeans. Wear with a leather bag and trendy sneakers for a weekend look that's sophisticated but casual.