how to style a midi skirt

How to Style A Midi Skirt in Winter (And Other Seasons!)


Want to know how to style a midi skirt in winter? I’ve got you covered…

How to Style a Midi Skirt in Winter

how to style a midi skirt

How to Style a Midi Skirt:

Picture this: a skirt that falls somewhere between your knee and calf, giving you a hint of sophistication and a dash of femininity. Or, you know… NOT. Because, make no mistake, midi skirts can also look a little bit… well, frumpy, for want of a better word. Especially in winter, when it’s so much harder to wear ANYTHING and still stay warm enough to survive. Which is why I’m here to help you figure out how to style a midi skirt for colder temperatures. As Taylor Swift would say, are you ready for it?

Key Takeaways

  • Selecting the right midi skirt is crucial for comfort and confidence
  • Pairing appropriate tops, footwear, and accessories elevates your outfit
  • Layering can help transition midi skirts into cooler months

Choosing the Right Midi Skirt

As a midi skirt lover, I always want to find the perfect one to complement my body type and style. Midi skirts come in various fabrics and styles, so it can be a bit overwhelming to decide which one is the best fit for me. Let me share some tips I’ve gathered on how to choose the right midi skirt.

First off, consider the fabric and style of the midi skirt. If you’re going for a casual look, a denim midi skirt or a leather midi skirt can be great options. For a more professional or formal look, a pencil skirt or pleated midi skirt could be your go-to choice. A pleated skirt can add elegance while a pencil skirt can provide a structured and professional appearance.

When it comes to body types, it’s all about finding a midi skirt that flatters your figure. For those of us with an hourglass or pear-shaped body, a high-waisted midi skirt that cinches at the narrowest part of the waist can highlight our curves beautifully. If you have a more rectangular or apple shape, opt for a skirt with a bit more volume, like an A-line or full midi skirt, to create a more balanced silhouette.

Think about the details and features you want for your midi skirt. Some skirts come with a ruffle or lace trim, which can add a touch of femininity and elegance to your outfit. If you prefer a more simple and minimalist style, a solid-coloured midi skirt can be an excellent choice.

Lastly, it’s essential to pick the right length for your midi skirt. The most flattering length for most people usually falls anywhere from just below the knee to mid-calf. If you’re on the shorter side, you might want to choose a slightly shorter midi skirt to elongate your legs and avoid looking too overwhelmed by the skirt. Pairing it with heels can also make a huge difference in creating a more polished and elongated look.

In conclusion, selecting the perfect midi skirt boils down to understanding your body type, personal style, and the occasion you’re dressing for. Trust me, there’s a midi skirt out there just waiting to make you feel fabulous!

Key Styling Tips for Midi Skirts

When it comes to styling midi skirts, I’ve discovered a few key tips that have made all the difference in creating flattering and stylish outfits. Here’s a quick rundown of my go-to advice for pulling off this versatile yet sometimes tricky-to-style piece.

First and foremost, it’s important to consider the length and proportions of your midi skirt. The hem should ideally hit anywhere between the mid-calf and just above the ankle, but the exact length will vary depending on your body type and personal preference. I like to ensure that the skirt flatters my natural waistline, which helps to create a balanced and visually appealing silhouette.

Another trick I like to use is to play with volume and proportions. Midi skirts come in a variety of styles, ranging from form-fitting pencil skirts to flowy A-line designs. Depending on the style and my outfit’s overall aesthetic, I might opt to pair a more fitted midi with a looser top, or vice versa. This approach allows me to experiment with different combinations and ensures that I don’t get bored with my wardrobe choices.

Tucking in or knotting your top can also work wonders for enhancing the waistline and creating a polished look. For example, I might pair a midi pencil skirt with a crisp button-down shirt tucked in, or style a flowy midi with a casual t-shirt knotted at the waist. No matter which combination I choose, I make sure that the tucked or knotted portion highlights the waistband of the skirt, providing definition and structure.

One thing to keep in mind when styling a midi skirt is to be conscious of footwear choices. Depending on the skirt’s length and style, some shoes may work better than others. For instance, I often find that ankle boots or strappy heels pair well with midi skirts, helping to elongate the leg and maintain a balanced look. On more casual days, I might opt for sneakers or flats, but it’s crucial to ensure the skirt’s hem sits at a flattering point on my leg to avoid appearing overwhelmed by the outfit.

In conclusion, these friendly tips have made styling midi skirts much more manageable and enjoyable for me. By considering length, proportions, tuck-ins, and footwear, I’ve learned to create outfits that are versatile, flattering, and suited to my unique body type.

Tops to Wear with Midi Skirts

When it comes to styling midi skirts, finding the right top is essential. I’ve noticed several options that can help create a well-rounded wardrobe. Let me share a few of my favourite tops to wear with midi skirts.

One of the classic options is a simple shirt. Paired with a midi skirt, a shirt can provide a chic and polished look, perfect for work or other semi-formal occasions. Just make sure to tuck in the shirt or use a trendy French tuck to accentuate your waist.

If you’re aiming for a more casual look, consider wearing a comfortable t-shirt or a stylish sweatshirt. These options can be worn either tucked in or loose, depending on your preference and the skirt’s style.

A cropped top, specifically a crop top, is another fantastic option for midi skirts. As flowy skirts tend to look better with more fitted tops, a crop top can help achieve the perfect balance between the two.

Sweaters and oversized ones are excellent choices for colder days or when you’d like to convey a cosy atmosphere. A well-fitting turtleneck works exceptionally well with midi skirts, creating a sophisticated and elegant look.

A bodysuit will also pair nicely with a midi skirt as it forms a seamless and streamlined appearance. Plus, you won’t have to worry about constantly tucking in your top!

Remember, the key to successfully styling a midi skirt with any of these tops is to work with the proportion and the silhouette. So, go ahead and play with different combinations to find your personal favourite midi skirt outfits.

Layering Items for Midi Skirts in Winter

In winter, I love styling my midi skirt with a variety of layering items to keep myself warm. Layering is the key, and it doesn’t mean I have to sacrifice style for comfort. Here are some of my favourite ways to layer my midi skirts during colder months.

One of the best items to pair with a midi skirt to stay toasty is a leather jacket. It goes well with any skirt type, and the denim adds a casual yet stylish flair to an outfit.

Cardigans are also great for adding warmth to a midi skirt ensemble. I usually opt for chunkier, cropped cardigans, which pair beautifully with pleated and printed skirts. The combination of a lightweight midi skirt and a cosy cardigan is perfect for keeping me warm without feeling too bulky.

Wearing a scarf with a midi skirt is another excellent way to keep the chill at bay during winter. I prefer a long, wool scarf that can be wrapped around my neck multiple times or draped over my shoulders for extra warmth. It also adds a pop of colour and texture to my outfit, making it more visually interesting.

Of course, pairing my midi skirt with warm leggings and knee-high boots is a must for those particularly frosty days. This combination helps ensure my legs stay warm and the leggings remain hidden underneath the skirt. Knee-high boots can also be swapped out for trendy sock booties or even ankle boots if I want a slightly different look.

Overall, I enjoy experimenting with different layering options for my midi skirts in winter. By pairing them with jackets, cardigans, scarves, and warm footwear, I can stay stylish and warm throughout the colder months.

Footwear Options for Winter Midi Skirts

When it comes to styling my winter midi skirts, I love considering different footwear options to keep my looks fresh and stylish. One of my favourite options is ankle boots with pointed toes. These boots help elongate my feet and make me look taller, especially when wearing midi skirts that can sometimes cut me off at an awkward length. Pointed toe ankle boots provide a sharp, chic appearance that transitions seamlessly from day to night. Over-the-knee boots, like the ones I’m wearing on this page, also work well as there’s no awkward line to deal with — they just disappear under the skirt,

Accessorizing Midi Skirts

I love experimenting with my midi skirts, and adding some accessories always makes the outfit more unique and fun. So let’s dive into some tips to accessorise midi skirts beautifully!

One of my go-to accessories is a hat; it adds an instant charm to my midi skirt outfits. From wide-brimmed hats to classic berets, they all seem to pair well with midi skirts, creating a polished look. Don’t forget to consider the colours and patterns of both your skirt and hat for a harmonised appearance.

Incorporating a belt into my wardrobe has been a game-changer. Belts can be functional or purely fashionable, and both options work well with midi skirts. Whether you prefer a thin, sleek belt or a bold, statement-worthy one, they effortlessly accentuate the waistline and provide an extra touch of style.

Prints and patterns are always a good idea! Having multiple midi skirts in my wardrobe allows me to experiment with versatile styles. I like pairing a leopard print midi skirt with a simple graphic tee for a fun, casual look. This combination works well with both mini and maxi midi skirts.

Related: How to wear a midi skirt

When it comes to embracing different styles and textures, I enjoy combining midi skirts with woollen jumpers or chunky knit sweaters. It creates an interesting contrast, giving a stylish and cosy appearance. Mixing textures, such as pairing a leather midi skirt with a soft blouse, also adds dimension and visual interest to any outfit.

While accessorising, it’s essential to keep in mind the focus on the legs, preventing the outfit from being too overwhelming. Choose your shoes wisely, opting for a sleek pair of boots or elegant heels that complement the skirt. If you want to make a statement, you can always experiment with bold, vibrant colours or printed tights.

Frequently Asked Questions

What tops look good with a midi skirt?

I find that simple, cropped or fitted tops tend to work best with my midis, purely because they allow the skirt to be the focus of the outfit, and stop it from looking too fussy.

How to wear a midi skirt for different occasions?

  • For a business casual look, try pairing a fitted midi skirt with a button-down and heels or booties2.
  • For a more stylish approach, you can dress up a matching set with the same fabric or print for an effortless and trendy look3.

How to look great in a midi skirt for short women?

As a short woman, I recommend choosing a skirt with vertical patterns or pleats to create an illusion of height. Opt for high-waisted midi skirts and pair them with heels to elongate your legs.

What are some winter styling tips for a midi skirt?

In winter, I suggest pairing midi skirts with cosy knits, turtleneck tops, or oversized sweaters. Add tights and boots to stay warm, and don’t forget to layer up with a statement coat.

How to avoid looking frumpy when wearing a midi skirt?

To avoid looking frumpy, I always make sure to balance the proportions by tucking in an oversized top or blouse to highlight my waist4. You can also try styling the skirt with a cropped top or a fitted bodysuit for a streamlined silhouette.

How to choose the perfect outfit with a midi skirt for a wedding?

For a wedding, I would pick a dressier midi skirt with a feminine print or luxurious fabric. Pair it with a chic blouse or an elegant crop top, and complete the outfit with heels or sophisticated flats. Don’t forget to accessorise with statement jewellery for extra polish.



  1. StyleBlueprint
  2. MasterClass
  3. The Trend Spotter
  4. Marie Claire

Here are some other ways I’ve style midi skirts for winter weather:

how to style a midi skirthow to style a midi skirt



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books by Amber Eve
  • Love the skirt, so feminine and pretty.

    January 19, 2015
  • Rubin always looks so joyful!

    January 19, 2015
  • The shape of this skirt is what makes it – scuba fabric being used for what it was made for, surely?! I love the check version too. Oh, now I really want it! I also want heeled black knee-length boots. Essentially, I want your wardrobe!

    January 19, 2015
  • Suze


    Well you look fab, as always, but I’m afraid to say that I think that Rubin is the star of the show in these pics! He’s always totally adorable but he looks extra super cute today.

    January 19, 2015
  • Nellie


    Love this outfit! I was happy to see that Topshop has free shipping to the US. Thanks for the perfect winter outfit inspiration, and I always enjoy photos of Rubin. His cute little personality shines through in the pictures 🙂

    January 19, 2015
  • Absolutely love this skirt.

    January 19, 2015
  • Hi Amber, I love the last picture with Rubin in – look like he floating in mid air. It keep threating to snow down here in the south-east but so far nothing *phew* thank god!
    Have a great day. xx

    January 19, 2015
  • Beautiful pictures as always and I love that skirt! I like the idea that it’s made from scuba fabric, that sounds warm and cosy.

    January 19, 2015
  • Love the outfit. Great versatility for skirt to post in a winter scene. Pictures are very nice!

    Marielle | High Alpine

    January 20, 2015
  • This skirt is so full and pretty! I love a good fabric with some weight to it. This skirt looks wonderful with your black top and scarf.

    January 20, 2015
  • I’m in love with this- so very classic and you always have the best sunglasses!

    January 17, 2016