25 Pretty & Plaid Wintertime Outfit Ideas Polyvore Outfits For Winter

Winter is the perfect season to showcase your sense of style with the latest outfit ideas featuring a timeless trend: plaid. This classic print has the versatility to elevate both casual and formal ensembles, making it a staple in any winter wardrobe. Whether you’re looking to incorporate plaid into a vintage-inspired shirt, a sophisticated dress, or a tailored coat, we’ve got you covered.

Our curated selection of looks is sure to inspire your wintertime fashion game and help you make a statement this season.

Turtleneck, jeans and a plaid purse

Turtleneck, jeans and a plaid purse
Photo Credit: polyvore

If you’re struggling to incorporate plaid into your wardrobe, don’t worry – we’ve got you covered. To make the transition smoother, start with a timeless combination like a turtleneck sweater, distressed denim jeans, and a statement piece featuring the iconic plaid print. Not only is this look versatile, but it’s also a great way to introduce plaid as an accent rather than overwhelming your overall aesthetic.

Plaid shirt, knit cardigan and flats

Plaid shirt, knit cardigan and flats
Photo Credit: women-outfits

The comfortable allure of borrowed-from-him fashion is undeniable. The laid-back charm of a plaid shirt can be easily elevated to suit everyday wear by layering it under a cozy knit cardigan and swapping out the casual flats for more polished, yet still understated, options like patent leather pumps. For an added touch of femininity, consider adding a delicate pearl accessory, such as studs or a dainty necklace, to subtly ‘girlie’ up the overall look.

Plaid shirt dress, matching cardigan and legwarmers

Plaid shirt dress, matching cardigan and legwarmers
Photo Credit: polyvoreimg

The essence of winter fashion lies in incorporating cozy yet stylish pieces into one’s wardrobe. A plaid shirt dress is an excellent addition to any woman’s closet, and its versatility makes it a perfect choice for the holiday season. When paired with a matching cardigan and leg warmers, it creates a charming ensemble that can be easily dressed up or down.

To complete the look, opt for dark skinny jeans, leggings, or tights underneath the dress to keep the chill at bay while still looking stylish.

Solid turtleneck, plaid throw and jeans

Solid turtleneck, plaid throw and jeans
Photo Credit: polyvore

We’re enamored with this stylish combination, which has earned a spot as our feature image. The sleek black turtleneck is perfectly complemented by the rich burgundy (or Marsala) accents, creating a regal and sophisticated look. Meanwhile, the vibrant plaid throw adds a playful touch, tying everything together in a joyful and celebratory way.

Plaid skirt, solid tank and blazer

Plaid skirt, solid tank and blazer
Photo Credit: polyvore

For a stylish and professional work look, pair a plaid skirt with a solid tank top and a blazer. The length of the skirt can vary from a longer flare to a pencil or maxi style, as long as it’s paired with a tank that complements its print. The blazer can either match the tone of the tank or pull a contrasting hue from the plaid pattern in the skirt. To complete the outfit, add an animal-print bangle and a solid-colored clutch for a chic finish.

Plaid shirt and hoodie

Plaid shirt and hoodie
Photo Credit: polyvore

If you’ve got a plaid shirt that’s two sizes too big but still holds sentimental value, don’t worry about retiring it just yet. Instead, think outside the box (or hoodie) and try layering it over one of your favorite hoodies for a unique and cozy look. Add some texture with an infinity scarf and keep your feet warm with UGGs, and you’ll be all set for a day of holiday shopping or any other occasion that requires a dash of creativity in your wardrobe.

Solid shirt with plaid skirt and suede boots

Solid shirt with plaid skirt and suede boots
Photo Credit: cafemom

This effortless ensemble exudes a charming sweetness, largely thanks to the harmonious color palette and the flared skirt’s flowy silhouette. To replicate this look, we suggest pairing the top with tights, much like the inspiration image suggests. While any boots could work well, incorporating at least one pair of wedges adds a delightful touch, don’t you agree?

Sleeveless blouse, blazer and plaid pencil skirt

Sleeveless blouse, blazer and plaid pencil skirt
Photo Credit: polyvore

Pencil skirts are undeniably alluring, and the addition of a bold plaid pattern takes this outfit to the next level. The combination of a sleeveless blouse, blazer, and plaid pencil skirt is both professional and stylish, making it an excellent choice for work attire. To really make the look pop, don’t be afraid to get creative with your jewelry choices.

One of the beauty’s of pairing a plaid skirt with bold accessories is that there’s no need to worry about matching – simply choose pieces that complement the plaid pattern and you’re good to go.

Plaid shirt, khaki jacket and tank

Plaid shirt, khaki jacket and tank
Photo Credit: polyvore

For your next outdoor adventure, whether it’s hiking or skiing, a timeless combination awaits: pair a plaid shirt with a khaki jacket for a rugged yet stylish look. To add an extra layer of comfort and versatility, throw in a tank top – ideal for both indoor and outdoor wear.

Brown, seafoam green and plaid

Brown, seafoam green and plaid
Photo Credit: bmodish

One of the most understated yet effective ways to incorporate plaid into your wardrobe is showcased by the simple addition of a plaid scarf. The subtle nature of this accessory is precisely why we’re highlighting it – it’s an excellent example of how to use print without being too obvious. Another colour combination that caught our attention was the harmonious pairing of seafoam green and brown.

This palette is one of the most striking we’ve come across recently, and we’d love to hear your thoughts on it.

Sleeveless blouse, plaid pencil skirt and coat

Sleeveless blouse, plaid pencil skirt and coat
Photo Credit: polyvore

A versatile semi-formal ensemble can effortlessly transform an office party into a memorable first date after work. This outfit’s success hinges on the ability to incorporate rich solid colors and blouse materials that exude luxury, such as satin, silk, or cashmere. The result is a polished look that effectively ‘dresses up’ this everyday combination of a sleeveless blouse, plaid pencil skirt, and coat.

Plaid shirt, tank and cowboy boots

Plaid shirt, tank and cowboy boots
Photo Credit: polyvore

The sight of a plaid shirt paired with tank and cowboy boots is an unbeatable combination. It’s not hard to imagine why many would consider this a quintessential wardrobe staple. The question is, do you have your own pair of cowboy boots to complete the look? We’re guessing that after taking in the image, you’ll agree that they’d be a fantastic addition to any outfit. And as for those plaid shirts, rest assured that they’ll seamlessly blend with…almost anything.

Tank, jean jacket, boots and mini plaid skirt

Tank, jean jacket, boots and mini plaid skirt
Photo Credit: thebestfashionblog

Winter’s chill doesn’t have to mean bidding farewell to your summer staples. In fact, with the right layering, you can seamlessly transition your tanks, mini skirts, and bookts into the colder months. One simple trick is to throw on a trusty jean jacket over your tank or t-shirt. Pair it with opaque tights or thigh highs for a chic, wintry look that’s equal parts cozy and stylish.

Sweater, leggings and plaid scarf

Sweater, leggings and plaid scarf
Photo Credit: fashionsy

To infuse some festive flair into your wardrobe without going overboard, try incorporating scarves featuring traditional Christmas colors like red and green. Plaid patterns are an excellent choice for achieving this look, as they naturally evoke a sense of holiday cheer. Simply wear the scarf with a cozy sweater and leggings to create a warm and inviting outfit that’s sure to get you in the mood for the season.

Plaid shirt, hoodie and backpack

Plaid shirt, hoodie and backpack
Photo Credit: polyvore

When it comes to layering, there’s no rule that says your plaid shirt can’t be worn underneath a hoodie as well. In fact, if you have a shirt that fits you perfectly, it makes for a great base layer. And let’s not forget about the versatility of a backpack – we’re choosing this over a purse because backpacks are currently experiencing a resurgence in popularity.

Plaid shirt, tank top and fitted jeans

Plaid shirt, tank top and fitted jeans
Photo Credit: polyvore

The classic combination of a plaid shirt, tank top, and fitted jeans has been a timeless staple in many wardrobes. However, to give it a modern twist, consider incorporating trending colors into your outfit. One hue that’s expected to dominate fashion this year is violet, which can be effortlessly incorporated from head-to-toe in various shades and combinations.

Plaid pajama pants and hoodie

Plaid pajama pants and hoodie
Photo Credit: polyvore

Victoria’s Secret is a popular destination for flannel and cotton pajama pants, offering not just stylish loungewear but also versatile outerwear options. While these comfortable pieces are often associated with indoor wear, they can easily be dressed up or down to suit various casual outings. With the right accessories, such as pearl studs, you can transform your PJs into a chic ensemble perfect for grabbing breakfast or running errands.

Tank top, skinny jeans and plaid shirt

Tank top, skinny jeans and plaid shirt
Photo Credit: polyvoreimg

The charm of this outfit lies in its versatility and ability to effortlessly elevate the wearer’s femininity, regardless of the size of the plaid shirt. The slim-fitting jeans create a striking contrast with the bold print of the plaid, resulting in a look that is both modern and classic. And for those days when bad hair seems inevitable, a knit cap provides an easy solution – hiding any imperfections without sacrificing style.

Plaid shirt, leggings, skull cap and low tops

Plaid shirt, leggings, skull cap and low tops
Photo Credit: polyvore

Swap out the knit UGG boots for a pair of sneakers, then let your accessories shine. Feel free to keep them coordinated with the rest of your outfit or mix and match for a more playful look. Either way, you’ll be rocking this stylish ensemble with confidence.

Plaid with herringbone

Plaid with herringbone
Photo Credit: polyvoreimg

When it comes to incorporating plaid into our wardrobe, we love how versatile it is. One of the most exciting aspects is the ability to combine it with other prints and patterns to create unique and interesting outfits. For instance, pairing plaid with herringbone can be a game-changer. While it may seem unconventional at first glance, the key to making this combination work is ensuring that the colors complement each other, rather than focusing on the specific print itself.

Solid long sleeve shirt, skirt and plaid scarf

Solid long sleeve shirt, skirt and plaid scarf
Photo Credit: polyvore

For a polished office look, consider pairing a solid long sleeve shirt with a skirt and adding a pop of texture with a plaid scarf. To take it to the next level, opt for opaque tights that match the color of a solid turtleneck, creating a cohesive and sophisticated ensemble.

Solid T-shirt, jeans and plaid scarf

Solid T-shirt, jeans and plaid scarf
Photo Credit: bmodish

If you reside in an area where temperatures are generally chilly but not bitterly cold, consider embracing a versatile layering style that’s perfect for mild winter days. The combination of earthy tones, such as khaki and brown leather, creates a harmonious ensemble when paired with a plaid scarf, which adds a pop of color and texture to the overall look.

Plaid skirt and matching infinity scarf

Plaid skirt and matching infinity scarf
Photo Credit: polyvore

To incorporate festive flair into your outfit, consider pairing a statement-making plaid skirt with a matching infinity scarf. The bold, colorful combination will add a pop of holiday cheer to your overall look. A simple yet effective approach is to team the vibrant skirt and scarf with solid-colored pieces to create a stylish and cohesive ensemble. For instance, the striking black and red color scheme showcased above is an excellent illustration of this idea.

Plaid jacket and solid pencil skirt

Plaid jacket and solid pencil skirt
Photo Credit: polyvore

This outfit is a true showstopper! The combination of bold plaid and earthy tones in the jacket and pencil skirt is absolutely captivating. The addition of boots adds depth and visual interest to the overall look. To complete the ensemble, throw on a tank or fitted T-shirt under the jacket – just be prepared to shed the layers once you’re indoors.

Plaid wrap dress and pumps

Plaid wrap dress and pumps
Photo Credit: polyvore

Wrap dresses have a unique ability to flatter every woman, regardless of her body type. The secret to pulling off this style lies in finding a plaid pattern with deeper tones that create a slimming effect. When done correctly, the result is a look that’s undeniably memorable and alluring. Even those who might be hesitant to wear plaid due to concerns about their figure can find success with this approach. For more inspiration on creating stunning outfits like this one, visit stylesweekly.com

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