How to Wear Maxi Skirts in the Fall

Pumpkin Spice season is officially here! (Insert my happy dance). Give me all the sweaters, jeans, booties, coats and hats. There are so many fall fashion pieces I love to wear. But one thing I wear throughout the year is a maxi skirt. They’re perfect to wear during the cooler months because a maxi skirt offers more leg coverage as opposed to a midi skirt that hits about mid-calf or a mini skirt that hits above the knee. You can also layer leggings underneath for extra warmth as needed!

A maxi skirt is one of those pieces that can be dressed up or down and doesn’t require tights because the skirt hits at the ankle. I mean, if I can get away with not wearing tights the entire fall and winter season that’s winning at life right there. 

Because we’re getting into the cooler months of the year, I want to share a few ways to wear a maxi skirt in the fall. 

How to Wear Maxi Skirts in the Fall

Pair Your Maxi Skirt with an Oversized Sweater

Wear an oversized sweater with your maxi skirt for extra warmth. Because the sweater and the maxi skirt both are loose-fitting pieces, it’s best to break up the skirt and sweater with a skinny belt. You can add something like this Gucci belt to your natural waistline. This helps define your waist and gives a more polished look. Tip: gather the extra material of the sweater in the back when you belt it, so the front lays nicely.

If you’d rather not wear a belt, you can also front tuck the sweater into the skirt. I find that thinner sweaters look best when you front tuck them into a skirt. 

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How to Wear Maxi Skirts in the Fall

If You’re Petite, Here’s What You Can Do 

If you’re more on the petite side, you’ve probably found that a lot of maxi skirts/dresses are too long for you. Don’t count them out altogether from your wardrobe. You can search for skirts with a high-low hemline, like this one. Just make sure you know how long the back is, so it’s not dragging the ground. 

Look for retailers that provide varying lengths in the skirt, like petite, regular and tall. Abercrombie & Fitch and American Eagle sell varying lengths in their skirts, jeans etc. 

See if retailers include measurements in their online descriptions of each piece. That way you know for sure if the maxi skirt or dress will be too long or not. 

If you have a t-shirt maxi dress, you can tie a knot on the side to bring the hemline up a bit. Pair the dress with some sneakers and a hat for an effortlessly-casual look. 

How to Wear Maxi Skirts in the Fall

Wear Boots or Sneakers with Your Maxi Skirt Outfits

For those particularly cold days, wear knee-high boots underneath your skirt for another layer of warmth. This can take the place of wearing tights, or you can wear comfy fleece leggings instead. 

Sneakers are another great shoe to pair with more casual outfits. During the fall, sneakers can take the place of casual sandals that you’d typically wear in the warmer months of the year. 

Add a Denim Jacket or a Blazer 

Layering pieces to create an outfit is one of my favorite things about fall fashion. Adding a denim jacket or a blazer is one of the easiest ways to add warmth to your look and still be on-trend. 

The oversized denim jacket is a trendy piece this season. Pair the maxi skirt with a denim jacket for more casual looks that include graphic tees, bodysuits or turtlenecks. 

If you’re wearing your long skirt to the office, pair it with a plaid blazer. Just make sure your skirt is a solid color and not too busy when paired with a patterned blazer. It’s all about that balance, girl. 😉 

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How to Wear Maxi Skirts in the Fall

Maxi Skirt Outfit Ideas for Fall

There are so many different maxi skirt outfits you can put together from super casual to belle-of-the-ball formal. And I bet you have most, if not all, the pieces already in your closet to pair with a maxi skirt. 

Maxi Skirt with an Oversized Sweater

I love the beautiful floral pattern of this maxi skirt. The sage green is perfect for fall. I paired it with a neutral-colored sweater and booties for a fall-appropriate outfit. Add a thin belt to your natural waistline to finish the look. 

How to Wear Maxi Skirts in the Fall
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Maxi Skirt with a Graphic Tee

For a street style look, pair a maxi skirt with your favorite graphic tee and sneakers. A solid-colored skirt looks best with busier tees. Finish the outfit with a hat and crossbody bag for the perfect travel outfit or for running errands. 

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graphic tee and sneakers
Maxi Dress with a Blazer

A maxi dress is a great staple piece for the office. It’s stylish and sophisticated, yet feels like a nighty. Throw on a blazer and add a belt to your natural waistline for the perfect workwear outfit during the fall. 

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perfect workwear outfit
Maxi Skirt with a Lace Top

A maxi skirt with a long-sleeved lace top is a fun changeup on the typical holiday look. I don’t know what it is, but a pleated maxi skirt and an intricately-detailed top is just a show-stopper of a look. Plus you’ll be so much warmer in this look versus a short dress in the fall or even winter. Finish the look with heels and a clutch. 

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long-sleeved lace top
Maxi Skirt with a Denim Jacket

For another casual outfit idea, pair a colorful maxi skirt with a neutral tank top or bodysuit, denim jacket and your favorite sneakers. It’s the perfect outfit to lunch or brunch in. Are those verbs? They should be! 

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skirt and denim jacket

If you don’t have a maxi skirt, I hope this inspires you to add one to your wardrobe and gives you some inspiration on how to style it. 🙂 

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