When it comes to getting dressed, especially for school, nine times out of ten, I'm going to choose a skirt. Even on the days when we're allowed to wear jeans. As a matter of fact, I rarely wear jeans to school...or at all really. Skirts are more comfortable than jeans and so much easier to move around in throughout the school day.
If you were to look in my closet right now, you would see that nearly half of the space is dominated by skirts. Over the years, my preferred style of skirts has evolved. These days, I prefer a midi length, though I have recently added a few knee-length options for warmer months.
Two years ago, I shared six of my favorite skirts to teach in with y'all. I still own four of those six skirts. Two I donated -- one because I no longer could wear it comfortably and the other because I no longer wanted a high-low hem. They're both still great options, though.
Today, I wanted to share with y'all the skirts that are currently in my closet that are great for teaching. As in, these are the skirts that stay in my teacher outfit rotation pretty much year round.
Floral Print
We're going to start with what is arguably my most-worn skirt over the last 4-5 years. This dark purple floral print skirt has been a part of my life since summer of 2023 and was part of that first post I shared two years ago. It has been a favorite ever since I first added it to my closet, and I'm still finding new ways to wear it. It's incredibly versatile and insanely comfortable. It's also fully lined, which is always a plus for a skirt, even one that's dark like this. I love this skirt so much that I have repaired several tears over the last couple of years just so I can keep wearing it.
I also have it in this daisy print (khaki) and this bright floral (white red). I've had the daisy print for awhile, although I don't wear it as much as the purple (it doesn't go with as much in my closet), and I just got the bright print this summer, so it hasn't actually seen the inside of a classroom yet. There are several more prints available, so it's definitely worth checking this one out.
These viral NASHALYLY skirts are relatively new additions to my closet -- within this current school year. I have this skirt in six patterns now: white floral (flower-203), dusky pink floral, pale green floral (sage), dark green floral patchwork (flower-231), black flower, and brown floral. These skirts were fast favorites for me, instantly melding with things I already own. I mean, there's a reason they went viral. They really are that good! And can be worn year round. I wear the white floral the most, I think, but I love them all equally.
This skirt, unfortunately, is no longer available from the retailer at which I bought it, which is a real shame since it's such a good skirt. I especially love it in the cooler months, since the darker pattern lends itself well to that time of year. However, I do wear it year round with a variety of tops.
These chiffon skirts are a more elevated style skirt. I have the black, which is still available, and a no-longer-available light yellow. The yellow one is my favorite. But I must admit that I don't wear them as much as I used to. They feel fancier than my other skirts for whatever reason, and the chiffon snags on literally everything. I've had to fix both of mine at least once. I usually keep these in reserve for honor days, graduation, or other ceremonies.
These are a more casual skirt, thanks to the shorter length as well as the more casual fabric. I actually wear these to work quite a bit all year round. They're easy to dress up or down, and the length is one that I enjoy. This one comes in several options. I have the white, which is still available, and the black, which is not.
These ruffled knee-length skirts have been a welcome addition into my closet. I haven't worn either much yet, but I'm looking forward to adding them into my school rotation. These come in four options; I have the two 'multicolor' ones. The darker floral print looks purple in the pictures, but in person I swear it has an almost green tint. The pink paisley-floral one is a lot of fun to wear. It's so bright and colorful. These have an elastic waist and a decorative tie, which I cut off of both.
Breezaya Skirts
I have three of these knee-length skirts, but one of them is through a different link, so bear with me. We'll start with the two smaller-print florals. I have two of these ditsy floral print skirts. The white is a bright floral print with pink, yellow, and teal green flowers. The black (second option) is also nice and bright with purple, blue, and yellow flowers. The tropical print skirt is labeled 'multicolor.' It has a warmer feel to it with deeper reds and oranges dominating the color scheme. These skirts are tiered with an elastic waist and decorative tie, which you should already know I've removed from all three.
Stripes, Plaids, & Polka Dots
Yellow Stripes (similar)
I bought this as part of a matching set but ultimately didn't keep the blouse. It wasn't a great fit on me, and I've never been a fan of matching sets so knew I wouldn't ever wear them together. The skirt, though, has become one of the most versatile pieces in my closet.
This is a new addition to my closet, so I haven't had the opportunity to wear it much yet, but I'm excited for the possibilities. I got this one because I used to have a bright green checkered skirt; I gained a little weight, and it no longer fit comfortably, so I donated it. But I've been missing that bright green in my life. So here we are.
This skirt was a random buy a year or so ago. I had no idea how much use I would get out of it. For a neutral skirt, it's not boring.
Teal Blue Stripe (not pictured)
This is a brand new addition to my closet that I'm really excited to wear to teach in. It's such a fun color combo. It's lined and has pockets, which is always a plus. It also comes in several more colors, including a few polka dot options.
This was one of my best purchases of 2025. I wore this skirt so much during the fall and winter. The darker colors don't scream spring or summer to me, but who knows. With enough time, I might be able to make this one a year-round staple. It also comes in black and blue.
This skirt actually pre-dates my teaching days, but it transitioned quite nicely into the classroom. I will admit that I don't wear this one to teach in all that often. It's wool and lined, so it's very warm. And I often get hot while teaching since I rarely just stay in one place. It's a great skirt, though, and one that won't ever go out of style.
This skirt became a fast favorite, despite the fact that it's incredibly sheer. Like, if you don't wear something underneath it, you'll see straight through it. It's just too much fun to not wear, though, and I've had a blast creating outfits with it.
This skirt is one of my oldest; I got it my first year teaching. I like that it's like an edgier version of traditional polka dots in that you can style it the same way as you would polka dots but that it feels like it has a bit more personality.
This is an above-the-knee skirt that feels fancier than it is. It's pleated, which adds another layer of interest. It has an elastic waist, but it is not lined and does not have pockets.
Solid Colors
Y'all should be familiar with these favorites. They're 100 percent cotton with a linen lining. I now own them in five solid colors: light blue, light pink, yellow, white, and black. I love these so much that I wrote an entire post about them.
These are new additions to my closet from this summer, but they'll work nicely for school as well. They're 100 percent cotton and lined, with pockets, an elastic waist, and drawstring tie. They are knee length on me (18.5 inches).
Denim skirts are tough for me. I've gone through so many different styles and ultimately just don't love them. Even when I find one that I do like, it's my least-worn skirt. What makes mine good for teaching is that it has the split in the front that allows for ease of movement. I wear this on Fridays mostly instead of jeans. That way I at least match my coworkers' vibes.
Whimsical
Moth Print
To be fair, when I ordered these skirts, I didn't realize that they all had the same print just in different colors. But I don't really care because they are so much fun. The brown and blue are more of an a-line cut while the purple is more fitted. I've mostly played around with pattern mixing and fun layers with these skirts, but I'm excited to find new ways to style them this upcoming school year.
This has become one of my most favorite skirts to wear, and I'm not even particularly into dinosaurs! I'm not even sure that other people really notice this skirt, since it's one that I've truly never gotten any comments on, but I keep on wearing it because I just love it.
When I say this skirt has every color in it, I mean it has every color in it. That makes it infinitely mix and matchable. It's super soft, too, so it's comfortable for all day wear.
Tulle
Who said you can't wear tulle to school? I have four different tulle skirts that I wear to work, though I'll admit it's not regularly. I pull these out for special occasions. I think the butterfly is probably the most wearable year round, but I do enjoy the pink sparkle one as well. The other two I own are holiday specific: Halloween and Valentine's Day.
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