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See the full What to Wear guide for a Casual Weekend

How to Style a Pleated Skirt for a Casual Weekend

For casual weekends, the Pleated Skirt works best when you counter its dressiness with relaxed pieces—think the Baseball Cap to bring it down a notch or Loafers to keep it easygoing. Pair it with the Leather Jacket for a deliberate weekend uniform that doesn't read like you're trying too hard, or reach for the Structured Tote to carry everything you need without looking sloppy.

Pairings that work for a casual weekend

  • Pleated Skirt + Leather Jacket

    Pleated Skirt and Leather Jacket are a classic pairing — put them together and the outfit reads as intentional.

  • Pleated Skirt + Loafers

    Pair Pleated Skirt with Loafers for a combination that works without overthinking it.

  • Pleated Skirt + Structured Tote

    Add Structured Tote to Pleated Skirt and the outfit reads as finished, not underdressed.

  • Pleated Skirt + Baseball Cap

    Add Baseball Cap to Pleated Skirt and the outfit reads as finished, not underdressed.

  • Pleated Skirt + Silk Blouse

    Pair Silk Blouse with Pleated Skirt for a combination that works without overthinking it.

Get your pleated skirt styled from your own wardrobe

Clad9 is building the app that matches pairings like these against clothes you actually own, for whatever's next on your calendar.