Denim Maxi Skirt Outfits: 9 Modest Ways to Wear It

If there is one piece that does more work in a modest wardrobe than any other, it's the denim maxi skirt. It's casual enough for carpool and errands, polished enough for the office, and with the right top it even works for a Shabbos lunch. It's also one of the most versatile pieces you can buy for fall and winter.

The trick is in the styling. Below are nine denim maxi skirt outfits we keep coming back to, plus a few tips on choosing the right skirt for your shape.

First, choose your denim maxi skirt

Not all denim skirts are made the same. The silhouette changes the whole outfit, so it's worth knowing the three main shapes:

• The column. Straight, sleek and long. The Calista Denim Skirt is a good example, with contrast topstitching, a center seam that lengthens the leg and a back elastic insert for comfort. It comes in black, blue, dark brown and beige denim.
• The A-line. Fitted at the waist, gently flared at the hem. The Structured Denim Skirt is floor-length with classic five-pocket styling and white topstitching for a retro feel.
• The flare. More volume and movement. The High-Waisted Panel Pleated Denim Maxi Skirt uses vertical paneling to create a feminine swing as you walk.

A dark wash or black denim is the easiest to dress up. Lighter and beige denim feels more relaxed and pairs well with cream and camel. You can see every style in our Modest Denim Maxi Skirts collection.

9 modest denim maxi skirt outfits

1. The ribbed turtleneck

The simplest outfit is often the best. A fitted turtleneck tucked into a column denim skirt is clean and modern. The Solenne Ribbed Turtleneck has long sleeves, fine ribbing and an asymmetric panel that adds interest without trying too hard. Try black on black denim for a long, unbroken line, or cream with blue denim for contrast.

2. The tailored blazer

Add a structured blazer to the turtleneck look and you're ready for a meeting. A double-breasted style with gold buttons, like the Camille Houndstooth Blazer, turns denim into something you could wear to the office. Keep the shoes sleek: a loafer or low block heel.

3. The soft cardigan

For a gentler, more feminine look, pair an A-line denim skirt with a delicate cardigan. The Simone Tie Cardigan has a pointelle knit, a sailor-style collar and bow ties down the front. Wear it buttoned up on its own, or open over a shell. Find more in our Cardigan collection.

4. The layered vest

Knit vests are everywhere this season. Layer a V-neck vest like the Sienna Ribbed Vest over a long sleeve top and tuck both into your skirt. Burgundy or moss green with dark denim is a perfect fall pairing.

5. The cropped jacket

A cropped jacket hits right at the waist, which shows off a high-waisted maxi skirt and keeps your proportions balanced. The Juliette Jacket has balloon sleeves, tortoise buttons and a ribbed hem. It looks especially good with a flared skirt.

6. Denim on denim

Done well, a denim jacket with a denim skirt looks intentional and very current. The key is to match the wash closely, or go for a deliberate contrast like a light jacket over a dark skirt. Keep everything else simple: a plain long sleeve top and minimal jewelry.

7. The chunky knit

When it gets cold, an oversized sweater over a maxi skirt is the coziest modest outfit there is. Tuck in just the front so your waist still shows, and choose a slimmer column skirt to balance the volume on top. Browse our Knits for the right weight.

8. The long coat

For real winter, a long coat over a denim maxi skirt is elegant and warm. Choose a coat that ends just above the hem of the skirt, so a few inches of denim show at the bottom. Add tights and ankle boots and you're set for snow days.

9. Dressed up for Shabbos or a simcha

Yes, denim can be dressy. Pick your darkest, most structured skirt, add a silky or embellished top with long sleeves, and finish with a heel. It's a great option for a Shabbos lunch, a family kiddush or a casual vort.

What shoes go with a denim maxi skirt?

• Sneakers for everyday errands and travel days.
• Ankle boots for fall and winter. A slim boot that hides under the hem looks the most polished.
• Loafers and ballet flats for the office.
• Block heels when you want to dress it up.

Because a maxi skirt is long, a little lift from the shoe helps the skirt fall properly. If you're petite, a small heel or platform goes a long way.

How to care for your denim skirt

Wash denim inside out in cold water and hang it to dry. It keeps the color rich and stops the skirt from shrinking in length, which matters with a maxi. Iron or steam the seams lightly if the hem starts to curl.

Build your wardrobe around it

Once you have one great denim maxi skirt, you'll find yourself reaching for it several times a week. Start with a dark wash in your favorite shape, add a couple of knits and a jacket, and you have a full week of modest outfits. Explore all our Modest Skirts for more ideas.