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Please Pass the Pleated Skirts For Fall 2019 :: Effortlessly with Roxy

Styles in my closet may come and go but there are some items that will be in my closet forever! One item I can’t imagine ever getting sick of? Pleated skirts. Retailers clearly agree with me. I think there are a record number of pleated skirts for Fall 2019!

It was hard to narrow down all the beautiful choices to just a few to buy. That’s why I love blogging — I can buy one or two and show you all my favorites in the hopes you’re inspired too!! Today I’m showing you how I style one my favorite pleated skirts for Fall 2019. (It’s on super sale right now!)

Please Pass the Pleated Skirts For Fall 2019 :: Effortlessly with Roxy
Please Pass the Pleated Skirts For Fall 2019 :: Effortlessly with Roxy
Please Pass the Pleated Skirts For Fall 2019 :: Effortlessly with Roxy
Please Pass the Pleated Skirts For Fall 2019 :: Effortlessly with Roxy
Please Pass the Pleated Skirts For Fall 2019 :: Effortlessly with Roxy
Jacket: Old Navy | Sweater Top: Banana Republic | Skirt: Banana Republic | Shoes: J.Crew
Tote: Banana Republic (similar) | Necklace: Jibby & Juna via Etsy | Earrings: Kendra Scott (also, similar)
Sunnies: Fendi via Nordstrom | Crossbody Bag: Maison Valentino (also here)

The Pleated Midi Skirt comes in a few colors (metallic, plaid, striped, vegan leather, houndstooth…more in the boutique at the bottom of this post), and Banana Republic has released it in different materials and designs. Last year I loved the grey color so much that I decided to add the red to my closet this year, and I’m delighted with it! It’s one of my top pleated skirts for Fall 2019. This cut is very flattering on hourglass shapes and if you head to my Instagram you’ll see how fun it is in movement.

Many people at my office thought this outfit was a dress. I can see why! The top has the same color as the skirt and blends perfectly into the skirt. That’s one styling trick to taller and leaner. I wore this outfit before the chill truly came on and a denim jacket was all I needed. Now I’d probably wear one of my suede motos over it instead.

Pleated skirts can be styled so many ways. They look great with cropped tops and sweaters. Moto jackets look so good with them! I have tons of pleated skirt outfit ideas on my Street Style Pinterest board — are you following me there so you catch my latest pins?

Below, more of the pleated skirts I’d buy if I had unending closet space. These are my favorite pleated skirts for Fall 2019! Which one is your favorite? After you check these out I’ve got some bonus content for you — on my liketoknow.it profile I’ve got two more pleated skirts styled and a preview of another outfit idea for my sweater top!

53 Comments

  1. Carrington Barfield
    October 22, 2019 / 9:48 am

    Pleated skirts are so flattering to me! I love wearing them to work too, because they're comfortable but still cute and appropriate. Xx.

    • October 22, 2019 / 10:52 pm

      So true! I think they also make a great base for a date night outfit!

  2. Annie
    October 22, 2019 / 9:51 am

    I love all of the choices you've linked – they're gorgeous! I just love wearing cozy pieces like a pleated skirt – especially with tights and a sweater! I just love it!

    • October 22, 2019 / 10:52 pm

      Me too! So many ways to wear them.

  3. October 22, 2019 / 9:52 am

    Love that outfit! All the color just screams fall and WOW those earrings are seriously amazing. You are rocking them! It's so hard to choose a favorite skirt, but I think my favorite is the pink one from H&M. The whole outfit is so pretty and feminine.

    • October 22, 2019 / 10:52 pm

      I love that pink H&M skirt to! These earrings are the prettiest pair I own, so glad I stumbled upon them!

  4. October 22, 2019 / 11:41 am

    The colors in this outfit are amazing So cute for the fall!! Love this entire look on you

  5. lilyq
    October 22, 2019 / 12:09 pm

    Hi – can you update your link to the earrings? It's going to the sunnies now. Thanks!!!

    • October 22, 2019 / 12:29 pm

      Done, thanks for pointing that out!

  6. Kristin Taylor
    October 22, 2019 / 12:41 pm

    Totally agree, pleated skirts are HUGE for fall. I especially love them in the midi length. I wore two of them to NYFW the last time I went, and had so much fun in them! Loving all of your picks here.

    • October 22, 2019 / 10:53 pm

      They're just so easy to style which I need during this busy time of year.

  7. October 22, 2019 / 1:14 pm

    Great suggestions, and a nice layout of the post. you have some great syles in this post.

  8. October 22, 2019 / 2:41 pm

    I wear pleated midi skirts all the time – they're my favorite!

    • October 22, 2019 / 10:53 pm

      I can totally understand why. 🙂 You have excellent taste!!

  9. Debra Klein
    October 22, 2019 / 4:15 pm

    So many great options here. I especially like the longer ones with patterns….because I have so many solid tops to go with.

    • October 22, 2019 / 10:54 pm

      Yes! I feel like pleated skirts are only recently having patterns again after being solid for so long, and I'm enjoying it very much!

  10. Anthropolitan
    October 22, 2019 / 4:22 pm

    That outfit does look like a dress – great color matching!

    I do have 2 pleated skirts, but I really had to search hard to find ones that didn't make me look short and wide. For me, the trick is to find ones that end just below the knee.

    Love the j crew skirt you posted. Also like this Boden one in brown – but it keeps selling out. (and why $170 for poly??) https://www.bodenusa.com/en-us/kristen-pleated-sk

    • October 22, 2019 / 10:55 pm

      Thanks Anthropolitan!! Boden has been sneaking a lot of poly in lately, I have one dress that's poly and been fine but another fell apart quickly much to my sadness. (But they were very responsive and refunded me, so I am happy.)

  11. October 22, 2019 / 4:25 pm

    Pleated skirts are my favorite and are always so fun!! I’m thinking about styling one with a chunky sweater for the holidays.

  12. literallysimple
    October 22, 2019 / 5:03 pm

    I LOVE a midi skirt, but haven't splurged on a pleated skirt yet. You just might have motivated me. Thanks!

    • October 22, 2019 / 10:55 pm

      I'd love to know which one you get!!

  13. Ashley Hargrove
    October 22, 2019 / 5:18 pm

    I can't get enough of your outfit!! I absolutely love how bright and vibrant that skirt is and I love how you broke the colors up with a denim jacket. So chic!

  14. She Saw Style
    October 22, 2019 / 5:58 pm

    A few years back, I had the biggest crush on pleated skirts. It's been quite some time since I've really loved the trend, but I'm seeing some beautiful pieces this year and it's making me think I may need to invest in a couple of them again!

    • October 22, 2019 / 10:56 pm

      Yes I think it might be time!! They look good on everyone which makes me happy.

  15. Tonya Morris
    October 22, 2019 / 7:08 pm

    This whole look is amazing! I love how you accessorized and the other skirts you linked!

  16. Morgan Tyner
    October 22, 2019 / 9:06 pm

    You are totally killing this entire look! I love all the colors ✨ So put together and vibrant!

  17. luvlucytoo
    October 22, 2019 / 10:15 pm

    Your pleated skirt is completely sold out.
    Any suggestions for someone 5'3' or shorter in a normal (knee or just below the knee) size? The few I clicked on all seem so long!!

    • October 22, 2019 / 10:19 pm

      It very well may pop back, I know Banana Republic is running a pretty awesome promo right now so that probably killed the stock.

      I don't know how you feel about these brands but I know a lot of my shorter friends love Shein and Chicwish. How about this skirt: http://bit.ly/2BwFxvU or this one: http://bit.ly/361mIzc

      Or are you looking for red specifically?

  18. Patricia @ Grab a Plate
    October 22, 2019 / 11:10 pm

    Love your look so much! I really need to give pleated skirts a try this season…you'l had some great picks!

  19. October 22, 2019 / 11:13 pm

    I love these skirts so much!! They are always so cute with any top and can be warn no matter the time of year!! I also love the color of this one!!

  20. Christa Anne
    October 23, 2019 / 1:23 am

    Love, love, love this whole look! I never thought I could wear a pleated skirt but this year I bought a gorgeous pink one. It’s quickly becoming a favorite.

  21. October 23, 2019 / 6:03 am

    Oh pleated skirts are so much fun to style! I feel like they'll always be a staple in my closet too!

  22. Anna English
    October 23, 2019 / 6:38 am

    I've been loving pleated AND satin skirts this season! This one looks amazing on you, and you styled it perfectly.

  23. October 23, 2019 / 7:24 am

    Pleated skirts are so fun! Love all these options you shared!

  24. October 23, 2019 / 7:51 am

    Im all in for the pleated skirt trend! I haven't purchased one yet but i think they are so pretty and stylish!

  25. October 23, 2019 / 9:24 am

    I didn't realize I needed a pleated skirt in my life, but this post is definitely steering me in that direction. I love all of the different styles you shared. There really is something for everyone. Your orange skirt is so perfect for fall!

  26. October 23, 2019 / 10:35 am

    Ooohhh yes.. I really like this trend! It's the perfect amount of upscale and you can always make it casual! I love it. You look so good

  27. Monica
    October 23, 2019 / 8:26 pm

    I would definitely rock a pleated skirt! And I love the midi length.

  28. Ophelia
    October 25, 2019 / 12:27 pm

    I love pleated skirts! They are so flattering! So many cute options in this post!

  29. lifewithciera
    October 26, 2019 / 10:35 am

    I'm loving all these pleated skirts! The way you styled this look is so cute!

  30. Danielle
    October 26, 2019 / 11:43 am

    Hi love the pleated skirt outfit you are wearing! When I click on banana republic links I keep getting error messages and to contact you. Is it because I’m in Canada? Normally it’d go to Canadian website. Thanks

    • October 26, 2019 / 12:50 pm

      Hmm it might be because the items are sold out? I'm getting an error message for the tote for example, which I know is sold out. It's too bad they don't just redirect to the homepage, I'm not sure why BR is choosing to stop a potential sale from happening! I'm really sorry for that.

      • Danielle
        October 26, 2019 / 4:45 pm

        I can check online or in store here – am inspired now. Thanks!

  31. October 27, 2019 / 10:27 pm

    There’s something about a pleated skirt that is always on point! Loving the colour of your outfit here and perfect pop of colour of Fall!

  32. Kristen
    October 28, 2019 / 9:10 am

    I LOVE the pleated skirt look. You styled it so perfectly.

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