How to Style a Maxiskirt Using Fall and Winter’s Biggest Trends

Want to know how to style a maxiskirt without looking like you’re nostalgic for festival season or stuck in a boho-chic Pinterest board from yesteryear? Not a problem—because in 2025, the long skirt is being reinterpreted in a number of different ways beyond anything you’ve seen before.

Even better, this new wave of fashion trends is less about aesthetic themes and more about ease. We’re talking versatility, comfort, and outfit ideas for the real world that work from morning errands to late-night drinks. The maxiskirt is the multitasker your wardrobe has been waiting for.

But styling maxiskirts in a way that feels modern and not costume-y is an art. You need balance, proportion, and a few strategic pieces that do the heavy lifting. Whether you’re dressing for your body shape, leaning into soft minimalism, or channeling peak street-style energy, here’s how to style a maxiskirt in a way that works for you.

1. The Monochromatic Power Play

There’s nothing chicer, or more forgiving, than a full monochrome look. A matching top and maxiskirt in the same tone elongates the body and makes you look instantly put-together, even if you just rolled out of bed. Whether you’re working with a cashmere tank top and cardigan or a simple long-sleeve T-shirt or turtleneck, the key is texture and tone. Tuck your top if you want to define the waist, add ballet flats or booties, and throw on a sweater or a tailored coat for that clean-girl effect.

Try it with: A satin or silk maxiskirt with a matching top, sleek shoes, and a structured bag
Style tip: Head-to-toe black isn’t boring—it’s iconic. Opt for layered knits or silky sheens for depth.

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2. The Denim Maxi, Reimagined

A long denim skirt is the unexpected hero of 2025. It’s less Y2K and more downtown polish, perfect for building a low-effort, high-impact outfit. Pair it with a long-sleeve graphic tee, a cropped cardigan, or even a leather jacket for a tougher edge. Whether you’re wearing sneakers or high boots, the denim maxi holds it all together.

Try it with: A white, khaki, or light-wash long denim skirt, a tucked-in or cropped top, comfortable shoes, and a leather jacket
Style tip: French tuck the tee or crop top to highlight the waist and balance the silhouette.

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3. The Sporty-Girl Switch-Up

Maxiskirts can be comfy and cool when styled with a sporty twist. Think jersey or parachute fabric paired with a chunky zip-up or an oversized top. Add retro sneakers and a baseball cap, and suddenly you’re giving off-duty model energy. This is a casual look, but not a lazy one—and layering is key.