21 Ways To Rock a Long Skirt This Season
A long skirt is truly the ultimate closet staple no matter what your style is. From modest to edgy, there are SO many ways to style it up! So if you have a long skirt (or a few!) hanging in your closet and you have no idea what wear with it, let me help you out, sis.
What shoes are we wearing with long skirts though?
Ok before we dive into the outfits, letās talk what shoes weāre supposed to wear with long skirts. The good news is that you pretty much canāt go wrong and you have tons of options.
If youāre going for a sleek, elevated vibe, you can wear them with strappy heels, pointed toe flats or tall boots.
If you want something more laid back, sneakers, loafers or ballet flats look casually cool and make the outfit feel everyday wearable.
In warmer weather, block heel sandals or simple slides pair great with long flowy skirts. The key is just matching the vibe of your shoe to the vibe of your outfit so everything feels intentional and balanced.
Youāll see in these outfit ideas below, that long skirts are super versatile and can be styled up with any shoe and any style!
Here are 21 outfit ideas with long skirts you can easily copy:
Black Denim Jacket and Lace Skirt
This outfit is such a cool mix of textures with the lace skirt and the structured denim jacket. The tall black boots pull everything together and make it feel a little edgy without trying too hard. Perfect for grabbing dinner somewhere fun or heading out for a casual night.
Denim Skirt and Tube Top
A denim midi skirt with a fitted black corset top is such an effortless going out look. The strappy heels dress it up just enough while the woven bag keeps it modern. It feels polished but still super wearable for anything from brunch to drinks.
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Leopard Skirt and Graphic Tee
This one is the perfect mix of bold and laid back. The leopard skirt adds all the drama and the cropped graphic tee keeps it from feeling too serious. Add chunky boots and a cute shoulder bag and it becomes the easiest cool girl outfit.
White Skirt and One Shoulder Top
This look is so clean and chic. The warm tan tones give it that quiet luxury vibe and the woven flats make it feel relaxed but still put together. Great for summer days when you want to look like you spent way more time getting ready than you did.
RELATED: 11 Stylish AF White Long Skirt Outfit Ideas To Copy
Chunky Cardigan and Denim Skirt
A chunky knit cardigan with a denim midi skirt is basically cozy girl perfection. The neutral tones and simple sandals keep it feeling fresh for spring or early fall. It is one of those outfits that always looks cute with zero effort.
RELATED: 22 Trendy Cardigan Outfits That Are In Style For 2026
Blazer, White Skirt and Sneakers
Pairing a tailored blazer with a flowy white skirt and sneakers feels so modern. It is polished enough for something slightly dressy but the sneakers make it feel approachable. This is the kind of outfit that makes you look like you know what you are doing even on chaotic days.
Leather Jacket and Lace Cami
This combo is a little sultry and a little tough in the best way. The black midi skirt and tall boots ground the look while the lace cami adds that pretty touch. Throw on the leather jacket and it becomes the perfect night out outfit.
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Black Skirt, Tee and Sneakers
A black satin skirt with a simple graphic tee and sneakers is such an easy everyday formula. Toss a denim button up over your shoulders or wear it open for a laid back vibe. It is comfy, cute and ideal for running around but still feeling stylish.
Floral Skirt and Navy Vest
The navy vest with the blue and white floral skirt gives this outfit a really elevated feel. The block heels and straw bag make it perfect for a daytime event or a nice lunch. It is classy without feeling too dressed up.
White Skirt and Cropped Denim Top
This look is so fun for warm weather. The cropped denim top feels playful and the white skirt keeps it light and breezy. Add mesh flats and a big slouchy bag and you have the easiest off duty outfit.
Turtleneck Sweater and Faux Fur Collar Jacket
This outfit mixes cozy and edgy in the best way. The soft sweater balances the leather jacket with the faux fur collar so it feels cool but still super wearable. The lace hem skirt and embellished flats add just the right amount of detail.
Vest and Satin Skirt
A cream vest with a satin skirt is such a clean, polished look. The woven tote and soft pink heels keep it feeling light and perfect for spring or summer. It is one of those outfits that makes you look instantly put together with barely any effort.
RELATED: Satin Skirt Outfit Ideas That Will Make You Feel So Chic
White Tee and White Skirt
This all white look is so fresh. The cropped tee keeps it casual while the structured skirt and woven accessories dress it up just enough. It is the ideal warm weather outfit when you want something simple that still looks styled.
Denim Vest and Leopard Skirt
The denim vest adds such a fun twist to the classic leopard skirt. The red shoes bring in a bold pop that makes the whole look feel playful. Perfect for days when you want something a little different but still super cute.
RELATED: How to Wear a Denim Vest: 13 On Trend Looks for 2026
Charcoal Sweater and Leather Collar Jacket
This outfit has such a cool, slightly elevated vibe. The charcoal sweater and sleek black skirt pair perfectly with the leather jacket and white collar. Add the leopard heels and it becomes a chic work to dinner moment.
RELATED: 15 Leather Jacket Outfit Ideas That Are Edgy But Cute
White Blouse and Floral Skirt
This look is soft, breezy and perfect for spring. The floral skirt and white blouse feel fresh while the woven accessories tie everything together. The shell detail sandals make it feel vacation ready even if you are just heading to brunch.
Polka Dot Skirt and Black Wrap Blazer
A polka dot skirt with a black wrap blazer is such a classic combo. The cream cardigan tee underneath softens it and the printed tote adds a fun touch. It is an easy outfit for the office or anything that needs a little polish.
RELATED: 12 Trendy Business Casual Winter Outfits For the Office
Tie Front Sweater and Floral Midi
This one is cozy and feminine at the same time. The tie front sweater feels sweet paired with the floral skirt and ballet flats. It is the kind of outfit you throw on for errands or coffee and somehow look adorable without trying.
Denim Tank and Brown Polka Dot Skirt
The fitted denim tank gives this look such a flattering shape. Paired with the brown polka dot skirt and tall boots, it feels trendy but still super wearable. Great for transitional weather when you want something cute but not fussy.
Cream Blazer and Black Skirt
A cream blazer over a black tube top and sleek satin skirt makes this outfit so chic. The strappy heels and small shoulder bag keep it minimal and modern. Easy dinner outfit, perfect for feeling polished without going over the top.
Leather Jacket and Floral Skirt
This outfit is the perfect mix of edgy and sweet. The cropped leather jacket adds some attitude while the floral skirt keeps it soft and pretty. The mesh flats and logo crossbody make it feel modern and easy for everyday.
Okay now you have no excuse to not start experimenting with the long skirts in your closet! Endless possibilities and ways to style them up to make it your own. Which look was your favorite? Let me know in the comments below!
Loved these long skirt outfit ideas and want to save them for inspo later on? Be sure to choose one of the images below to pin to your Pinterest!
