How To Wear A Checkered Dress? 20 Best Outfit Ideas

The checkered dress trend dates back to 2012 when Paris Fashion Week introduced a plethora of checkered prints on the runway, spanning from white to yellow. Since then, this sophisticated yet striking pattern has become ubiquitous, making an appearance everywhere from fashion magazines to street style. Influencers have incorporated this print into their wardrobes due to its fundamental status in the industry.

With its ability to add a touch of excitement and personality to any outfit, it’s no wonder the checkered dress has become a staple in many people’s wardrobes.

Best Checkered Dress Outfits

Get ready to elevate your fashion game with the versatility of checkered dresses! With their classic yet trendy design, these chic pieces are a must-have in every woman’s wardrobe. Whether you’re looking for a statement-making outfit or a simple everyday look, I’m about to share some top-notch styling tips that will have you rocking a checkered dress like a pro.

Do’s And Dont’s Of Checkered Outfits

When it comes to styling a checkered print, it’s essential to approach the task thoughtfully to avoid looking like an amateur in fashion. A neutral-toned checkered print is often more effective at making a statement than its bright counterpart. However, if you want to make a bold fashion statement, then bright checkered prints are definitely worth considering. To elevate your outfit, incorporate checkered accessories such as scrunchies or tote bags that complement the dress.

If you tend to opt for neutral shades of checkered printed dresses, it’s always a good idea to have some black fishnets on hand – they’ll be your go-to accessory for sure. Additionally, consider investing in checkered printed shoes to add an edgy touch to your outfit. When pairing these with a checkered dress, make sure the spotlight remains on the print while also incorporating solids to prevent the overall look from feeling too busy.

1 – Pair It With Sneakers

1 – Pair It With Sneakers
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Elevate your casual style with effortless chic by pairing a classic checkered dress with sleek sneakers. The key to pulling off this look is to thoughtfully contrast or match the colors of the dress and shoes. For neutral-hued checkered prints, opt for bold sneakers in black or white to create a striking visual appeal. Conversely, if your dress features bright and bold colors, balance it out with subdued sneakers that won’t compete with the overall aesthetic.

Take inspiration from our dark blue vintage checkered dress styled with light blue sneakers – a perfect blend of comfort and style.

2 – Pair It With Heels

2 – Pair It With Heels
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Transform your everyday style into a striking one by simply pairing a checkered dress with a pair of heels. Whether you’re aiming for a bold statement or a sophisticated formal look, this combination will surely make you stand out. For instance, try combining a basic checkerboard printed dress with black heels to create a chic and elegant ensemble that’s perfect for a night out.

The key is to balance the playful pattern of the dress with the sleekness of the heels, resulting in a look that’s both eye-catching and polished.

3 – Cardigans On Checkered Dresses

3 – Cardigans On Checkered Dresses
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Elevate your autumn style with the versatility of cardigans. This season, try pairing a checkered dress with your go-to cardigan for a charming cottage-core look that’s perfect for everything from picnics with friends to cozy dates. While this ensemble may have started as loungewear, it can easily be dressed up for a chic and polished appearance. To truly make the most of this versatile look, don’t be afraid to mix and match colors – just be sure they harmonize with one another.

4 – Turtlenecks Under Checkered Dresses

4 – Turtlenecks Under Checkered Dresses
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Pairing a turtleneck with a checkered dress creates a subtle yet stylish fashion statement. The classic appeal of a turtleneck makes it a timeless choice, and when worn under a checkered dress, the result is understated elegance. To avoid overwhelming the look, opt for light, neutral shades on your face to let the outfit be the focal point. Consider pairing the ensemble with pastel hues or soft neutrals to maintain a sense of refinement.

For more inspiration on how to style a turtleneck, explore our collection of fashion tips and tricks.

5 – Modest Way To Style a Sleeveless Checkered Dress

5 – Modest Way To Style a Sleeveless Checkered Dress
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White t-shirts may not revolutionize fashion, but they can certainly elevate an outfit when paired with the right piece. Simple yet stylish, this versatile top can be a go-to choice for making a statement. Take, for instance, pairing a checkered dress with a crisp white tee to create a look that’s perfect for spring or summer days. Alternatively, you could draw inspiration from the winter season and opt for a turtleneck sweater instead.

To take your ensemble to the next level, consider adding a sleek tote bag from Charles & Keith – a thoughtful touch that adds polish to your overall look.

6) All Season Boots

6) All Season Boots
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There’s something undeniably appealing about all-season boots, capable of elevating any outfit regardless of the time of year. They’re an essential investment for any fashion-conscious individual. By incorporating these versatile footwear options into your wardrobe, you can effortlessly transition from one season to another. For instance, pairing a midi length or knee-length checkered dress with a pair of all-season boots instantly adds a touch of sophistication and confidence.

To take it up a notch, top off your look with a stylish hat on sunny days or a cozy beanie when the weather turns chilly.

7) Winter Boots

7) Winter Boots
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Investing in knee-length or ankle boots can be a fantastic way to elevate your winter style. The fashion industry has introduced an array of unique and trendy options for winter boots, making it easier than ever to find the perfect pair to complement your holiday looks. For instance, pairing a checkered dress with a bold pair of winter boots can create a stunning and eye-catching ensemble that’s sure to turn heads.

Don’t be afraid to experiment with bright colors or bold patterns – you never know what unique combination might just become your new favorite look! If you’re wearing a sleeveless dress, consider adding a cardigan or turtleneck to keep the chill off, while a full-sleeved dress can make for a perfectly cozy and stylish winter outfit.

8) Red Checkered Dress Outfit

8) Red Checkered Dress Outfit
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Belted ensembles are a staple in modern fashion, elevating even the most basic outfits to new heights. When it comes to pairing with plaid dresses, brown and black belts prove to be the perfect companions. By adding a belt, you can create a polished look that’s both chic and slimming. The defining feature of a belt is its ability to accentuate the waist, creating a striking silhouette that’s hard to ignore.

When it comes to pairing with plaid dresses, brown belts work particularly well with red-checkered prints, while black belts complement any colored print with ease.

9) Slip On Those Fishnets

9) Slip On Those Fishnets
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Fishnets have an undeniable allure that allows them to seamlessly transition from a professional setting to a night out on the town. The beauty of checkered dresses lies in their versatility, as they don’t come with rigid styling rules. To create a chic ensemble, pair a checkered dress with fishnets, carefully coordinating the colors. The key is to harmonize dark colors with other dark hues and light colors with lighter tones.

For further inspiration, explore our previous article, Unique Ways to Wear a Shirt Dress.

10 – Modest Checkered Dresses

10 – Modest Checkered Dresses
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For all my fellow hijabi sisters out there, I’m excited to share some of my favorite pairing ideas for rocking a checkered dress. Who says you can’t pull off this stylish combo? When it comes to summer, a pastel or neutral shaded checkered print is perfect for matching with a similar-toned hijab that won’t absorb heat. Think white paired with baby blue, pink, or mint – these soft hues complement each other beautifully.

On the other hand, if you’re styling for winter, a black hijab looks stunning with darker, bold colors like regal red and bright blue. Just remember to avoid matching your hijab and dress too closely, as you want the spotlight to remain on that fabulous checkered dress!

11 – How to Wear a Checkered Dress in Winters

11 – How to Wear a Checkered Dress in Winters
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As the seasons transition into autumn and winter, you’ll appreciate my suggestion for effortless layering. Struggling to balance staying on-trend with staying warm? I’ve got a solution. Pair a comfortable, oversized sweater over a checkered dress. The loose fit of the sweater won’t overpower the print, allowing it to still be visible from the waist down or wherever the sweater falls.

12 – Black and White Checkered Dress

12 – Black and White Checkered Dress
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While embracing unconventional styles, I believe this look is definitely worth experimenting with. The act of tying your sweater around your waist may have originated as a practical solution to keep your sweater close by, but it has since evolved into a full-fledged fashion statement. Pairing a sweater tie with a plaid dress creates a laid-back yet thoughtfully considered informal look that doesn’t feel like you’re trying too hard.

This versatile trend can be easily incorporated into your wardrobe on a sunny winter day, allowing you to effortlessly switch between wearing the jacket and keeping the sweater secure around your waist.

13 – Can I Wear a Button Down Under Checkered Dress?

13 – Can I Wear a Button Down Under Checkered Dress?
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In recent years, women have been embracing button-downs in a big way – even more so than men. The humble shirt has the power to instantly transform a modern 21st-century dress into a vintage-inspired 1990s look that’s full of unexpected charm. When paired with a sleeveless checkered dress, layering a solid-colored button-down underneath and fastening it all the way up with gently folded collars creates a look that’s both retro and rad.

For an even more formal take on this trend, try adding some fishnets to give your outfit a sleek and sophisticated edge.

14 – Denim And Check

14 – Denim And Check
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Denim’s adaptability is its greatest strength. This classic fabric can effortlessly transition from laid-back weekend wear to everyday errand-running attire. When paired with a checkered printed dress, a denim jacket becomes an incredibly versatile piece that can harmoniously blend with any color palette. For a more retro-inspired look, the combination of a denim jacket and brown accents is a winning formula. The image below serves as a visual representation of this effortless styling approach.

15 – The Picnic Look

15 – The Picnic Look
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When venturing out for a countryside adventure with the girls, don’t stress about what to wear. A plaid dress is an excellent choice for such an occasion. Pair it with a sunny hat and comfortable shoes – whether that’s heels or flip-flops – to create a look that’s perfect for a day out in the sun. This ensemble has the potential to become your go-to ‘hot girl summer’ outfit once you give it a try.

The key is to put together an outfit that feels relaxed yet stylish, and this combination of pieces should do just that.

16 – Long Coats

16 – Long Coats
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There’s nothing quite like pairing a long coat with a plaid dress to make you feel like you’re strutting down the catwalk on Paris Fashion Week. Not only will it keep you warm and cozy, but it’s also a chic and stylish combination that’s perfect for the winter season. The versatility of a long coat means it can be paired with multiple checkered dresses, making it a great option for girls who love this print. And the best part?

You can create endless outfit combinations to suit your personal style. Whether you’re heading out on the town or just want to add some extra flair to your everyday look, a long coat and plaid dress is an unbeatable duo.

17 – Best Accessory to Dress Up a Check Dress

17 – Best Accessory to Dress Up a Check Dress
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The fashion world has seen a surge in two-in-one clothing items, where brands cleverly combine separate pieces into one harmonious whole. One such example is check-print dresses paired with matching headbands or scrunchies, creating a chic and effortless look that requires minimal styling efforts. The genius lies in the way these accessories amplify the colors and print of the dress, elevating your overall outfit to new heights.

For fans of headbands like myself, this trend offers endless possibilities for creative expression, as explored further in our feature on the Puffy Headband Trend.

18 – Engagement Party Look

18 – Engagement Party Look
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When a friend’s engagement celebration arrives without a dress code, panic can set in. Fear not, as we’ll provide some guidance to ensure you look fabulous. For events like these, pastel hues are an excellent choice, exuding formality and sophistication. If solids aren’t your thing, consider incorporating checkered prints into your outfit – they’re a stylish alternative. To make the most of this versatile look, opt for midi-length dresses in soft, muted colors.

Pair it with statement stilettos in a contrasting shade to add an extra touch of glamour.

19 – Plaid Dress with Blazers

19 – Plaid Dress with Blazers
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The world of fashion is ever-evolving, and those who stay in the loop know that blazers are an essential component. For girls who appreciate checkered patterns, having a trusty blazer by their side is crucial. In fact, pairing checkered dresses with blazers is a stylish move that can garner attention not just at work but also on the way back home. There’s something undeniably classy about donning a blazer – and it’s even more impressive when paired with a solid-colored counterpart.

For a regal look, opt for a black blazer against dark prints, while a white one pairs perfectly with light colors for a soft, understated appearance.

20 – Date Night Look

20 – Date Night Look
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For a chic and sophisticated date night look, earthy tones paired with checkered prints are an unbeatable combination. A sleek, form-fitting dress in a rich brown or beige hue is the perfect canvas for this stylish ensemble. Add a pair of black strappy heels to elongate the legs and make a statement. Finally, keep jewelry simple yet elegant with a few well-placed pieces that won’t distract from the overall aesthetic.

21 – Check Maxi Dress for Traveling

When it comes to travel photography, maxi dresses are a timeless choice that never goes out of style. The addition of check print takes this classic look to new heights. Whether you’re planning a trip soon or just looking for inspiration, I encourage you to explore the latest trends and styling tips in maxi dresses to elevate your wardrobe game.

22 – Matching Mother-Daughter Outfits

When it comes to capturing special moments with loved ones, a checkered theme has long been a go-to choice for photographers. The classic combination of black and white squares creates a timeless visual appeal that’s hard to beat. And if you’re able to get your family dressed in matching checkered outfits, the results can be truly spectacular – think warm, fuzzy feelings and beautiful memories to cherish for years to come.

23 – Blue Check Dress

Today, we’re shining the spotlight on a stunning blue dessert plate that’s sure to impress. With its vibrant hue and classic design, it’s a must-have addition to any kitchen or dining table. And the best part? You can get your hands on this beautiful piece for just $14.99, available here.

FAQs

When it comes to styling a checkered print dress, the possibilities are endless. You can opt for casual sneakers or go all out with high heels, depending on your destination and the time of year. The key is to balance the boldness of the checkered pattern with complementary pieces. For a plaid dress, consider layering it under a blazer, long coat, or cardigan to add depth and texture. Alternatively, you can pair it with a turtle neck or button-down for a more relaxed look.

As for whether checkered prints are in style, the answer is unequivocally yes. This classic pattern has timeless appeal that transcends seasons and trends. Finally, when it comes to combining stripes and plaid, it’s all about personal preference. If you’re feeling adventurous, go ahead and experiment with pairing these two bold prints together. Alternatively, play it safe by sticking with solids in a neutral color.

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