Discover trendy pleated skirt outfit ideas that elevate your style for any occasion. From casual to chic, find inspiration to create stunning looks and shop the latest designs to refresh your wardrobe.

Cream Sweater with Flowy Rust Pleated Maxi Skirt and White Boots

Cream Sweater with Flowy Rust Pleated Maxi Skirt

A soft cream sweater pairs beautifully with a flowy rust-colored pleated maxi skirt. Style with white ankle boots and a patterned scarf, finished with a handbag.

Elegant White Ruffled Blouse with Lavender Pleated Skirt

White Ruffled Blouse with Lavender Pleated Skirt

A white ruffled blouse pairs beautifully with a flowy lavender pleated skirt. Complete the outfit with strappy white heels and a matching clutch for a polished finish.

Black Turtleneck with Leopard Print Midi Skirt and Boots

Turtleneck with Leopard Print Midi Skirt
Shop now in $10.00 at stylethatmatters.com

Sleek black turtleneck styled with a bold leopard print midi skirt. Pair with knee-high black boots and a quilted handbag.

Sleeveless Beige Top with Rust Pleated Midi Skirt

Beige Top with Rust Pleated Midi Skirt

A sleeveless beige top paired with a rust pleated midi skirt. Style with nude pumps and a matching brown crossbody bag.

Casual Chambray Shirt with Black Pleated Midi Skirt and Nude Heels

Shirt with Black Pleated Midi Skirt
Shop now in $39.99 at hm.com

A relaxed chambray shirt tucked into a black pleated midi skirt. Pair with nude pumps and oversized sunglasses.

Beige Jacket with Pleated Midi Skirt and Chunky Brown Boots

Beige Jacket with Pleated Midi Skirt
Shop now in $190 at naturalizer.com

A tailored beige jacket paired with a textured pleated midi skirt. Style with chunky brown boots and a chain-strap handbag.

Black Leather Jacket with White Pleated Midi Skirt and Ankle Boots

Black Leather Jacket with White Pleated Midi Skirt
Shop now in $49.90 at quince.com

A stylish black leather jacket paired with a crisp white pleated midi skirt. Add black ankle boots and a patterned handbag.

Graphic T-Shirt with Gray Pleated Midi Skirt and Sneakers

Graphic T-Shirt with Gray Pleated Midi Skirt

A bold graphic tee paired with a light gray pleated midi skirt. Add black-and-white sneakers and a statement belt.

Pearl-Embellished Cardigan with Peach Pleated Skirt

Pearl-Embellished Cardigan with Peach Pleated Skirt

A pearl-trimmed black cardigan paired with a peach pleated skirt. Style with black ankle boots, a crossbody quilted bag.

Pink Blazer with Blue Pleated Skirt and White Heels

Pink Blazer with Blue Pleated Skirt

A soft pink blazer paired with a blue pleated midi skirt. Style with white heels and a clutch.

Pearl-Embellished Sweater with Pastel Pink Pleated Skirt and Heels

Pearl-Embellished Sweater with Pastel Pink Pleated Skirt

A pearl-adorned sweater matched with a pastel pink pleated skirt. Finish with pink heels and sunglasses.

Off-Shoulder Black Top with Bronze Pleated Skirt and Ankle Boots

Shop now in $26.58 at amazon.com

An off-shoulder black top paired with a sleek bronze pleated midi skirt. Add black ankle boots and a structured handbag.

Plaid Blazer with Olive Green Pleated Skirt and Nude Flats

Plaid Blazer with Olive Green Pleated Skirt
Shop now in $35.99 at amazon.com

A tailored plaid blazer over a simple top pairs with an olive green pleated skirt. Add nude flats for a chic and polished work-ready outfit.

Cream Cardigan with Beige Pleated Skirt and Tan Sandals

Cream Cardigan with Beige Pleated Skirt
Shop now in $9.96 at walmart.com

A soft cream cardigan layered over a beige pleated skirt. Style with tan sandals.

White Crop Top with Blush Pink Pleated Skirt and Strappy Heels

White Crop Top with Blush Pink Pleated Skirt
Shop now in $29.00 at lululemon.com

A crisp white crop top styled with a blush pink pleated skirt. Pair with strappy heels.

Cream Cardigan with Navy Blue Pleated Skirt and Sneakers

Cream Cardigan with Navy Blue Pleated Skirt

A cozy cream cardigan paired with a navy blue pleated skirt. Complete the outfit with white sneakers and a crossbody bag.

Classic White Blouse with Pink Pleated Midi Skirt and Black Heels

 White Blouse with Pink Pleated Midi Skirt
Shop now in $88.00 at everlane.com

A timeless white blouse styled with a blush pink pleated midi skirt. Add black heels and a clutch.

Beige Graphic Tee with Matching Pleated Skirt and Hat

Beige Graphic Tee with Matching Pleated Skirt

A beige graphic tee combined with a pleated skirt in matching tones. Pair with a wide-brimmed hat and nude heels.

Black Button-Down Shirt with Olive Pleated Skirt and Metallic Heels

Black Button-Down Shirt with Olive Pleated Skirt
Shop now in $28.99 at amazon.com

A sleek black button-down shirt paired with an olive green pleated skirt. Style with metallic heels and a statement belt.

StyleThatMatters

21 Stories

Explore Stylethatmatters.com for curated outfits from top influencers. Shop for any occasion and join our STM Creator community to showcase your unique fashion sense.