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These Are The 29 Prettiest Long Skirt Outfits Right Now

You can just rely on long skirts, and that's that.
Prettiest Long Skirt Outfits Right Now
  • Image credit: @cassdimicco; @wandermar; @leadiclaudio

Long OR Maxi skirts are the most comfortable and convenient garments that are fun to wear during the pesky summer breeze. These floor-grazing flowy outfits are easy to style for casual, formal events, and parties. For parties, bridal showers, baby showers, BBQs, weddings, or date nights, long maxi skirts are a perfect ensemble that gets you covered regardless of the event you go to. 

Maxi skirts are available in a wide range of lengths and choosing the right maxi will enhance your appearance. Therefore, go for one that touches the top of your toes and avoid those with the risk that you might step on it. Since you are wearing it in summer, go for breathable fabric like cotton. 

Not all maxi skirts are equal, that’s why, select them according to your body type before trying out any outfit. Strapless column maxi dresses look good on an hourglass figure. While a classy capped-sleeve maxi flatters a curvy body. Likewise, the floral prints with solid colors if you are curvy and light colors with smaller prints if you are short and slim.

If I talk about footwear, try pairing your long skirts with heeled ankle or chunky boots, crisp white trainers, sneakers, flat sandals for a beach day, or heels for weddings, parties, and formal events. 

Wearing a long maxi skirt is all about having a cool, fashionable, and comfortable vibe on those sunny summer days. Thats why, we (I and Ava Peace) compiled these 29 outfit ideas that you can try with your skirt, just to make sure you are never out of ideas to go fashionable with your favorite outfit.

Outfit #1

Outfit is: White oversized button-up shirt + Beige pleated maxi skirt + White structured handbag + Beige flat sandals + Gold hoop earrings + Sunglasses

My note: White oversized button-up shirts will never lose their charm. For summer days when you want to stay cool and stylish, they’re the perfect piece. Wear it normally or tuck it into a beige pleated maxi (long) skirt for an elegant look.

Outfit #2

Outfit is: White sleeveless top + White high-waisted maxi skirt + Brown belt + Brown and black handbag + Black flats + Sunglasses

My note: Use a white sleeveless top to keep things cool and balanced with a high-waisted maxi skirt. Then add a brown belt to define your waist and complement the flow of the skirt. A brown and black handbag ties the look together, and black flats are a comfortable choice (though sandals will also work).

Outfit #3

Outfit is: Brown knitted crop top with tie detail + Beige crochet maxi skirt + Small beige shoulder bag + Gold earrings + Gold bracelet

My note: We fell back in love with crochet in 2023, and our feelings are just as strong two years on. As this is a textured fabrication, keep things light and breezy on the top half with a brown knitted crop top.

Outfit #4

Outfit is: White halter-neck crop top + Beige high-waisted maxi skirt + Brown clutch bag + White strappy sandals + Gold hoop earrings

My note: For super hot days, there’s no better option than a high-waisted maxi skirt. Pair it with a white halter-neck crop top and some classic white strappy sandals.

Outfit #5

Outfit is: Black ribbed cardigan + Black high-waisted maxi skirt + Brown belt + Brown handbag + Black flats

My note: Whether you’re exploring a new city or enjoying a summer evening out, a high-waisted maxi skirt definitely deserves a place in your summer roster. Pair it with a black ribbed cardigan and add a brown belt to cinch the waist. Complete the look with a brown handbag and black flats.

Outfit #6

Outfit is: White tank top + Sage green wide-leg pants + White oversized blazer + Beige quilted handbag + Beige sandals

My note: When trying out wide-leg pants, juxtapose the relaxed shape with a fitted white tank top. Take note from stylish influencers and throw on a white oversized blazer to add structure. Finish the look with a beige quilted handbag and beige sandals.

Outfit #7

Outfit is: White long-sleeve polo shirt + Red midi skirt + Pink sneakers + White socks + Pink handbag

My note: The quickest way to elevate a white long-sleeve polo shirt is by adding a red midi skirt and coordinating accessories. This combination is perfect for a balanced summer look.

Outfit #8

Outfit is: Black bikini top + Black crochet maxi skirt + Straw tote bag + Black sunglasses

My note: Another failproof outfit formula you can rely on? The look above. For those mornings when you really can’t be bothered, throw on a black bikini top with a black crochet maxi skirt and a straw tote bag—you won’t regret it.

Outfit #9

Outfit is: Light pink tank top + White floral lace maxi skirt + Straw handbag

My note: What other styling tricks can make your summer outfit stand out? Try pairing a light pink tank top with a white floral lace maxi skirt to make the skirt more pronounced. And be sure to keep the rest of your look simple by opting for staples (like a straw handbag) so that they don’t distract from the main character aka your skirt.

Outfit #10

Outfit is: Yellow cropped shirt + Black and white striped maxi skirt + Gold hoop earrings

My note: Simplicity is key. There’s no need to overthink your outfit. Pair a yellow cropped shirt with a black and white striped maxi skirt and add gold hoop earrings, and you’re good to go.

Outfit #11

Outfit is: Black crop top + White high-slit maxi skirt + Silver handbag + Black sunglasses + Black heels

My note: If your summer plans call for you to look a bit more dressed up but you still want to keep it casual, then the outfit above is right up your alley. You can craft an outfit that looks effortlessly put-together by pairing a black crop top with a white high-slit maxi skirt, a silver handbag, black sunglasses, and black heels.

Outfit #12

Outfit is: White strapless top + Gray and white striped maxi skirt with a slit + Black belt + Black heels + Navy blue cap + White woven handbag

My note: Don’t think that long skirts can look elegant? Think again. If you want to make this staple look a bit more elevated, take styling inspiration from the example above. You can elevate a striped maxi skirt by pairing it with a white strapless top, black belt, black heels, navy blue cap, and a white woven handbag.

Outfit #13

Outfit is: Beige knitted cardigan + White maxi skirt + Small straw handbag

My note: One of the easiest ways to make this style a bit more polished is through layers. Consider styling a beige knitted cardigan over your white maxi skirt with a small straw handbag—it’s a simple formula that’s sure to make this piece feel put-together.

Outfit #14

Outfit is: Black vest + Black satin maxi skirt + Black handbag + Black flats + Sunglasses

My note: For warmer temperatures, you can follow the same outfit formula with simple swaps. Instead of layering up, keep it cool with a black vest and satin maxi skirt. You can still wear flats, or you can switch to sandals if it’s particularly hot.

Outfit #15

Outfit is: Black T-shirt + White high-waisted maxi skirt + Black belt + Black handbag + Black flats

My note: While it’s easy to pair a simple top with this skirt, consider re-creating the outfit above if you want to get more creative. Layering a black T-shirt with a high-waisted white maxi skirt and adding a black belt and handbag will give this item an unexpected twist.

Outfit #16

Outfit is: Black zipped top + White eyelet midi skirt + Brown handbag + Black flats

My note: Don’t assume that midi skirts are only for off-duty occasions. Try wearing this style to the office in the summer by pairing a modest white eyelet midi skirt with a black top, brown handbag, black flats, and sunglasses.

Outfit #17

Outfit is: White sleeveless vest + Brown high-waisted maxi skirt + Brown handbag + Sunglasses

My note: What’s the great thing about high-waisted maxi skirts? They’re versatile. Yes, they work for your 9-to-5 job, but they can also be worn while out of the office. Simply opt for a flowy silhouette paired with summer staples, such as a brown handbag and sunglasses.

Outfit #18

Outfit is: White sleeveless lace crop top + Blue floral tiered maxi skirt + Straw crossbody bag + White sunglasses

My note: If your destination requires you to be a bit more comfortable, consider pairing a floral tiered maxi skirt with a lace crop top, straw crossbody bag, and white sunglasses. It’s a fail-proof formula for looking stylish on the fly.

Outfit #19

Outfit is: White blouse + Olive green satin skirt + Straw handbag + Wide-brimmed hat + Brown sandals

My note: See? There are so many ways to wear satin skirts. Whether you dress it up for a night out or simply wear it around the house (like illustrated above), this staple surely deserves a spot in your closet.

Outfit #20

Outfit is: White off-shoulder top + Beige full maxi skirt + Brown sandals + Straw handbag

My note: Consider this your reminder that long skirts can be worn everywhere, even by the water! Make this style summer-ready by pairing a beige full maxi skirt with a white off-shoulder top, brown sandals, and a straw handbag.

Outfit #21

Outfit is: White cropped shirt + Shimmery white maxi skirt + Small white handbag

My note: Why not get a bit more creative with your layering? Rather than adding outerwear on top of your cropped shirt, consider styling it with a shimmery white maxi skirt. It’s the perfect way to reinvent the item. Plus it makes the piece more adaptable to different occasions.

Outfit #22

Outfit is: White lace-up crop top + Black and white gingham tiered skirt with slit + White scrunchie + Black sandals

My note: If you get overwhelmed when trying new styling combos, it’s worth considering a matching set or getting matchy-matchy with it. Styling a lace-up crop top with a gingham tiered skirt is a safe way to give this staple a new life without much effort.

Outfit #23

Outfit is: Black sleeveless vest + Black high-waisted maxi skirt + Black handbag + Black loafers

My note: Another way to make this essential feel a bit edgier is to style it with unexpected items to create a visual juxtaposition. While there are a number of ways to do this, we personally love the idea of pairing this sleek piece with a high-waisted maxi skirt and loafers.

Outfit #24

Outfit is: Pink strapless ruched top + Black wide-leg pants + Pearl earrings

My note: One of the easiest ways to make this staple feel less “stale” is to style it with whatever accessories are trending that season. For example, in the summer, you can pair it with pearl earrings and lightweight pants, while in cooler months, you can add layers like jackets and boots. The most important thing is to choose accessories that tap into current trends to make this classic piece feel fresh.

Outfit #25

Outfit is: Black one-shoulder crop top + Green and black floral maxi skirt + Green handbag

My note: It may seem like you have to over-accessorize to make this outfit stand out, but that’s not the case. When in doubt, choose a statement piece. Pairing a floral maxi skirt with a standout crop top is the easiest way to make this look fresh and stylish.

Outfit #26

Outfit is: Black strapless top + Leopard print maxi skirt + White slide sandals + Sunglasses

My note: No matter what types of skirts are trending, leopard print maxi skirts remain stylish season after season, making them the perfect way to wear a standout print. There’s no other outfit formula as timeless as a leopard print skirt styled with a black strapless top, white slide sandals, and sunglasses.

Outfit #27

Outfit is: Black cardigan + Black crop top + White satin midi skirt + Black boots

My note: While white satin midi skirts are perfect for summer, they may not always feel work-friendly—until now. Use the outfit above as your blueprint by styling your satin skirt with a black cardigan, a crop top, and black boots.

Outfit #28

Outfit is: White tank top + Black faux leather maxi skirt + Beige cropped jacket + Black handbag + Black flats

My note: If it’s cold outside or you’re just feeling it even in summer, you’ll want to try the ensemble above. A cropped lightweight jacket styled with a tank top and a faux leather maxi skirt is the perfect way to stay cool and covered.

Outfit #29

Outfit is: Black and white striped shirt + White wide-leg pants + Brown handbag + Brown flats

My note: An outfit that will save you when you don’t know what to wear.

Erma Sanches has been following & covering fashion trends for 5 years. She’s a certified Fashion Analyst in Philadelphia. She has been also writing about latest fashion, covering runway, and new finds for past 7 years now. Erma has been covering fashion for 10 years and writing professionally for 7 years. She worked at Delicious Boutique, a boutique in Philadelphia, for one year. In 2018, she completed her Fashion Analyst training and earned her certification in 2020. Erma joined YouDoYourWay Media Publication in 2023 and now covered more than 100 content pieces. Erma graduated from the University of Michigan with a a Bachelor of General Studies in english writing and a Bachelor of Arts.

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