How To Wear Checkered Blazers? 20 Outfit Ideas

When it comes to styling a checked blazer, the possibilities seem endless. To get started, consider the occasion and the vibe you want to convey. Whether you’re heading to a corporate event or a casual night out with friends, this versatile piece can be worked into a multitude of outfits. One of its greatest strengths lies in its ability to instantly elevate even the simplest ensembles.

Throw it over your shoulders for added polish, wear it as a statement piece over a dress, or use it to add a touch of sophistication to a pair of distressed denim jeans – the options are truly limitless.

Outfits with Checkered Blazer

While our previous article focused on printed blazers in general, today we’re diving deeper into the world of checkered blazers specifically. From plaid to tartan, tweed to window-pane, there’s a wide range of check prints to explore, all sharing that timeless elegance that makes checks so beloved.

When it comes to incorporating checkered blazers into your wardrobe, here are some key takeaways: look for one versatile piece that can seamlessly transition from casual to formal wear, opt for a relaxed fit to accommodate layering and any unexpected changes in fit throughout the day (let’s be real, who hasn’t had their shape change after lunch?).

For formal evening wear, go for classic shades like grey or black tartan, while bold colors like pastels or hot pink can add a playful touch to daytime looks. When it comes to workwear, blue is generally considered the most professional color option for checkered blazers. One of the most freeing fashion principles is that prints don’t have to play nice together – in fact, combining checks with more checks can create a stunning and sophisticated ensemble.

And finally, don’t be afraid to pair masculine checks with feminine florals for a look that’s equal parts polished and playful.

↓ 20 – Colorful Checks

↓ 20 – Colorful Checks
↓ 20 – Colorful Checks

For those seeking to elevate their visual presence online, a vibrant checkered blazer is an excellent choice. Not only will it add a pop of color to your outfit, but its unique pattern will also create visual interest when captured through the lens of a camera, making for stunning Instagram-worthy shots.

↓ 19 – A Sleeveless Blazer

↓ 19 – A Sleeveless Blazer
↓ 19 – A Sleeveless Blazer

When it comes to sleeveless checked blazers, the challenge lies not only in finding one that fits your style but also in figuring out how to effectively incorporate them into your wardrobe. A longer length can be a great starting point, and we’ve explored this topic further in our post on 16 Cute Outfits with Sleeveless Blazers. If you’re new to sleeveless blazers, consider starting with a longer version to ease yourself into the world of sleeveless dressing.

↓ 18 – Upgrade The Look

When it comes to styling your outfit, a classic checkered coat is an excellent choice that can seamlessly integrate with any ensemble. Whether you’re dressing up or dressing down, this timeless piece of outerwear has the versatility to elevate any look and ensure you make a stylish impression.

↓ 17 – Night Out!

↓ 17 – Night Out!

16 – Weekend Plans

16 – Weekend Plans

For a casual yet stylish weekend look, consider pairing a relaxed-fit blazer with a trusty favorite tee and the most comfortable pair of black denim jeans you own. This effortless combination is sure to create a laid-back vibe that’s perfect for a fun-filled Saturday or Sunday. If you’re looking for more inspiration, be sure to check out our curated selection of outfits featuring black jeans.

↓ 15 – Plaids

↓ 15 – Plaids
Photo Credit: liketoknow

For a timeless appearance, try pairing the grey checked blazer with grey dress pants and a crisp white v-neck blouse. The key to dressing up or down lies in your accessories. For a professional setting, consider adding simple drop earrings and an oversized black purse, along with black heels to keep the look polished and put-together. If you’re looking for a more affordable option, explore similar pieces from Nordstrom, such as the Galvan Ruffle Sleeve Blouse ($434.

98) or REISS Alenna Tailored Blazer ($455), which can help you achieve this stylish ensemble without breaking the bank.

↓ 14 – With Skinny Jeans

↓ 14 – With Skinny Jeans
Photo Credit: nordstrom

Upgrade your wardrobe with a statement piece from 1STATE, offering timeless style and sophistication. For just $139, you can own the versatile Plaid One-Button Blazer, perfect for dressing up or keeping things casual.

↓ 13 – Casual Style

↓ 13 – Casual Style
Photo Credit: liketoknow

This outfit is a masterclass in effortless elegance. The harmonious blend of dressy and casual elements makes it perfect for a variety of occasions. Start with the gray checked blazer, which provides a sophisticated foundation. Pair it with light-wash ripped jeans for a chic and trendy look. Next, add a beige cashmere blouse underneath, its softness and subtle sheen perfectly complementing the ensemble’s overall aesthetic.

To complete the look, add some stunning heels and a lightweight shoulder purse that adds a touch of sophistication. Finish off the outfit with loose curls and a couple of stacked silver necklaces, and you’re ready to take on the day – whether that’s meeting friends for lunch, going out for a night on the town or simply running errands. And if you want to recreate this look for yourself, check out the Repeat Cashmere Oversized Blazer here.

↓ 12 – Sassy All-Black Ensemble with Multicolor Blazer

↓ 12 – Sassy All-Black Ensemble with Multicolor Blazer
Photo Credit: mango

This ensemble is sure to turn heads! Pair the stylish multicolor check blazer with high-waisted black jeans, she-means-business boots, and a sleek black long-sleeved top for a polished look that’s perfect for business casual events or parties. Add some extra flair with bold red lipstick, statement earrings, and a chic machine bag that complements the blazer nicely. The overall effect is sassy, sophisticated, and sure to make you stand out in any crowd.

↓ 11 – For Women Over 40

↓ 11 – For Women Over 40

↓ 10 – Charcoal

↓ 10 – Charcoal
Photo Credit: liketoknow

Step into style with this on-point outfit that’s perfect for fashion enthusiasts. The combination of a sleek long blazer, a mini skirt, a high-necked top, and edgy studded boots creates a chic ensemble that’s sure to turn heads. Add some trendy shades and layered necklaces to complete the look, which is versatile enough for everything from lectures to nights out with friends.

To recreate this stylish getup, shop the individual pieces below: Susanna Stud Buckle Bootie ($1380), Ray-Bans Retro Sunglasses ($153), Isla Shimmer Check Blazer (price not specified), We the Free by Free People Modern Denim Miniskirt (price not specified).

↓ 9 – Party Wear

↓ 9 – Party Wear
Photo Credit: liketoknow

Elevate your evening attire with a stylish blazer that effortlessly combines sophistication and allure. This versatile piece is perfect for a night out on the town, a date, or a social gathering. Let’s dissect the accessories featured here, starting with the necklaces. A chain-link design pairs perfectly with miniature pendants, adding visual interest to the overall look. Additional silver strands can be layered on top, while rings and a stylish watch add a touch of elegance.

Complete the outfit with a chic belt and high-waisted jeans for a polished finish.

↓ 8 – Street Style

↓ 8 – Street Style
Photo Credit: asos

This outfit is a true showstopper, featuring a cream-colored knit sweater or turtleneck paired with cropped denim shorts. The simplicity of the combination makes it incredibly versatile – slip on some Doc Martens, boots, or chunky heels and you’re ready to go. The real pièce de résistance is the Oasis Heritage Check Blazer, which adds a touch of sophistication to this otherwise casual ensemble.

To complete the look, add a silver necklace with a distinct pendant and cinch in your waist with H&M’s Narrow Belt ($5.99). With ASOS New Look Distressed Denim Shorts as the foundation, you’ll be hard-pressed not to wear this outfit again and again.

↓ 7 – Lunch Date Outfit

↓ 7 – Lunch Date Outfit
Photo Credit: liketoknow

Elevate a mundane lunch date outfit with a stylish combination of a sleek camisole and a statement blazer. Start with a smooth, silky black camisole paired with high-waisted skinny jeans and accentuated by a chunky belt. Add a touch of sophistication with a dark blue checkered blazer, leaving your hair in effortless, loose curls. Keep the look understated with minimal accessories, or add a few subtle touches such as a bracelet or two and a delicate necklace.

To complete the ensemble, opt for high heels or stiletto mules to maintain the outfit’s chic, polished vibe.

↓ 6 – Black and White

↓ 6 – Black and White
Photo Credit: liketoknow

A black and white checkered blazer is a versatile piece that can be styled in numerous ways to suit your personal taste. One approach is to keep the look understated, pairing the blazer with delicate jewelry and a pair of sunglasses for a chic, effortless vibe. Alternatively, you can add some flair with a bold necklace and a statement belt to create a more dramatic ensemble. The choice of footwear also plays a significant role in determining how dressy or casual your overall look becomes.

For a laid-back affair, Converse shoes might be the perfect fit, while mules or sleek black booties can elevate the outfit for a more formal occasion. With a bold blazer like this one, there’s no risk of going wrong – it’s a great canvas to experiment with different accessories and styles. If you’re drawn to outfits featuring white blazers, be sure to check out our related content.

↓ 5 – For Work

↓ 5 – For Work
Photo Credit: liketoknow

While we’ve showcased various ways to style a blazer beyond the office, it’s only fitting that we also explore a professional outfit to inspire your next workweek attire. Think of this as a stylish insurance policy for your Monday morning meeting. To create a sharp ensemble, pair a double-breasted Prince of Wales Checked Woven Blazer with Everlane’s The Day Heel boots and Levi’s Mile High Ankle Super Skinny Jeans.

Add some sophistication with David Jones’ Icon Frame Clutch and a touch of elegance from the Gold Mini Molten Necklace on Plain Chain. To complete the look, layer a Cotton Courier Shirt underneath for a crisp, put-together appearance.

↓ 4 – For Traveling

↓ 4 – For Traveling
Photo Credit: liketoknow

Elevate your everyday look to a stylish outing ensemble with just a few tweaks! Say you’re finishing lunch and craving a city stroll – all it takes is a little creativity. If your hair’s up, let it down and add a fresh pop of color with lipstick. A dainty scarf tied around the neck adds a playful touch. For a versatile base, opt for black skinny jeans, like these from Gap, which can take you anywhere.

Pair them with comfortable yet chic white mules, such as Steven by Steve Madden’s Velocity Mule, and top it off with a stylish blazer – this gray plaid one is a great choice. To recreate the look, try pairing H&M’s Jersey Jacket ($34.99) with Vera Moda’s Long-Sleeved Shirt (£24), Gap’s High Rise True Skinny Jeans in EverBlack ($49.97), and Steven by Steve Madden’s Velocity Mule ($64.98).

↓ 3 – Spring Look

↓ 3 – Spring Look
Photo Credit: liketoknow

Spring is in the air, and what better way to celebrate than with an all-white outfit that exudes effortless chic? The combination of light-wash denim, a crisp white top, and a stylish checked blazer is a match made in heaven. Add some distressed detailing to your ripped mid-rise jeans for a laid-back vibe, and you’re ready to take on the day in style. Top it all off with your go-to fashion statement sunglasses and chic white studded mules, and you’ll be the epitome of springtime glamour.

↓ 2 – Matching Suit with Gray Blazer

↓ 2 – Matching Suit with Gray Blazer
Photo Credit: liketoknow

The Gray Blazers are a standout piece in this article, perfectly capturing its versatility and style. Here, it’s worn with a slightly oversized fit, allowing the sleeves to be rolled up for a seamless transition between casual and workwear attire. The matching skirt adds a touch of elegance, belted at the waist to create a flattering silhouette. A crisp white tee completes the look, with ‘Girls Can Do Anything’ serving as a empowering reminder that we’re all capable of achieving great things.

What makes this outfit truly effortless is its understated approach to accessorizing – minimal embellishments allow the focus to remain on the stylish combination of pieces. For added flair, consider pairing it with white mules or Vans for a polished yet laid-back look.

↓ 1 – Party-Ready Look With Blazer

↓ 1 – Party-Ready Look With Blazer
Photo Credit: liketoknow

The versatility of a blazer jacket has been showcased throughout this article, with the final look providing one more example of how it can be styled. This party-ready ensemble demonstrates the effortless adaptability of the blazer by pairing it with a fitted bodysuit and high-rise black skinny jeans. The tailored blazer’s snug fit creates a flattering silhouette, emphasizing its versatility.

It is essential to have your blazers tailored whenever possible, as this will not only enhance their overall fit but also complement your unique figure and body type. To complete the look, opt for stiletto heels in a neutral tone to elongate the legs. Sleek hair and oversized earrings add a touch of glamour, while a black handbag provides the perfect finishing touch. In short, this ensemble is a masterclass in effortless style.

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