Winter Fashion – 31 Street Style Outfits to Wear This Winter
Daily Street Style Outfit Inspiration for Winter
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.
White Boots With Everything
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.
Fair Isle Sweater and Bootcut Jeans
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.
Pastel Coat and Jeans
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.
Leopard Coat and Cropped Jeans
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.
Puffer Coat and Leggings
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..
Wear a Rainbow Sweater
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.
Plaid Coat and Jeans
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.
Maxi Dress and Slouchy Boots
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.
Straight Leg Jeans and Blazer
The Dark Floral Coat
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.
Wear a Pantsuit
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!
Wear a Jean Jacket Through Winter
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.
Try a Lighter Palette
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.
Cable Knit Sweater and High Rise Jeans
Colorful Faux Fur and Bootcut Jeans
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.
Moto Jacket and Black Jeans
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.
Wear Double Denim
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.
Animal Print Jacket and Shredded Denim
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.
Red White and Blue Winter Outfit
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.
Hudson Bay Coat
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.
Leather Jacket and Blue Jeans
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.
Shades of Grey Look – Grey Jeans and Jacket
Shaggy Faux Fur Coat
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.
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.
Leather Jacket and Dress
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.
Black Jeans and Plaid Scarf
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.
Plaid Jacket and Black Jeans
Create a streamlined look for winter casual days by pairing a red plaid jacket with a one-color outfit in black jeans.
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.
White Shearling Coat
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.
Classic Winter Style in a Coat and Jeans