Skirts are a closet staple that are fun to wear all year long, but shorter lengths can be impractical once the season starts to turn. If you want to continue enjoying the easy and chic vibe that they give to your outfits, then midi skirts are your best bet.

The mid-calf length minimizes leg exposure, so you can wear midi skirts even when temperatures are starting to drop. Today’s midis are also available in a variety of fits, from the narrow and sleek style to the popular A-line design, which starts fitted at the hips and then flares out to the hemline.

The Versatility of Midi Skirts

Midi skirts first rose in popularity in the 1950s, but their practical design continues to make them a wardrobe staple for the modern woman. You can wear midi skirts for running errands or attending special occasions—it all depends on how you style them. You can also experiment with using different accessories, like wearing colorful women’s tights underneath, to create more visual impact.

Whether you’re attending a casual event or dressing up for a formal occasion, you have a stylish option with a midi skirt.

Outfit Ideas for Styling Midi Skirts in the Chilly Fall Weather

Casual Dressing with a Midi Skirt

Midi skirts are great options for everyday wear as they give you the freedom to move without worrying about getting too exposed. You can wear them for running errands, going on weekend outings, or just hanging out with friends. In the transition from summer to fall, fabrics like cotton and linen are best for casual affairs. When it starts to get chilly, choose thicker materials such as denim and corduroy to provide you with just the right amount of warmth without being stifling.

Styling Midi Skirts with Casual Tops

Styling your midi skirt can be as simple as pairing it with a tank top or t-shirt. The combination creates a relaxed look that's very easy to put together. Tees and tanks are often made from lightweight materials, so they’re perfect for creating a layered look for your fall outfits.

When choosing tank tops and t-shirts, go for a garment that has a snug fit or tuck the top into your skirt’s waistband to create a more balanced appearance. A fitted top contrasts the midi skirt's looser fit on the hips and towards your legs.

Sweaters with Midi Skirts

It’s also a good idea to wear sweaters with midi skirts, especially if you want to channel the cozy look that fall is often associated with. A pullover or cardigan-style sweater creates a stylish yet casual vibe. If you want to draw more attention to your top, consider one with prints, like a Fair Isle sweater. The bands of geometric figures in multiple colors add visual interest and will pair well with a solid-colored midi skirt.

Styling Midi Skirts with Tights

Wearing tights with midi skirts in the latter part of autumn can help keep you warm. It’s also stylish when paired with a midi skirt that falls just below the knee. Choose tights in the same color as your shoes to create a seamless appearance with the legs or a complementary hue to your skirt to emulate the fashion-forward color-blocking style.

Shoes to Pair with Your Midi Skirt

Casual Footwear with Your Midi Skirt

When it comes to shoes, you can match almost any pair with your midi skirts. But if you want a casual vibe, sneakers are the way to go. If you expect to do a lot of walking or to be on your feet a lot, this type of footwear will offer your feet adequate support and help you stay comfortable. In particular, white sneakers are very on-trend and can match with most tops.

Low Heel Boots and ankle Booties with Your Midi Skirt

If you want a more put-together look but still feel relaxed, low-heeled boots are another good footwear option. Ankle-high booties will show off a bit of leg and look appropriate for the season. Get a brown or tan suede pair to embrace the beautiful colors of fall.

Edgy Combat Boots

On the other hand, combat boots will offer an edgier style. The chunky heels and thick laces are an especially interesting contrast to a soft and flowy midi skirt. Consider wearing combat boots that are a few inches up your calf to create a more fluid transition from your skirt to your shoes.

Dressy Looks with a Midi Skirt

While midi skirts can help you pull off many casual looks, they can be easily styled to suit formal events too. For example, you can wear your midi skirts for date nights, corporate events, and holiday parties.

Luxurious Fabrics and Style Details on Midi Skirts

When using a midi skirt to create dressier ensembles, choose one made from more luxurious fabrics. Silk and satin are classic picks because their luminosity and sheen make them look more elegant.

Also, look for striking details like ruffles and pleats. The added movement they give the skirt will make your outfit look more interesting and chic. Once you’ve found the perfect skirt, style the rest of your outfit by taking your cue from the below dressy outfit combinations.

Formal Tops for an Elevated Style

A simple way to style your satin or silk midi skirt is by pairing it with a nice-looking blouse. You can get one in a similar fabric as your skirt for a coordinated look or go for a crisp white button-down for a classic appeal.

If the weather is cool, try sweaters in elevated materials like cashmere and merino wool. They have a luxurious feel that will keep you warm and comfortable. Also, the fluffy knitted texture of the sweater creates a stunning contrast against the smooth feel of satin and silk midi skirts.

Pick a cashmere sweater in the same color family as your midi skirt, and you have a stylish monochromatic ensemble.

Sparkly Tights

Wearing sparkly tights with your midi skirt can quickly elevate your look. Apart from providing additional warmth and coverage, subtle rhinestone embellishments on the tights or a shimmery weave will add sheen to your legs and complement the subtle luster of a silk or satin midi skirt. If you’re wearing a more matte ensemble, you can opt for full-on glitter tights and minimal jewelry to bring the look together without going overboard.

Formal Footwear

When you need to dress up for a formal event, wearing heels is one of the best choices. They offer an elegant touch to your overall look and can give an added boost to your confidence. Opt for those with closed-toe designs like pumps or stilettos. Kitten heels are also a good option if you’re uneasy about wearing heels that are too high.

If you’d much prefer to keep your feet close to the ground, pair your skirt with dressy flats. For example, ballet flats are a timeless classic that allow you to stick to the formal dress code without sacrificing style or comfort. Instead of the usual bow accent, you can get ballet flats with a buckle design for a more polished look.

Of course, cool fall weather is the perfect time to wear boots, but pick higher heels for a more glamorous effect to suit dressy occasions. Slim heels and pointed-toe styles look particularly flattering with either a flowy or sleek midi skirt.

In Conclusion…

Midi skirts are the perfect addition to your fall wardrobe. You can style them in many ways, whether you’re going for a casual and cool vibe or a more put-together ensemble for a formal event. While these style recommendations can give you some outfit ideas, feel free to experiment with other clothing pairings. Whatever you choose, have fun dressing up or down your midi skirts.