How to Style Checkered Dress: 15 Best Outfit Ideas

best checkered dress outfit ideas

Previously, I have talked about a lot of different types of dresses that you can wear to shine in cocktail parties and proms. Today, I am going to mainly talk about stylish and chic street outfits that are build around the checkered dress, something that looks stylish and unique. Unlike other plaid dress like the red and black plaid dress, the black and white checkered dress is slight less boyish and more elegant. To better show you how to style it, I have put together a list of some really nice checkered dress outfit ideas. Let’s check it out now.

Tank Tube Maxi Flared Checkered Dress


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To start off the list, I am going to show you a very beautiful and refreshing street outfit that can really make you stand out from the crowd. To achieve this look, you can wear a sleeveless maxi flared checkered dress that comes with button front details. Pair the dress with black pointed toe heels to complete the outfit cleanly.

White Collar Short Sleeve Mini Shift Checkered Dress

white collar short sleeve mini shirt checkered dress
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This is a very attractive and natural looking business casual outfit. To form this outfit, you can wear a white collar mini shift checkered dress with a black leather purse. For the shoes, to look more elegant, you can wear black ankle strap open toe heels to complete the outfit.

Long Sleeve Tie Waist Checkered Flared Shirt Dress

long sleeve tie waist checkered flared shirt dress
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This is a business casual outfit that tilts towards the casual side. You may even wear this outfit for hangouts. To achieve this look, you can choose a long sleeve checkered midi flared shirt dress. Pair the dress with a brown leather shoulder bag and a pair of brown sandals to look more ladylike and refreshing.

Black and White Checkered Mini Skater Dress

black and white checkered mini skater dress
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Here is a checkered dress that simply looks like a checkerboard. It has that super unique feel in it that cannot be found in other dresses. In details, it is a mini skater long sleeve checkered dress. You can pair it with black pointed toe heels to complete an elegant and unique look.

Checkered Mini Fit and Flared Suspender Dress

checkered mini fit and flared suspender dress
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This is an absolutely refreshing outfit not just because of the dress, but also because of all the accessories that go along with the dress. To achieve this look, you can simply wear a checkered gathered waist mini dress. Pair it with a straw bag and a pair of bright yellow sandals to add a refreshing touch to the outfit.

Half Sleeve Checkered Fit and Flare Mini Dress

half sleeve checkered fit and flare mini dress
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This is a very simple yet beautiful outfit that you can even wear for a cocktail party to shine in a unique way. To achieve this minimal look, you can simply wear a checkered half sleeve fit and flare mini dress. Pair it with a pair of black ankle strap open toe heels to complete this minimal outfit in an elegant way.

Mini Skater Dress with Blue Unwashed Denim Jacket

mini skater dress with blue unwashed denim jacket
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To build a youthful and refreshing outfit around a checkered dress, here is an outfit you can reference. To form this amazing look, you can wear a checkered mini skater dress with a blue unwashed denim jacket layered over it. Wear white sandals and a white leather backpack to add a youthful touch to the outfit.

Black and White Half Sleeve Checkered Shirt Dress

black and white half sleeve checkered shirt dress
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This is a super casual outfit that you can wear stylishly for a casual hangout or for dating. To achieve this look, you can simply wear this black and white plaid half sleeve shirt dress that has a gathered waist cutting. Pair it with pale pink heels to add a feminine touch to the look.

Checkered Halter Shift Mini Dress with White Heels

checkered halter shift mini dress with white heels
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This is a elegant and lovely outfit thanks to the nifty accessories. To build this outfit, you can wear a halter checkered mini shift dress. Pair it with a brown leather nifty shoulder bag. Wear black ankle strap pointed toe heels to make the outfit look more refreshing and ladylike.

Checkered Mini Ruffle Hem Dress with White Long Coat

checkered mini ruffle hem dress with white long coat
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At first glance, this dress looks very much like a checkered dress. If you look closely, it is actually a black and white patterned mini ruffle hem dress. To style it elegantly, you can wear it with a white long blazer and a neon pink leather purse. Wear navy open toe suede heels to complete the outfit beautifully.

White and Black Mock Neck Sleeveless Mini Shift Dress

white and black mock neck sleeveless mini shift dress
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To achieve this refreshing and minimal business casual outfit, you can wear a white and black plaid mock neck sleeveless shift dress. Pair it with a black and white leather clutch bag to look smarter and more professional. For the shoes, wear black strappy pointed toe heels to complete the outfit in an elegant and unique way.

Checkered Sleeveless Gathered Waist Midi Flared Dress

checkered sleeveless gathered waist midi flared dress
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Here is a very simple and refreshing outfit that you can easily pull off. To achieve this look, you can wear a checkered gathered waist sleeveless fit and flare midi dress. Pair it with a pair of white heeled sandals to make this outfit clean and refreshing.

Deep V Neck Midi Flared Dress with White Strappy Open Toe Heels

deep v neck midi flared dress with white strappy open toe heels
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To look minimal and sexy, you can wear a checkered deep v neck flared midi dress. If you wear a dress like this to a cocktail party, it will definitely make you stand out among all those fancy and typical cocktail dresses. To complete this outfit, you can simply wear white open toe heels.

Checkered Boyfriend Shirt Dress with Black Felt Hat

checkered boyfriend shift dress with black felt hat
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Here is a stylish and slightly artistic street outfit. To achieve this look, you can wear a checkered boyfriend shirt dress. Pair it with grey lace up open toe ankle boots and a black felt hat to complete this unique look.

Spaghetti Strap Checkered Sheath Mini Dress

spaghetti strap checkered sheath mini dress
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This is probably the simplest outfit among this list, but that doesn’t mean that it’s not beautiful. To achieve this minimal and attractive look, you can simply wear this checkered spaghetti strap mini dress with a pair of white heeled sandals.

I hope you like the checkered dress outfit ideas that I have just mentioned above. For those of you who want to look refreshing and unique, you may want to give these outfits a try.