10 Plaid Skirt Outfit Ideas

There’s no fall outfit staple quite like a plaid skirt. It’s incredibly versatile—depending on the style, you can wear a plaid skirt with boots, flats, or even heels for a night out. Plus, a plaid skirt can seamlessly transition from day to night. But what do you pair with this must-have outfit piece? The outfit possibilities are endless: you can channel your inner Cher Horowitz and wear a skirt with a matching plaid blazer, or pair a plaid skirt with a preppy button down shirt or a cozy oversized sweater.

To give you all of the fall outfit inspiration you’ll ever need, we rounded up our 10 favorite ways to style a plaid skirt, with look ranging from an office-appropriate style to a must-have combination for a night out.

Pair a Plaid Skirt With a Matching Blazer

It’s a Cher Horowitz-approved formula: a chic plaid skirt pairs well with…a coordinating plaid blazer. Look for skirt and blazer sets, like this one by Veronica Beard, to ensure that your combination perfectly matches. Just add a white t-shirt and you’re all set.

Veronica Beard Lucy Skirt

The Long-Sleeve Box-Cut Tee – Off White

A Classic Trench Coat Will Complement Your Plaid Skirt

A classic trench coat is a foolproof addition to your plaid skirt. The combination makes for a wear-everywhere ensemble that can solve all of your fall and winter fashion dilemmas.

Oversized Linen Trench Coat

Informed Ensemble Plaid Blazer

Undeniably Inspired Collared Blouse

A Plaid Skirt With All Black Everything Will Never Disappoint

On the chilliest of days, add a pair of black tights, black flats, and a simple black top to your chic plaid skirt, like this red design, for a warm but still fashionable ensemble.

Pintuck Lace Detail Long Sleeve Cotton Blouse

‘Luxe’ Leg Shaping Tights

Minnie Travel Ballet Flat, Quilted Leather

Dress Up Your Plaid Skirt With Statement Accessories

If you’re looking to style your plaid skirt for a dressy affair, go big with bold accessories. These glittering silver boots make a serious statement, as does the patterned sweater with exaggerated shoulders.

Josie Skirt Blue Check Checked Wrap Front Skirt

Women’s Studio Glitter Pointed Toe High-Heel Boots

SJP by Sarah Jessica Parker

Choose a Bright Yellow Shade For Added Appeal

Don’t stray from pops of colors just because you’re wearing a classic pattern. Instead, amp up the shades with a bright yellow accent hat and coat, as seen over this yellow and gray plaid ensemble here.

ASTR the Label Greta Blazer

Smocked Plaid Flannel Skirt

Don’t Be Afraid to Mix In Other Prints

Plaid is an eye-catching pattern, yes, but that doesn’t mean you can’t add other prints into your outfit. Pair a plaid skirt with leopard print accessories, as seen here, for even more flair.

Sally Genuine Calf Hair Flat

Seasonal Pullover Sweater

Whisper Cotton Long Sleeve Crewneck Tee

Houndstooth Check Button Wrap Skirt

Dress It Down With Sneakers and a T-Shirt

For a more casual ensemble featuring a plaid skirt, opt for a pair of colorful sneakers and a graphic t-shirt.

With The Band Short-Sleeve Tee

Highland Plaid Pleated Midi Skirt – 100% Exclusive

Add High Boots and a Cozy Scarf to Your Plaid Skirt Ensemble

On colder days, you can pair a plaid skirt with high over-the-knee boots for added warmth. Add a cozy oversized scarf, a long sleeve top and you’re ready to take on the chilly temperatures.

Whisper Fringe Blanket Scarf

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