Best Maxi Skirts for the Office and How to Wear Them

It was only a matter of time before the '90s fashion staple had a proper resurgence.
Vexler / Getty Images

Office outfits can be hard to master — especially in the summer heat — but certain clothing pieces can make your outfit unique, stylish and office-appropriate. (Re)enter: the maxi skirt.

According to Google Trends, the maxi skirt is seeing its biggest search boom in five years. We asked style experts about why that is and how to style it for every occasion.

It can often be hard to find wardrobe pieces that appeal to people of all shapes and sizes, but the maxi skirt is perfectly designed for the every women.

Our top picks

Best maxi skirts

Why are maxi skirts popular again?

Tiffany Brown, founder of Tiffany Brown Designs and one of the many innovators to hit the runway at this year’s New York Fashion Week, is here for the maxi.

“I love a tiered maxi skirt because it provides a bit of glamour when paired with a nice blouse or super simple with a tank top and blazer,” she says. “A statement maxi skirt is truly needed as an alternative to basic pants. It allows for coverage of your legs with the extra room to allow for all body types and easy travel. A maxi skirt is [also] functional for the subway or long walks with ease.”

Charline Zeroual, founder of The Sustainable Wardrobe Stylist, agrees that “maxi skirts are a wardrobe staple in spring/summer closet, especially silk and floral maxi skirts.” Zeroual offers three reasons why maxis are the ultimate style choice for the upcoming warmer season:

  • They are breathable and comfortable.
  • They are flattering for any silhouette.
  • They are versatile and transcend seasons.

How to wear a maxi skirt

Zeroual breaks down the perfect maxi outfit for every occasion:

  • For a night out: Wear a floral maxi skirt with a silk camisole and a pair of heeled sandals.
  • For daytime/Sunday brunch: Mix a silk maxi skirt with a graphic tee and a pair of white sneakers for a casual look.
  • For the office: Style a floral skirt with a button-down shirt and a pair of slingbacks for a wear-to-work look.
  • For vacation: Wear a floral maxi skirt over a swimsuit with a tank, add a straw hat, a beach tote and a comfortable pair of flip-flops.

Whether you’re looking for an affordable everyday find to wear to work or a spurge skirt for a romantic cruise to the Bahamas, we’ve got some of the hottest maxis for every occasion, style and body type.

Trendy maxi skirts to shop

Rayon Span Maxi Skirt

Social associate editor Dani Musacchio says this skirt is so comfortable that she will be wearing it all season long. She loves the versatility it offers, and the slip on design and folded waistband.

“While the skirt perfectly hits my ankles, I’m able to transform it into a midi skirt in seconds by folding the waistband over. While I usually let the waistband sit above my belly button, I can also shift it down so that it sits mid- or low-rise depending on the look I’m going for,” says Musacchio.

Courtesy Dani Musacchio

Paisley Floral Skirt

Whether you’re ready to hit the runway in New York or the beaches of California, this flowy maxi is the perfect staple piece for your spring wardrobe. Crafted from a super soft and durable stretch material and featuring side pockets, this maxi is designed for ultimate comfort and convenience. One reviewer wrote, “I must admit I did a little spin around to see how I felt in this lovely skirt!”

DJT Flowy Handkerchief Hemline Midi Skirt

If you needed another reminder that the early 2000s are trending again, look no further, this skirt will surely do it. The asymmetrical hemline gives it a nostalgic-yet-trendy look that’s perfect for your day-to-night plans.

Ebossy Pleated Chiffon Maxi Skirt

This high-waisted chiffon maxi is absolutely stunning. Made of lightweight, soft, and comfortable four-way stretch fabric, this show-stopping skirt features an elastic back waist and is available in a variety of fabulous solid colors.

Exlura Polka Dot Pleated Skirt

One Shop TODAY writer says this skirt is perfect for every season, especially those in-between temperature days. It comes in bright summer hues and plaids for fall; you can wear it with a tee and sneakers, or boots and tights.

Courtesy Sophie Van Bastelaer

Renee C Leopard Print Maxi Skirt

Were you “born to be wild?” Then this stylish leopard maxi skirt is for you! Turn your outfit from day to night with this chic and fierce satin skirt that will have people turning heads wherever you go.

Universal Thread Denim Circle Maxi Skirt

Denim maxi skirts have been a welcomed ‘90s comeback. This denim skirt has a specific style of stitching that will surely bring you back in time and will make an impression at work.

A-Line Pencil Denim Skirt

Nothing screams the ‘90s like a classic denim skirt. This blue jean maxi has an A-line design and features a hidden zipper closure and removable back slip for easy movement.

Levi's Surplus Skirt

Some of us yearn for a '90s grunge look and this skirt is perfect for that. The dark color and utility design will hep you achieve that easily.

Lioness Fame Pleated Midi Skirt

Reminisce on your prep school days with this skirt that looks like an elevated version of the uniform style. Now, instead of strutting the hallways, you can shut through the office.

Meet our experts

How we chose

We selected the best maxi skirts based on insights and recommendations from professional stylists and approved picks from Shop TODAY editors and staffers. Other options were sourced through verified shopper reviews and brand reputation.