How to Wear Checkered Shorts: 15 Chic Outfit Ideas for Ladies

best checkered shorts outfit ideas

Today, I am going to talk about a very special type of shorts that can make you look stylish and chic, namely the checkered shorts. Checkered shorts are not just plaid shorts. The most standard checkered shorts are black and white plaid shorts that is filled with squares of uniform size. They are certainly more difficult to style to items like denim shorts and cargo shorts but they aren’t that challenging either. To make things easy for you, I have collected some really good checkered shorts and I am going to share with you now.

Checkered Shorts with Black T Shirt


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To start off this list that is filled with stylish and casual outfit ideas, I am going to show you a really casual one to start with. To achieve this look, you can simply wear a black t shirt with a pair of checkered shorts. Pair them with black slide sandals and a yellow leather purse to complete the outfit with an eye catching touch.

Black Sleeveless Top with High Waisted Checkered Shorts

black sleeveless top high waisted checkered shorts
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For a super chic and ladylike look, you can wear a black sleeveless form fitting top with a pair of high waisted checkered shorts. This way of dressing can visually move up your waistline. Pair these pieces with pink high heels to add a feminine touch to the overall look and make yourself look even slimmer and taller.

Checkered Shorts with White Blazer

checkered shorts with white blazer
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Here is an interesting and beautiful outfit that attempts to integrate a pair of black and white checkered shorts into a work outfit. To achieve this look, you can wear a black crew neck blouse with a white blazer for the top. Pair them with checkered shorts and a pair of black strappy open toe heels to look stylish and chic.

Wear with White Blazer & Black V Neck Tee

white blazer black v neck tee
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Here is another work outfit that involves the checkered shorts. This time, the outfit is slightly more casual than the previous one. In details, you can wear a black v neck t shirt with a white blazer for the top. Pair these pieces with checkered shorts and black suede shorts boots to complete this unique and beautiful business casual outfit.

Grey Crew Neck T Shirt with Mini Checkered Shorts

grey crew neck t shirt mini checkered shorts
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Let’s take a 180 degree turn and take a look at this super casual outfit. To achieve this look, you can wear a grey t shirt that comes with a black neckline. Pair it with short checkered shorts and a pair of black flip flops. This is the type of casual outfits that you would want to wear when you just want to quickly go grocery shopping or dropping by a good friend’s home.

Blue and White Striped Button Up Shirt with Checkered Shorts

blue and white striped button up shirt checkered shorts
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To form a stylish and slightly unisex business casual outfit, you can wear a blue and white striped button up shirt for the top. Tuck it in a pair of black and white checkered shorts. Wear a pair of pale pink ballet flats to add a feminine and casual touch to the outfit. You can also wear a pink clutch bag to make yourself look slightly more professional.

White Mock Neck Blouse with Checkered Shorts

white mock neck blouse checkered shorts
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Here is a very feminine look that is surprisingly easy to pull off. For the top, you can wear a white mock neck blouse, preferably with some elegant lace details. Wear it with checkered shorts and a pair of black pointed toe heels to look stylish and beautiful. To make the outfit more cheerful, you can wear a white and yellow floral printed purse to add some light colors to the mix.

White Spaghetti Strap Tube Top with High Waisted Shorts

white spaghetti strap tube top high waisted shorts
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For those of you who are in a good shape, here is a very simple outfit that can really emphasize on your slim waistline and long legs. To do that, you can wear a white tube top that comes with spaghetti straps. Wear it with a pair of high waisted black and white checkered shorts. Complete the outfit with white sandals to add a refreshing touch to the outfit.

Navy Camisole with Mini Shorts

navy camisole mini shorts
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While most people are wearing t shirt and denim shorts in the summer, you can wear this outfit to really stand out from the crowd. To achieve this look, you can wear a navy camisoles that has a double strap design. Pair it with a pair of high waisted mini checkered shorts to look tall and lean. Finally, wear nude heeled sandals to add some boho style to the outfit.

Checkered Shorts with Blush Pink Cold Shoulder Blouse & Embroidered Leather Jacket

checkered shorts blush pink cold shoulder blouse embroidered leather jacket
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This outfit is probably the most creatively designed outfit among this list. To form this outfit, wear a blush pink cold shoulder long sleeve blouse with a black embroidered leather jacket. Pair these pieces with black and white high waisted checkered shorts and a pair of black ballet flats to complete the outfit with style and elegance.

White Chiffon T Shirt with Checkered Mini Shorts

white chiffon t shirt checkered mini shorts
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Sometimes, the fabric can make a world of difference and this outfit demonstrates that point really well. The outfit consists of a white chiffon tee and a pair of checkered mini shorts. This combination looks simple yet elegant thanks to the texture of the t shirt. Complete the outfit with pale pink heels and a pink leather shoulder bag to look lovely and approachable.

Wear with Royal Blue Cropped Halter Top

royal blue cropped halter top
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To look more eye catching and energetic, you can try add some royal blue element to your outfit. To achieve this look, you can wear a royal blue cropped halter top with a pair of high waisted checkered shorts. Complete the outfit with royal blue ballet heels to match perfectly with the top.

Black Three Quarter Sleeve Tee with Checkered Shorts

black three quarter sleeve tee checkered shorts
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Here is a slightly boyish outfit that make you stand out from the rest. To form this outfit, you can wear a black three-quarter sleeve t shirt and a pair of checkered shorts. Pair them with black ballet heels to look tall and slim. Finally, wear a red baseball cap to provide a boyish and stylish touch.

I hope you like the checkered shorts outfit ideas I have just shared with you above. For those of you who are wearing denim shorts in the summer and spring all the time, may be the above list is a good to start for expanding your portfolio of outfits.