Winter Fashion - 31 Street Style Outfits to Wear This Winter

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Daily Street Style Outfit Inspiration for Winter

Street style woman in jeans and a coat
Winter fashion doesn't have to be boring!. 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. 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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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.

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Patterned Coat and Cropped Jeans

Street style patterned coat and jeans
Wear a patterned coat with basic jeans. Matthew Sperzel/Getty Images

Instantly dress up a basic jeans and turtleneck outfit this winter, when you add an eye-catching, patterned coat and strappy high heels.

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Short Puffer Coat and Jeans Outfit

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 a quilted black parka with your go-to skinny black jeans. Wear with walk-all-day loafers.

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Wear a Long Puffer Coat and Cropped Jeans

Street style puffer coat and jeans
Wear a long puffer coat over cropped jeans for winter style. Christian Vierig/Getty Images

Wear cropped jeans right through winter by matching them with a trendy, long puffer coat. Shorter jeans hems are perfect for showing off cute ankle boots, too.

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Animal Print Coat and Black Jeans

Street style woman in leopard coat and jeans
Wear a leopard coat over skinny black jeans. Christian Vierig/Getty Images

Look fierce for casual style this winter by layering an animal print coat over go-to skinny black jeans. Embellished ankle boots in black and gold, and a metallic shoulder bag, are genius with this look.

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Animal Print Coat with 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.

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Black Blazer and Ripped Jeans

Street style blazer and ripped jeans
Wear a long blazer over ripped jeans for winter style. Daniel Zuchnik/Getty Images

Who says distressed jeans can only be casual? Style a pulled-together winter outfit by layering a long-line, tailored black blazer over ripped jeans. Worn with classic black accessories, you could wear this look from the office and meetings, to gallery openings and shows.

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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.

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Blazer, Striped Scarf and Ripped Jeans

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

Dress up your typical winter weekend outfitby choosing separates and accessories that work beautifully together, as in this chic casual look. Here, an easy outfit of a chunky sweater and ripped jeans is transformed by adding a burgundy wool jacket and a trendy striped scarf.

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Chunky White Sweater and High-Waist 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.

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Wear Glamorous Separates with Casual Jeans

Street style fur collar coat and jaens
Wear a fur collar coat and boyfriend jeans this winter. Daniel Zuchnik/Getty Images

Fashion is often about the surprise of combining elements that might not seem to be made to match, but create magic when worn together. Turn heads this winter by pairing a dressy fur scarf and a sophisticated coat with an easy pair of slouchy, cropped boyfriend jeans. 

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Short Plaid Coat and Skinny Jeans

Street style plaid coat and jeans
Wear a short plaid coat over skinny jeans this winter. Matthew Sperzel/Getty Images

Here's another option for pairing plaid with jeans this winter. A shorter plaid coat looks cute over skinny jeans. Wear with tall leather boots and matching accessories.

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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 (with or without nylons underneath for extra warmth), you can wear this look to class, for out coffee or picking up the kids. 

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Colorful Faux Fur and Bootcut Jeans

Street style faux fur coat and jeans
Play with your look in colorful faux fur. Christian Vierig/Getty Images

Feeling playful? Layer a colorful faux fur jacket over an easy bootcut jeans and sweater outfit this winter, for a head-turning look.

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Black and White Look in Faux Fur and Jeans

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

Breathe new life into your skinny black jeans this winter, by layering on a snuggly, white faux fur coat. Wear with ankle boots and a cute hat for a winter outfit that can take you from class to a coffee date, or dinner with your girlfriends.

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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.

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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.

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Wear a Wool Layer Over 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.

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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.

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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.

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Hudson Bay Coat and Black Jeans

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.

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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.

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Shaggy Faux Fur and Jeans

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 dress up any pair of basic jeans.

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Mink-Look Jacket and Jeans

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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Fair Isle Sweater and 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.

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Long Plaid Coat and Cuffed Jeans

Street style plaid coat and cuffed jeans
Winter street style in a plaid coat and cuffed jeans. Christian Vierig/Getty Images

Mad about plaid? Wear a long plaid coat over easy cuffed boyfriend jeans to look dressed for winter this year.

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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 darker 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.

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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 and Jeans

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, trendy raw hem jeans and ankle boots.

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White Shearling Coat and Jeans

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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