HomeShopping Guides16 Cutest Preppy Tennis Skirts to Wear On and Off the Court

16 Cutest Preppy Tennis Skirts to Wear On and Off the Court

Tennis skirts have a distinct aesthetic one would easily associate with the past. The pleated and plaid miniskirts rose to popularity with the trend of rich teens playing tennis. At the same time, there is no reason to doubt a tennis skirt outfit for an adorably cute preppy look. Even if tennis skirts emerged as functional outfit choices for sports, they easily found a place in mainstream fashion. 

Interestingly, tennis skirts are a cool pick for preppy skirt outfits even today and are considered a super trendy fashion choice. Many celebrities and influencers have been sporting different design variations of tennis skirts such as grungy, clueless vibe, Y2K, and preppy styles. If you have been looking for some of the cutest tennis skirts you can wear on and off the court; then you must have been confused with the variety of choices. 

Best Choices for a Preppy Tennis Skirt Outfit

Many of you might have doubts regarding how to incorporate a tennis skirt with your looks. Therefore, it is quite reasonable to wonder about ‘what to wear with a tennis skirt’ if you want to look chic and trendy. A tennis skirt is a versatile piece that can be worn with an argyle sweater, a sweater vest, a bodysuit, or any other top that matches the theme you are going with. On top of it, you can easily pair up a tennis skirt of your choice with a pair of Doc Martens or knee-high boots and tights. Let us take a look at some of the top picks for a preppy tennis skirt outfit for your wardrobe.

1. MOTF Premium Spandex Tennis Skirt

A simple white spandex tennis skirt with pleated details is one of the basics you need for tennis skirt outfits. The plain design and high waist alongside slightly stretchable fabric make the white tennis skirt a must-have for chic tennis skirt outfits.

2. DAZY Plaid Print Fold Pleated Skirt

You could choose a pleated tennis skirt in navy blue color with a plaid pattern made of comfy cotton blend fabric. The skirt can give you many options for assembling winter outfits, such as pairing up with a long sleeve cardigan. 

3. Shein Zip Side Pleated Skirt

There is no way you can ignore how cute and casual a short preppy tennis skirt can look. The high waist design and, most important of all, the khaki color make it a comfy pick for casual outfits. 

4. ROMWE Pleated Varsity Skirt

Bring back the retro vintage theme with a pleated varsity skirt for a trendy tennis skirt outfit. The unique aesthetic appeal of the striped detailing and an adorable baby pink color gives you a trustworthy choice for preppy aesthetic outfits.

5. ASOS DESIGN Mini Pleated Tennis Skirt with ‘A’ Tab Detail in Black

The mini pleated tennis skirt in black with a regular fit and high rise is also another essential choice for preppy outfits. In addition, the “A” tab detail on the hem of the skirt also provides a formidable statement in your preppy looks.

Also Check: Cool Monochrome Outfits to Wear This Winter

6. ASOS DESIGN Mini Pleated Tennis Skirt in Mono Plaid Print

If you are a fan of checkered patterns, then you might love the mini tennis skirt with mono plaid print. The wide hem gives you some additional legroom, while the zip-side fastening lets you wear it in any tennis skirt outfit with grace.

7. Hollister Pleated Mini Skirt in Black Check

Move over the white tennis skirt and choose a mini skirt in black plaid print for loads of preppy vibes. The stretch-back waist and regular fit complement the chic design of the skirt while offering you a functional outfit choice. 

8. Adidas Originals ‘Tennis Luxe’ Logo Pleated Skirt in Off White

You couldn’t find anything better for a tennis skirt outfit than the “Tennis Luxe” logo pleated skirt by Adidas Originals. The box pleat design and Adidas logo embroidery on the hem, alongside the off-white colorwork in unison for a classic tennis skirt look. 

9. H&M Tennis Skirt

The H&M tennis skirt is also another classic pick for preppy skirt outfits with a vintage aesthetic. The woven, stretchy fabric and pleats, alongside the blue line detailing characterize signature elements of the original tennis skirts.

10. Hoerev Women Girls Short High Waist Pleated Skater Tennis Skirt

You could assemble a casual tennis skirt outfit with a high waist pleated skater tennis skirt. The pink stripes on the skirt alongside the side hidden zipper closure and inner shorts give you everything you need for a preppy outdoor outfit. 

11. American Apparel Women’s Plaid Tennis Skirt

Put your doubts about ‘what to wear with a tennis skirt’ to rest by choosing a green plaid tennis skirt. The classic fit design and full-length pleat detailing alongside the topstitching highlight from waist to hip leave nothing to doubt about this skirt. Pair it with a beige crop sweater for the ultimate winter preppy look.

12. Danzy X REVOLVE Tennis Skirt

Grab a classic cotton blend white tennis skirt with embroidery and patch logo detailing. The cotton blend fabric offers promising levels of comfort while the shape of the skirt truly reflects the retro tennis skirt aesthetics. 

we have found The Best Winter Clothes for Women Under $100

13. Missguided Yellow Color Block Check Pleated Tennis Skirt 

The yellow color block pleated mini skirt is also another promising choice for a tennis skirt outfit for its vibrant color. Some of the other important details in the skirt include a small slit and an elastic waist for a better fit.             


14. PLT Black Woven Check Pleated Tennis Skirt

Tennis skirt outfits would never be complete without the black woven check pattern. You can get an appealing tennis skirt outfit with a casual tennis skirt featuring an all-over check print alongside pleated details. Just add an oversized hoodie and a zip-up top, and you are ready to slay it in style.

15. Princess Polly Alyssa Pleated Mini Skirt White

Another promising choice of a pleated tennis skirt is the exclusive Alyssa mini skirt from Princess Polly. The flared fit and layered detailing of the white skirt are some truly exclusive highlights in the Alyssa skirt.

16. Princess Polly No Boundaries Mini Skirt

A pale blue skirt featuring tartan print in a high waist design with a slim fit and slight flare is definitely a top pick for the tennis skirt outfit of your choice. You can easily style it up with a basic white cropped top and a denim jacket alongside a pair of Doc Martens. 

Tips to Shop for Tennis Skirts

Here are some important tips you should follow to find the best picks for the tennis skirt outfit you dream of.

  • Go with a classic- If it’s your first time buying a tennis skirt go with a classic option like plaid, or white with blue trim. 
  • Tennis skirts are often super short so make sure to read the length measurements and the reviews as well.
  • Take note of the quality of the fabric and the design before you decide to purchase a particular tennis skirt.   

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