How To Wear Checkered Blazers-20 Plaid Blazer Outfit Ideas

Wondering how to style a checked blazer? Don’t worry, Outfit Trends has you covered, as always! A checked blazer is an ultra chic clothing item that has proved its versatility again and again. Wear it to a work event, a comedy club, a concert, or toss it around your shoulders on a cool summer day. There are no limits to how you can style this underrated wardrobe piece to suit your every need.

Let’s get started with 20 ways to wear a checked blazer.

What To Wear With A Check Blazer?

We’ve already done a detailed post on What to Wear with Printed Blazers, but today’s article is all about checkered blazers only. There are many different types of check prints including plaid, tartan, tweed, window-pane and many more. While all the styles differ slightly from each other in terms of print or fabric, they all do share the same classy feel that we love about checks. Here are some tips, do’s and dont’s on wearing checkered blazers this season:

  • If you’re planning to buy just 1 or 2 blazers, look for one that has the ability to spice up any outfit whether its casual or formal.
  • It’s always best to go for a relaxed fit as your fitting can change based on how many layers you’re wearing. And in my case, it can even change based on how much food I’ve had since morning, so the relaxed fit is always a safe bet.
  •  Tartan blazers in shades of grey or black are best for formal evening wear. For daywear, you could go for some catchy colors like pastels or perhaps even hot pink.
  • If you’re looking for a checked blazer for work, go for any shade of blue that you like as it’s considered the most professional blazer color for workplaces.
  • Don’t be afraid to add in more checks. The concept that prints don’t work with prints is probably the most outdated one, especially when it comes to checked blazers since they look so good when paired with complementing checkered items.
  • Contradicting fashion pieces go so well together. While checked blazers are more masculine in nature, pairing them with a feminine floral dress can create the most sophisticated outfit ever.

what to wear with a checkered blazer

↓ 20 – Colorful Checks

If you’re looking for a blazer that will look best on camera and help you take some gram-worthy shots, go for colorful checked to wear checkered blazeres

how to wear checkered blazeres

↓ 19 – Rocking A Sleeveless Checked Blazer

Sleeveless checked blazers are not just hard to find but also challenging to dress up in. If you haven’t tried one before, we recommend going for one with a longer length and checking out our post on 16 Cute Outfits with Sleeveless Blazers.

how to wear checked blazershow to wear checkered blazers

↓ 18 – Upgrade The Look

No matter what you’re planning to wear, a checkered coat will never disappoint when paired with it.

check blazer outfits

↓ 17 – Night Out!

check blazer outfits

16 – Weekend Plans

Choose a relaxed fit blazer and layer it over your favorite tee and the comfiest black denim that you own, you’re all set for a fun filled weekend! Do check out these Outfits with Black Jeans.

check blazer outfits

↓ 15 – How to Style a Plaid Blazer?

As aforementioned, a checked blazer is endlessly versatile and there are so many different ways you can wear it.

Let’s start with a classic look. This gray checked blazer pairs so gorgeously with a pair of gray dress pants, worn over a white v-neck blouse.

How you accessorize will determine how dressy you want to look. Headed for a work event? A simple pair of drop earrings will do the trick, as well as a stylish oversized black purse. A pair of black heels will keep this look grounded and work-appropriate.

Grabbing drinks with your best friend? Throw on a pair of stiletto mules and add a swipe of red lipstick. Ditch the large purse for a clutch and swap out your watch for a bracelet or two. Feel free to get creative. Maybe you want to switch out the white blouse for another colored top. Or maybe swap your dress pants with a pair of skinny black jeans. The choice is yours so have fun with it.



Nordstrom Galvan Ruffle Sleeve Blouse $434.98

REISS Alenna Tailored Blazer $455

↓ 14 – Stylish Winter Look for the City

This checked coat heavily resembles a blazer so we have included it for diversity’s sake. This is a stylish look, perfect for walking around the city in cooler temperatures.

Pair blue skinny jeans with a white top and throw on your coat or blazer over it. This black side bag is super chic and matches well with these shiny black boots. Accessorize with sunglasses and simple jewelry. These checkers deserve center stage.

Get your own blazer here:

1STATE Plaid One-Button Blazer $139

↓ 13 – Casual Style

There is so much to love about this outfit, we don’t even know where to start!

To seamlessly bridge the gap between dressy and casual, trendy and chic, take a look at this ensemble. A gray checked blazer is paired with some ripped, light-wash jeans. A beige cashmere blouse is worn underneath, perfectly matching with some stunning heels and further complemented by a lightweight shoulder purse. With loose curls and a couple of stacked silver necklaces, you are ready to grab lunch with the gals, head out for a movie with your guy, or spend an afternoon window-shopping.


Get your own blazer here

Repeat Cashmere Oversized Blazer $325

↓ 12 – Sassy All-Black Ensemble with Multicolor Blazer

Ooh, la, la! Now, this is a look to get the heads turning!

Perfect for a business casual dinner, a work event, or party, this blazer savvies up an otherwise sassy ensemble of high-waisted black jeans, she-means-business boots, and a black long-sleeved top. Red lipstick and long statement earrings add further pizzazz to your outfit, as well as a mean machine bag that very nearly steals all that blazer’s glory!


Multicolor Check Blazer $149.99

Saint Laurent Classic Sac de Jour Baby in Grained Leather $2650

↓ 11 – Sleek Look For Women Over 40

We love the choice of laced ballerinas with this outfit.

check blazer outfits

↓ 10 – Super Stylish Charcoal Checked Blazer

For a fashionista-approved outfit, look no further. This girl means business.

We adore the pairing of this long blazer with a miniskirt, a high-necked top, and some knockout studded boots. Add a pair of trendy shades and stacked necklaces and forget about it. This is a look you will want to wear over and over again.

Great for sitting down to a lecture or even heading to the theater for a movie with friends.



Susanna Stud Buckle Bootie $1380

Ray-Bans Retro Sunglasses $153

Isla Shimmer Check Blazer

We the Free by Free People Modern Denim Miniskirt

↓ 9 – Glam Street Style – Party Outfit With Plaid Blazer

We cannot get over how stunning this ensemble is.

Perfectly blending chic with allure, this blazer adds a layer of sophistication to this look which you could easily wear to a party, a date, or a night on the town. Accessories are key (ha! we love a mediocre pun!) so let’s pull apart the ones pictured. Start with the necklaces. Two necklaces are chain-style with a standout pendant – in this case, a miniature lock. A few more silver strands are stacked with these. Slide a couple of rings onto your fingers, add a stylish watch as well as a belt to your mid-rise jeans.

For the rest of your outfit, a black lacy bralette is worn under a simple tank tucked into jeans. For footwear, get fun with it! Boots, Converse, Vans, Doc Martens – any of these options would look great with this outfit.



Mango Gingham Blazer $119.99

DSTLD Model Tank in Heather $25

↓ 8 – Checked Blazer Street Style

Here we have yet another stunningly gorgeous ensemble that you’ll find yourself wanting to wear over and over again.

Simply tuck a cream colored knit sweater or turtleneck into a pair of cropped denim shorts. For accessories, thread a thin belt through your belt loops and add a silver necklace with some kind of distinct pendant over your sweater. All that’s left is the blazer and we adore this one! For shoes, opt for Doc Martens, boots, or even chunky heels.

Check out the outfit details below

Oasis Heritage Check Blazer

Cream High Neck Rib Knit Cropped Sweater £4.00

H&M Narrow Belt $5.99

ASOS New Look Distressed Denim Shorts

↓ 7 – Cute and Stylish Lunch Date Outfit

Snazz up a boring lunch date outfit with a gorgeous blazer and camisole as you effortlessly combine style with flair.

A silky black camisole is tucked into some skinny jeans and finished off with a chunky belt. Pop over that your blazer of choice, in this instance a dark blue checkered blazer, and leave your hair down in loose curls. This look requires minimal accessories but you could certainly add a bracelet or two and perhaps a couple of necklaces. For shoes, opt for heels or stiletto mules to keep this look as chic as possible.


Check out the outfit details

Nordstrom Topshop Satin Cowl Neck Camisole $22.50

Nordstrom Riley Crystal Buckle Belt

Nordstrom LEVI’S 501 Ankle Slim Jeans

Nordstrom Isla Shimmer Check Blazer

↓ 6 – How to Wear a Black and White Checkered Blazer

We love a bold blazer and this black and white checkered one is no exception.

There are a variety of ways you can style a blazer like this. You can keep it minimal, accessorizing only with a delicate necklace and a pair of sunglasses, or you can spice up this look by opting for a bolder necklace and adding a statement belt to the ensemble.

Your footwear will also determine how dressy this look becomes. For a more casual event, why not try Converse? Or if you need a slightly dressier look, opt for mules or sleek black booties. The sky is the limit with an outfit like this, so why not try out a few different things? With a standout blazer like this, there isn’t much you can do wrong! If you’re a fan of white outfits, do check out these Outfits with White Blazers.



Structured Linen Checked Blazer $119.99

The Boxy Stainless Steel Bracelet Watch $169

H&M Jersey Tank $4.99

Contrasting Sunglasses $29.99

ASOS DESIGN Moves Leather Mule Loafers

↓ 5 – How to Style Your Blazer for Work

Blazers might be most commonly associated with work attire, and so far we have tried to show you all the different ways you can wear a blazer other than for work. But we would be remiss if we did not include at least one work-appropriate outfit to perhaps inspire you with a new look you can try next Monday!

Keep reading for the outfit details.

A long-ish well-fitting gray blazer is worn over a white blouse tucked into white skinny jeans. A black belt matches with the stylish footwear and cute little purse that you can dangle over your arm alongside your briefcase. Style your hair as usual, and swipe on a bold shade of red lipstick.

Last by not least, accessorize with some pearl earrings which are both classy and sophisticated.


Check out the outfit details below

Double-breasted Prince of Wales Checked Woven Blazer

Everlane The Day Heel $145

Levi’s Mile High Ankle Super Skinny Jeans $98

David Jones Icon Frame Clutch $399

Gold Mini Molten Necklace on Plain Chain £79.00

Cotton Courier Shirt

↓ 4 – Great Outfit For Traveling

We love a look that can be easily altered according to the occasion. In this case, let’s say you have just finished lunch and you are ready to take yourself out for a brisk tour of the city. A couple of small adjustments can help you do that.

If your hair is up, let it down and swipe on some fresh lipstick. A little scarf tied around the neck adds a pop of color and a cute twist to this look. Black skinny jeans are great for all sorts of events, and these white mules are not only gorgeous but super comfortable. Last but not least, pop on your blazer of choice. This gray plaid one is gorgeous.


Check out the outfit details below

H&M Jersey Jacket $34.99

Vera Moda Long-Sleeved Shirt £24

Gap High Rise True Skinny Jeans in EverBlack $49.97

Steven by Steve Madden Velocity Mule $64.98

↓ 3 – Spring Look

Ah, how we love this look! Nothing screams spring like all-white attire (with some light-wash denim, of course) and we happen to think that this outfit is just perfect for a warm spring day when you are out with friends or perhaps grabbing lunch with your significant other.

To replicate this look, you will need a pair of ripped mid-rise jeans (a distressed hem adds casualness to this look, so if that is what you are going for, be sure you don’t miss that detail) and a white top, perhaps a bodysuit or a tank top. Over that, you will put on a white checked blazer and your favorite fashion statement sunglasses.

And of course, we can’t forget the shoes. These white studded mules are so chic and match perfectly well with this ensemble.



Ribbed Knit Bodysuit $8.99

Women’s Kari Studded Mules

↓ 2 – Matching Suit with Gray Blazer

Gray blazers are obviously a much-loved piece in this article. We love the way it’s worn here!

Slightly oversized, the sleeves may be rolled up to ensure this outfit bridges the casual/work gap. It is worn with a matching skirt, belted at the waist of course, and a white tee. (Girls Can Do Anything, it says. And we agree!)

This look requires minimal accessories, which we love, and it would work well with some white mules or Vans as the footwear of choice.



Checked Double Button Blazer Checked $35.97

Girls Can Do Anything T-shirt

↓ 1 – Super Cute Party-Ready Look With Blazer

There are so many different ways to wear a blazer jacket, which I hope we have demonstrated in this article. For our final look, this party-ready ensemble shows us once more just how versatile the blazer jacker really is.

A very-fitting blank tank or bodysuit is worn under this very well-fitting tailored blazer that hugs in all the right places.

(Pro Tip: Have your blazers tailored whenever possible. They will fit better and complement your specific figure and body type.)

For pants, opt for high-rise black skinny jeans. Stiletto heels, preferably a neutral tone, will add height to your body and elongate your legs. Sleek hair and bold, oversized earrings further complete this look.

The only accessory you will need is a black handbag.

With that, the look is complete!


Check out the outfit details below:

ASOS London Black Quilted Shoulder Statement Bag


Black Skinny Jeans High Waisted Women Button Denim Pants $19.99

Women’s Check Blazer Turndown Collar Half Sleeve Women’s Fitted Short Jacket $29.99


    • Olivia Davis

Add Comment