How to Style a Midi Dress from Summer to Fall

I know we’re still in the midst of summer weather, but some of you are very much looking forward to the fall season. In August, I start to think about what I need to refresh in my wardrobe to prepare for cooler, more crisp days. One piece that I consistently reach for during the transitional months? A midi dress.

The in-between length that a midi dress offers is just ideal for multiple types of weather. It’s short enough that you can wear flat sandals and keep a casual vibe yet long enough to keep you cozy. Plus, there are so many looks you can get out of just one neutral midi dress when you add layers, switch up your accessories, and swap out your shoes.

Still not sure how to style a midi dress? I’ve got lots of ideas below that would work yearlong, however, they’re all specifically seamless to take from summer to fall. Happy styling!

How to Style a Midi Dress

Throw a cardigan over your shoulders.

If putting together outfits isn’t exactly your forte, just know that this idea is about as approachable as they get. Start with a plain black midi dress, which is truly the perfect base for a variety of looks. Sticking with a neutral color will also make it easier to add other pieces to your outfit, creating another reason this is a beginner-friendly look.

In the summer, wear your dress on its own with slides or heels, then add a cardigan as the temps start to cool down. Since summer nights tend to get chilly, it might also be worth throwing a cardigan over your shoulders — it looks chic and sophisticated and also doubles up as a practical way to tote along another layer.

Go with sandals in the summer and boots in the fall.

This might seem obvious, but don’t underestimate the power of swapping out your shoes. Your outfit can have an entirely different feel when you opt for boots instead of open-toed shoes. This look also proves that midi dresses can be highly versatile from season to season, meaning you can get loads of wear from just one piece — and who doesn’t want that?

While a great basic, the subtle striped pattern on this dress adds a fun touch. Pair it with knee-high boots and an oversized denim jacket for an effortless vibe. These mixed metal earrings can also take things up a notch (regardless of the time of year you’re dressing for.)

Add a pop of unexpected color.

As we inch into the autumn months it can be fun to incorporate seasonally appropriate colors into your outfits. If you stick with a neutral dress, like this cute brown pick, try to brighten things up with your shoe choice. When I came across these strappy red sandals, I knew they’d create just the right statement without making the entire look feel too “fall.” Let this be your reminder that the little details can go a long way.

p.s. Wearing this dress with heels would make for a chic fall wedding guest look!

Keep cozy with a sweater.

If you’re looking for a midi dress that will offer the most wear, consider something that’s made with a knit fabric. I know what you’re thinking: Knit in the summer? Trust me, you can find plenty of options that are cozy yet lightweight enough to wear even when the heat is in full effect. This one is a favorite of mine.

When things start to cool down, layer with a knit jacket or cardigan. I don’t know what the climate is like where you live, but fall temps typically bring chilly mornings and evenings and warmer days and afternoons. This is the ideal look because it accommodates both temperatures without sacrificing style or comfort.

Opt for close toed shoes when the weather changes.

Another easy midi dress outfit idea that will take you into the fall months? A LBD, a button-up sweater, and either sandals or mules. Opting for close toed shoes is a small yet practical way to transition your look into a different season. Ballet flats or a pair of chunky loafers would also look cute. Oh, and you could easily go with a denim jacket rather than a sweater if you want to switch things up even further.

What to Wear With a Midi Dress

– Cardigan

– Sandals

– Denim jacket

– Ballet flats

– Over-the-knee boots

– Loafers

– Bomber jacket

– Coat

– Sneakers

– Blazer

– Short boots

– Leather jacket

– Accessories (jewelry, sunglasses, and handbags)

– Heels

What is your favorite way to style a midi dress? Let me know in the comment section below!