Many of us BA50’s have fond memories of wearing flowy midi and maxi skirts when we were a bit younger. I personally loved wearing them to concerts and street festivals in my 20’s. Fast forward to 2021, and these comfy, easy-to-style skirts feel relevant and fashion-forward and look stylish on women of all ages.

Pair one with a pair of strappy sandals and your favorite tee or button down, maybe tied at the waist, for an effortless look that can go from the farmer’s market to cocktails with friends. Roll one up in your suitcase for a weekend getaway and don’t worry about having to iron it at your destination. Some styles come with a matching top that exposes a bit of your waist, ideal if you are confident in that area. As you can see, the styling possibilities are endless! Below are my top 10 midi and maxi skirts that just might make you feel (for a few minutes!) like you are back in your 20’s again. How fun is that?

Beachgold is headquartered on the picturesque, tropical island of Bali, Indonesia – a source of inspiration for each vibrant resortwear piece. This skirt is handcrafted by local textile artisans. Great with a white or black tee. At Anthropologie.

Beachgold Midi Skirt $160


I purchased this skirt today at Evereve at the Chestnut Hill Mall and just love it. Looks great with a tee or dressier top. Side slits elongate the leg. On my 5’2″ frame it is a true maxi.

BB Dakota Skirt $79



Accented with an intricately embellished waistband, this tiered skirt brings an artful flourish to your collection of blouses and sweaters. Great to show off your waist! Also in burnt orange.

Beaded Maxi Skirt $148

The fun chic of a ditsy floral, and the elegance of a pull-on maxi skirt. With a high-low hem for an extra dose of gorgeous. From Talbots and also in petite and plus sizing. On sale right now.

High-Low Flounce Skirt $69.99



This smocked skirt can be pulled up to wear as a dress, or if you feel confident exposing a bit of your midsection, you can style it with the matching crop top! Available in petite and plus sizing as well.

Smocked Floral Skirt Set $148

Billowy and ethereal in a timeless silhouette, this maxi skirt from Free People features a high-rise, pleated design and vintage-inspired mixed floral print.

Botanic Kiss Hi-Low Skirt $98

So cool and convertible, this timeless tunic designed to be worn as a mini dress or midi skirt is featured in a classic drapey silhouette with drawstring top detail for added shape. Great for travel and available in 7 colors at Free People.

Celeste Convertible Tunic $78


Get the look for less! From the Who What Wear Collection at Target and highly rated, this tiered maxi skirt will look great paired with a white or blush tee. Selling fast.

Floral Maxi Skirt $34.99


Whether styled solo or with its matching top, this skirt from Anthropologie grants charm and cheer to any warm-weather look. Also in a black and white print and selling fast.

Daisie Midi Skirt $108

Designer Eva Franco is based in LA, where each of her exquisite silhouettes is meticulously crafted to celebrate contemporary femininity. Adorned with a playful strawberry print, this midi skirt lends unsurpassed whimsy to all your springtime looks. 

Eva Midi Skirt $158

Flouncy Midi and Maxi Skirts You Will Want to Add to Your Closet was last modified: by

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