Woman with back turned, wearing shorts and printed t-shirt in urban background.Pin

As the seasons change, I find myself searching for versatile pieces that can effortlessly take me from day to night. Pleated trouser shorts are a perfect solution, offering both comfort and style. They allow me to maintain a polished look while enjoying the freedom of movement that shorts provide. In this article, I will share five of my favorite pleated trouser shorts that not only elevate my wardrobe but also help me feel confident in any setting.

Top Picks

Selection Criteria

When selecting the best pleated trouser shorts, I considered factors such as comfort, versatility, fabric quality, and style. I wanted options that could easily transition from a casual day out to a more formal evening event.

Pleated Trouser Shorts in Pinstripe Linen Blend


Pleated Trouser Shorts in Pinstripe Linen BlendPin

These tailored trouser shorts are a game-changer for my wardrobe. With their easy, relaxed fit and elevated front pleats, they strike the perfect balance between comfort and style. The A-line shape flatters a variety of body types, and the pinstriped linen-cotton blend fabric feels luxurious yet breathable, making them ideal for both daytime outings and evening events. Whether I’m heading to brunch with friends or a casual dinner date, these shorts have quickly become my go-to choice. Plus, they pair effortlessly with everything from a simple tee to a chic blouse.

Why You’ll Love Them

  • Versatile for day and night wear
  • Luxurious linen-cotton blend fabric
  • Flattering A-line shape

Ideal Occasions for These Shorts

Perfect for warm weather events, these shorts can be dressed up with a nice top and heels or kept casual with a simple tank and sandals. They’re a versatile addition to any spring or summer wardrobe.

Rating: 4.8

See Pricing

Easy Pleated Trouser Shorts in Crepe


Easy Pleated Trouser Shorts in CrepePin

These Easy Pleated Trouser Shorts have quickly become a staple in my wardrobe. Made from a soft, drapey crepe, they offer a relaxed yet tailored fit that hangs beautifully at the waist. The front pleats add a touch of sophistication, making them perfect for both casual outings and more polished events. I love how versatile they are; whether I’m running errands during the day or heading out for dinner at night, these shorts fit the bill. They pair effortlessly with everything from a simple tee to a stylish blouse, making them a practical choice for any occasion.

Why You’ll Love Them

  • Soft and breathable crepe fabric
  • Elegant front pleats for a polished look
  • Versatile for various occasions

Ideal Occasions for These Shorts

These shorts are ideal for warm weather events, easily dressed up with a chic top and heels or kept casual with a simple tank and sandals. They truly are a versatile addition to any spring or summer wardrobe.

Rating: 4.5

See Pricing

Relaxed Pleated Trouser Shorts in Drapey Twill


Relaxed Pleated Trouser Shorts in Drapey TwillPin

These Relaxed Pleated Trouser Shorts have quickly become one of my go-to pieces for any occasion. The drapey TENCEL™ Lyocell and cotton-blend twill fabric feels luxurious against the skin while providing a relaxed fit that sits comfortably on the hips. With their longer inseam and polished details like double front pleats and back welt pockets, they strike the perfect balance between casual and chic. I find them incredibly versatile; whether I’m spending a day at the park or heading out for a dinner date, these shorts adapt beautifully. They pair well with everything from a simple tank top to a stylish blouse, making them a practical choice for both day and night.

Why You’ll Love Them

  • Luxurious drapey fabric for comfort
  • Elegant pleats for a sophisticated look
  • Versatile for both casual and formal settings

Ideal Occasions for These Shorts

These shorts are perfect for a variety of occasions, whether you’re enjoying a sunny day out or attending a casual dinner. They can be effortlessly dressed up with heels or kept laid-back with sandals, making them a must-have for any wardrobe.

Rating: 4.7

See Pricing

The Harlow Superwide Jean Short: Airy Denim Edition


The Harlow Superwide Jean Short: Airy Denim EditionPin

The Harlow Superwide Jean Short has quickly become a staple in my summer wardrobe. With its old-school charm and high-rise fit, these shorts offer a relaxed yet elevated look that I absolutely love. The front pleats and wide leg openings give them a unique flair, making them perfect for both casual outings and dressier occasions. The airy denim fabric is soft to the touch, and while it has no stretch, it molds beautifully to my body after a few wears. I find that they pair effortlessly with everything from a classic tee to a chic button-up, making them incredibly versatile for day-to-night transitions.

Why You’ll Love Them

  • Soft, breathable fabric for warm weather
  • Stylish pleats for a sophisticated appearance
  • Versatile enough for both casual and dressy occasions

Perfect Occasions for These Shorts

These shorts are ideal for a variety of settings, whether you’re enjoying a sunny day at the park or heading out for a casual dinner. They can be dressed up with heels or kept laid-back with sandals, making them a versatile addition to any wardrobe.

Rating: 4.5

See Pricing

Pintucked Shorts in 100% Linen


Pintucked Shorts in 100% LinenPin

The Pintucked Shorts in 100% Linen have quickly become one of my go-to pieces for summer. With their high-rise fit and elegant pintucked front, these shorts strike the perfect balance between casual and chic. The lightweight linen fabric feels amazing against the skin, making them ideal for warm days. I love how they can be paired with a crisp button-up for a polished look during the day, and then easily dressed down with a simple tee for a relaxed evening out. The slant front pockets are a practical touch, and the back welt pockets add a bit of sophistication. Honestly, these shorts are a versatile addition to any wardrobe, perfect for everything from brunch with friends to a casual dinner date.

Why You’ll Love Them

  • Lightweight and breathable linen for comfort
  • Elegant pintucked design for a stylish look
  • Versatile for both casual and dressy occasions

Perfect Occasions for These Shorts

These shorts are perfect for a variety of occasions, whether you’re enjoying a sunny day at the beach or heading out for a casual dinner. They can be dressed up with wedges or kept relaxed with flip-flops, making them a versatile staple in any summer wardrobe.

Rating: 4.7

See Pricing

FAQ

How do I style pleated trouser shorts for both day and night?

I love the versatility of pleated trouser shorts because they can easily transition from day to night with just a few simple changes. During the day, I often pair them with a casual tee or a lightweight blouse and some comfortable sandals. As the sun sets, I switch to a fitted top or a chic button-up, add a statement necklace or some bold earrings, and swap my sandals for a pair of stylish heels or ankle boots. This way, I feel effortlessly put together for any occasion.

What should I consider when choosing the right size for pleated trouser shorts?

Finding the perfect fit is essential for comfort and style. I always recommend checking the size chart provided by the brand, as sizing can vary. I also pay attention to the fabric; for instance, if the shorts are made from a drapey material, I might opt for a size that allows for a relaxed fit. If I’m in between sizes, I usually choose the larger size for a more comfortable feel, especially if I plan to wear them for extended periods. Remember, the right fit enhances my confidence and overall look.

Are pleated trouser shorts suitable for all body types?

Absolutely! I believe pleated trouser shorts can flatter a variety of body types. The pleats add structure and can create a balanced silhouette, especially when paired with the right top. For those with curvier figures, I find that high-rise options can accentuate the waist beautifully. If I’m looking for a more relaxed fit, I might choose styles with a wider leg. Ultimately, it’s about how I feel in them, and I encourage everyone to try different styles to see what makes them feel their best.

Wrapping Up

In conclusion, pleated trouser shorts are an essential addition to any wardrobe, providing a stylish and comfortable option for various occasions. By choosing the right pair, you can enjoy the perfect blend of sophistication and ease, making it easier to navigate your day-to-night transitions.

ProductImageRatingHighlightsProsCons
Pleated Trouser Shorts in Pinstripe Linen Blend
Product ImagePin
4.5/5 (1000+ reviews)Tailored shorts with a relaxed fit, front pleats, and A-line shape. Made from a pinstriped linen-cotton blend.Stylish design, comfortable fit, perfect for spring.Dry clean only.
Easy Pleated Trouser Shorts in Crepe
Product ImagePin
4.2/5 (800+ reviews)A-line shorts with front pleats, crafted from drapey crepe. Relaxed yet tailored fit.Soft texture, machine washable, Fair Trade Certified.Runs slightly small.
Relaxed Pleated Trouser Shorts in Drapey Twill
Product ImagePin
4.7/5 (600+ reviews)Elevated shorts with double front pleats and back welt pockets. Made from TENCEL™ Lyocell and cotton-blend.Versatile styling options, comfortable fit.Higher price point.
The Harlow Superwide Jean Short: Airy Denim Edition
Product ImagePin
4.3/5 (500+ reviews)High-rise shorts with front pleats and wide leg openings. Made from cotton-blend Airy Denim.Unique style, comfortable fit.Rigid fabric may not suit everyone.
Pintucked Shorts in 100% Linen
Product ImagePin
4.6/5 (700+ reviews)High-rise trouser-style shorts with pintucked front and slant pockets. Made from lightweight 100% linen.Timeless look, breathable fabric.Requires careful washing.

This Roundup is reader-supported. When you click through links we may earn a referral commission on qualifying purchases.