All the Best Midi Skirts I Tried on for Summer so You Don’t Have to

If you haven’t already noticed, midi skirts are kind of my uniform. (See here and here and here and here for reference!) Keep reading for all the best midi skirts of the summer…

A few things I love about a midi skirt: They’re so easy and still look so chic. You can wear them with a tee, a dressy top or even a bodysuit (!!!). They’re just as chic in the fall when paired with a cropped sweater and ankle boots. Also, they’re very timeless. I have a decent amount in my closet already and STILL it took everything in me not to keep ALL of these! Also for perspective, I’m 5’4″ so some of these midi skirts are closer to maxi skirts one me. I’m still into it! Keep reading for all of the best midi skirts…

Floral Wrap Skirt, Mango (PS. The bodysuit that’s worn with all of these skirts is by Alix)

Love this one! Super pretty print and great price point!

Best Midi Skirts

2. Tropical Pleated Midi Skirt, Vince

This one is definitely a higher price point, but also really unique and very well made. I love the design interest that the asymmetrical pleats add!

3. Pink Cinch Waist Skirt, Rachel Comey

This one I would never wear in real life. I love the idea of it dressed up for a wedding or special occasion, but it’s generally just not very flattering on me. It has a very Sex and the City vibe to it, though, and the right person would make it 100!

4. Green Floral Wrap Skirt, Faithfull the Brand

Best Midi Skirts

I own this midi skirt in another fabric way and LOVE it. I wear it multiple times a week, every week and would love this color way, too, but it feels redundant to have both.

5. Red Plaid Midi Skirt, Mango

Love the fit and fabric of this one so much! (PS. It’s on sale– run don’t walk!)

6. Tan Floral Wrap Skirt, Faithfull the Brand

Best Midi Skirts

Another Faithfull the Brand home run! This is a new silhouette for them and it’s so pretty! Plus this color palette will transition so well for fall.

7. Snake Skin Print Skirt, Sold out but similar here

Okay so this one sold out on Mango since we shot it, but it’s basically identical to the Reformation one.

8. Tropical Wrap Skirt, Anthropologie

Best Midi Skirts

These colors!! So pretty right?! Adore this skirt!

9. Yellow Buffalo Check Skirt, Ace & Jig

I love Ace & Jig and love this fabric and color way, but the silhouette is great on me personally. I prefer a straighter cut, but I know a lot of people who prefer more of an a-line like this.

10. Green Gingham Pencil Midi, Mango

Ugh, I sent this back, but really I want it so bad! And it’s on sale now. How cute for fall, am I right?!

Best Midi Skirts

(PS. The bodysuit that’s worn with all of these skirts is by Alix. It’s definitely an investment but goes with or under EVERYTHING!)

Photography by Katie Jameson

See here for more try-on sessions!

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  1. Jesse Coulter


    Read your “3 things to ask yourself” post prior to this post, and was shaking my head! JEsse…you don’t need to buy anything! And then I read this post and Want every freaking skirt…bahaha! I’ve only purchased a $70 stetson hat in the past 45 days (which is a long time for me) so i think i’m going to pull the trigger on the Faithfull Antonia Midi Skirt. thanks for sharing jen!

    • Jen Pinkston


      I’m soooo glad you got that skirt! It’s so beautiful!! With a cropped sweater and that Stetson hat it will be perfect come fall, too!

  2. Mary Clark


    Can I just have all of them?! I agree. They’re so practical.

    • Jen Pinkston


      can i have a closet full of just midi skirts, body suits, perfect tee shirts and chunky cropped sweaters?!

  3. So cute! Do you have any issues with the wrap skirts? I’m always worried they’re going to unwrap!

    • Jen Pinkston


      so the read one i have is the same as the green faithfull one here in this post and occasionally on really gusty days i do just walk mindfully with my hand lowered to keep it from flying open, but I wear it all the time and it’s never actually happened.

  4. caroline


    I have probably already said this, but I’ll Say it again: This is my favorite series ever!

  5. Love youe bodysuit but i was wondering What kind of bra do you wear with it? Also, do you feel it runs tts oR Should i size up?

    • Jen Pinkston


      Ahh! You caught me on vacation! Sorry this response is delayed. I am wearing a medium and a white racerback bra that I already owned with it. I think in real life I would likely just not wear a bra with it. It has a built in shelf bra.

  6. I knew that green one was Faithful The Brand before I even read it! I want it.

    Effortlessly Sophisticated

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