Stop searching for faux-fur jackets or winter boots and start thinking about how to style a midi skirt: Spring is nearly here, and we’re so ready to embrace warmer weather with a flowy skirt.
Midi skirts have become the must-have wardrobe staple we reach for first during transitional seasons like spring and fall. The bottom can be styled in many ways, depending on the weather, and still add a touch of elegance without much thought or effort. On colder days, for example, you can style them with a pair of riding boots and a leather jacket to look polished and cozy. And once that sun really wakes up from its hibernation, slip into ballet flats (yes, they’re still trending) and a mockneck tank or button-down.
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Yeah, it’s time to flex your skirt-styling muscles again. Luckily, we’re here to help kickstart the process and provide some much-needed inspiration and outfit ideas. Read on for how to style a midi skirt for spring 2026, below.
With Socks and Ballerinas
Spring weather is confusing, and your wardrobe choices have permission to be so too. Socks with ballerinas or heeled mules are what the style pros have been wearing lately. Not only is the look unsuspectingly chic, but it’s also practical for spring temperatures. You can keep the rest of the outfit simple by wearing a mock neck tank (or a long sleeve blouse if it’s still early in the season).
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With a Polo
Polos and midi skirts make a perfect combo in the spring. The top adds a preppy touch that looks relaxed yet buttoned up. I recommend a pleated midi skirt here if you really want to go for the courtside look that’s trending now. But wear ballet flats (again) instead of sneakers to keep it from feeling too tennis-inspired.
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With a Leather Jacket
Spring means a lot of mixed materials and silhouettes thanks to the seasons’s tricky temperatures. Some may view this as a challenge, but I see it as creative freedom. This endearing midi skirt outfit above is the perfect example because it pairs two items together that don’t sound like a match on paper, but in practice are a dream. Plus, you likely already have a lace-trimmed cotton skirt and a classic leather coat in your closet. If not, we shopped a few items out for you below.
Mixing Patterns and an Everything Tote
Once warm weather arrives, we’ll be spending much more time outside again. And that means we’ll need our trusty everything-totes that can take us from one function to another sans issues. Real lived-in bags are a big fashion trend lately, so we really recommend investing in a high-quality forever piece that can collect a few wear and tears. It’s also the season to bring out a little personality with different colors and patterns. Don’t shy away from unique textures, as seen here.
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With a Button-Down
A not-so-secret styling tip that I like to share is to choose simple silhouettes that feel good on the body, but have pops of colors or intricate motifs. A midi skirt with a button-down is nothing new. Opt for a red checkered top over an embellished skirt, however, and you instantly have an eye-catching look on your hands. Extra points if you add a shoulder bag in a spring shade like butter yellow.
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With a Trench Coat
Trench coats are a spring essential that happens to go perfectly with flowy A-line skirts. It’s an easy outfit formula that doesn’t require a ton of thinking to put together. And yet, it’s a well-respected, polished look that can be worn to the office or a brunch date. It’s made up of just three pieces: your favorite midi skirt, a long trench, and a white T-shirt. If there’s an unexpected downpour, fear not: Just swap the pumps for some booties.
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With a White Tee and Cardigan
It’s been a long winter of crewnecks and pullovers. However, cardigans are taking over as the trendiest knit this spring. The fashion pro pictured here went with an all-gray corporate chic ensemble, which includes a business casual midi skirt with a sheer hemline, a trusty white tee, and a long cardigan. Layering different textures allows you to take pieces off as the temperatures rise midday without losing style points. Reach for classic black pumps to finish the look.
With a Cozy Knit
Those apres-ski sweaters you invested in can still be worn in the springtime! Just take inspiration from this smart and sophisticated getup that makes for the perfect day to date night outfit. We love the idea of taking the wool sweater out of the mountain cabin and onto the runway (the runway being your commute from home to work) to extend its lifespan, and this look really invites you to get experimental with your seasonal pieces.
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With Sneakers and a Blazer
There have been a lot of ballerinas and pumps in this story so far, but you absolutely can wear sneakers with your slip skirt too. You can always keep the casual theme going with a bomber or lightweight jacket, but a crisp blazer will give the outfit an editorial touch. It looks as though it was casually thrown together, which of course makes it feel inherently cool.
With Riding Boots
Horse girl fashion continues to reign in 2026; so if you bought into the trend and have a pair of riding boots hiding in your closet, keep them out for the upcoming season. Over-the-knee boots go well under midi-skirts, keeping your calves protected from sudden gusts of wind. A turtleneck sweater cocoons your décolletage, too. And should it be one of those deceitfully cold days, a leather jacket can finish the outfit.
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