7 Strong Winter Outfits Featuring Skirts and Boots

When you're tired of wearing your jeans (and, let's face it, your joggers) on loop, what should you wear? I can tell you that this has been a hot topic of discussion on the Who What Wear UK Slack channel this week, especially with the new season coming into view. There was talk of new colour trends, the pieces French women always reach for and the coat that always looks so expensive (no matter how much you've spent on it). But the one thing we all settled on as a great look that works for now and spring is the classic skirt-and-boot combo. 

Right now, the skirt needs to say "I'm ready for 2023," but the footwear needs to say, "Do you realise that it's still winter?" And trust us—the look is so easy to adapt. Whoever you are and whatever your personal style, there's a skirt-and-boot pairing out there for you. Whether you wear an eternally chic pleated skirt with heeled knee-high boots or prefer to prioritise comfort, you can't really go wrong.

For inspiration, we looked to some of our fashion friends who have been wearing this fail-safe combo on repeat. Keep scrolling for some much-needed winter-dressing ideas and to shop any key pieces you might not already have in your wardrobe to achieve these 'fits. 

1. MINISKIRT + KNEE BOOTS

Style Notes: Cancel out the chill when wearing a trending miniskirt with a pair of knee-grazing boots. 

2. CHECKED MIDI + SQUARE-TOE BOOTS

Style Notes: Checked skirts are a fashion classic—bring them up-to-date with a pair of of-the-moment square-toes. 

3. SLIP SKIRT + SLOUCHY BOOTS

Style Notes: Get more wear out of your slip skirts with a pair of slouchy heeled boots—this combination of teal and ecru is beautiful. 

4. SUEDE + LEATHER

Style Notes: For a cosy texture combination, try wearing a suede-finish skirt with a pair of leather boots (a cashmere cardigan won’t hurt either). 

5. SKIRT + BOOTS IN A MATCHING COLOUR

Style Notes: Create an elevated aesthetic by matching the colour of your skirt to that of your boots, like this chic navy example. 

6. TWEED SKIRT + RUBBERISED BOOTS

Style Notes: Give your more formal skirting a cool overhaul with the addition of rubberised boots—knee-high for minis, ankle for midis. 

7. KNITTED SKIRT + CHUNKY BOOTS

Style Notes: If staying cosy and comfy is of the utmost importance, do so in a pair of chunky leather boots and a knitted skirt—we promise it’s just as comfortable as your joggers. 

Next Up, Spring/Summer 2023 Fashion Trends: The 21 Looks You Need to Know About

This story was published at an earlier time and has since been updated.