High Waist Maxi Skirts

High waist maxi skirts are the ultimate style statement for our Windsor girl who wants to twirl through life with confidence and flair. These skirts effortlessly blend elegance and comfort, making them the perfect go-to for any occasion where you want to feel like a bohemian goddess or a chic city dweller. Whether you're headed to brunch with the squad or a spontaneous road trip, these skirts have got your back, offering endless possibilities to mix and match with your favorite tops and accessories. So get ready to strut your stuff and make every sidewalk your runway!

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Keep A Secret Lace Slit Maxi Skirt in Black Keep A Secret Lace Slit Maxi Skirt in Black
Keep A Secret Lace Slit Maxi Skirt in Black

$39.90

4.888889 star rating

A sheer black lace maxi skirt with a high-rise waist, ruching, and a high front slit.

Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural
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Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural

$9.97 $32.90 70% off

4.5 star rating

A natural crochet maxi skirt featuring a high-rise waist and sultry high front slit.

Windsor Trendy Moves Long Fringe Skirt in Black Windsor Trendy Moves Long Fringe Skirt in Black
Windsor Trendy Moves Long Fringe Skirt in Black

$36.90

3.333333 star rating

A black knit skirt with a high-rise waist, long flowy fringe, and built-in fitted shorts.

Shake It Up Fringe Maxi Skirt in Tan Shake It Up Fringe Maxi Skirt in Tan
Shake It Up Fringe Maxi Skirt in Tan

$29.90

5 star rating

A tan faux suede maxi skirt featuring a high-rise waist and dramatic fringe detailing for festival flair.

Windsor She Came to Slay Floral Maxi Skirt in Fuchsia Windsor She Came to Slay Floral Maxi Skirt in Fuchsia
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Windsor She Came to Slay Floral Maxi Skirt in Fuchsia

$9.97 $34.90 71% off

5 star rating

A fuchsia abstract floral maxi skirt in sheer mesh with a back slit and form-hugging fit.

Heavenly Match Floral Slit Midi Skirt in Brown Heavenly Match Floral Slit Midi Skirt in Brown
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Heavenly Match Floral Slit Midi Skirt in Brown

$9.97 $34.90 71% off

A brown floral mesh midi skirt with a high-rise waist and sultry front slit.

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Windsor Wild At Heart Long Fringe Skirt in Tan

Windsor Wild At Heart Long Fringe Skirt in Tan

$29.90

(34) 4.852941 star rating

Channel your western side with this trendy-chic skirt that will level up your festival look! It features a high-rise waist, an asymmetric mini-length hem with a form-hugging fit, and long fringe detailing that cascades to your ankles. The stylish fringe design will dance with you to your favorite band! Complete your 'fit with a cropped graphic tee and cowboy boots. Fit & FeaturesHigh-rise waist, Back zipper, hook and eye closure, Asymmetric mini-length hem, Form-hugging fit, Long fringe design, ankle-length hem, Faux suede fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Wild At Heart Long Fringe Skirt in Tan | Size: S | Faux Suede

Bold Staple Ruched Asymmetrical Midi Skirt in Black

Bold Staple Ruched Asymmetrical Midi Skirt in Black

$26.90

(14) 4.785714 star rating

Fit & FeaturesStretchy smooth knit-lined fabrication, High-rise fit, Ruching, Asymmetrical high-side slit, Midi length hem, Runs true to size, Shop Matching Crop Top: Bold Staple Long Sleeve Crop Top Free Shipping on All Orders Over $75. | Windsor Bold Staple Ruched Asymmetrical Midi Skirt in Black | Size: XS

Keep A Secret Lace Slit Maxi Skirt in Black

Keep A Secret Lace Slit Maxi Skirt in Black

$39.90

(9) 4.888889 star rating

Make a statement in this lace slit maxi skirt. With sheer lace, ruching, and a high slit, it's your go-to for that effortlessly chic vibe. Fit & FeaturesSheer lace fabric with mini-length knit lining, plenty of stretch, High-rise waist, Ruching, High front slit, Maxi-length hem, Flowy silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Keep A Secret Lace Slit Maxi Skirt in Black | Size: M | Lace Fabric/Knit Fabric/Sheer Lace Fabric

Windsor Sleek Status Faux Leather Mini Skirt in Black

Windsor Sleek Status Faux Leather Mini Skirt in Black

$19.90

(8) 4 star rating

Level up your sleek status with this chic mini skirt made with smooth faux leather fabric to elevate your casual 'fits. It features a high-rise waist, a side slit accent at the hem, and a form-hugging silhouette to highlight your stunning curves. Fit & FeaturesFaux leather fabric, plenty of stretch, High-rise elasticized waist, Side slit, Mini-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sleek Status Faux Leather Mini Skirt in Black | Size: L

First Take Micro Slit Mini Skirt in Black

First Take Micro Slit Mini Skirt in Black

$14.90

(5) 5 star rating

Step out looking like goals in this micro mini skirt with a flirty side slit and bodycon fit that'll get you noticed! Fit & FeaturesStretchy knit fabric, High-rise waist, Side slit, Bodycon silhouette, Micro mini-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor First Take Micro Slit Mini Skirt in Black | Size: M | Knit Fabric

Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural
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Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural

$9.97 $32.90
70% off

(4) 4.5 star rating

Heading on vacation? Don't forget to grab this vacay ready high-rise crochet maxi skirt with a sultry high front slit that flaunts some leg. Pair with the matching top and your fave shades! Fit & FeaturesCrochet fabric, stretchy knit lining, High-rise elasticized waist, High front slit, Flowy maxi-length silhouette, Runs true to size , Shop The Matching Top: Vacay Ready Tie-Front Bandea Crochet Crop Top Free Shipping on All Orders Over $75. | Windsor Vacay Ready High Rise Crochet Maxi Skirt in Natural | Size: L | Knit Fabric

Breezy Vibes Lace Mini Skirt in Ivory
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Breezy Vibes Lace Mini Skirt in Ivory

$9.97 $26.90
63% off

(3) 4.6666665 star rating

Show off a breezy chic vibe in this airy lace mini skirt featuring a high-rise waist and a short form-hugging fit. Style with the matching tie-front top for a weekend getaway. Shop Matching Top: Breezy Vibes Lace Tie-Front TopFit & FeaturesSheer lace fabric with lining, High-rise waist, eyelet lace trim, Mini-length bodycon fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Breezy Vibes Lace Mini Skirt in Ivory | Size: L | Lace Fabric/Sheer Lace Fabric

Windsor Trendy Moves Long Fringe Skirt in Black

Windsor Trendy Moves Long Fringe Skirt in Black

$36.90

(3) 3.3333333 star rating

Make major trendy moves in this long fringe skirt featuring a high-rise waist, a flowy fringe design, and cheeky fitted shorts for coverage. Style with a crop top and boots for a country concert. Fit & FeaturesKnit fabric, high stretch, High-rise elasticized waist, Ruched side seams, Long flowy fringe design, Cheeky fitted shorts, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Trendy Moves Long Fringe Skirt in Black | Size: M

Go With The Vibe Slit Midi Skirt in Rust
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Go With The Vibe Slit Midi Skirt in Rust

$9.97 $26.90
63% off

(3) 5 star rating

Embrace your daring side and let this midi skirt elevate your look. Its sleek high-rise waist and side slit highlight your confidence and flair, perfect for making a statement at any event. Pair with the matching top. Shop Matching Top: Go With The Vibe Halter Crop TopFit & FeaturesSlinky knit stretchy fabric, High-rise waist, Side pleated hip seam, High side slit, Form-hugging silhouette, Midi-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Go With The Vibe Slit Midi Skirt in Rust | Size: M | Knit Fabric/Stretchy Fabric

Strut It Out Abstract Zebra Maxi Skirt in Brown
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Strut It Out Abstract Zebra Maxi Skirt in Brown

$9.97 $34.90
71% off

(3) 4.6666665 star rating

Perfect your vibe with the strut it out abstract zebra maxi skirt. This sheer mesh beauty flaunts a zebra print and mid-rise waist for a fierce look. Pair it with the matching top for ultimate style. Fit & FeaturesSheer mesh fabrication lined with stretchy knit, Mid-rise waist, Zebra print, Maxi length hem, Runs true to size, Shop Matching Top: Strut It Out Abstract Zebra Tie-Front Top Free Shipping on All Orders Over $75. | Windsor Strut It Out Abstract Zebra Maxi Skirt in Brown | Size: L | Mesh Fabric/Sheer Mesh Fabric

High Waist Maxi Skirts

There’s something about slipping into a high waist maxi skirt that instantly elevates your mood—and your outfit. Maybe it’s the way the fabric drapes, skimming the silhouette with just enough drama to turn a sidewalk into a runway. Or maybe it’s the freedom of movement, the sweeping hem that makes even a coffee run feel like a main event. High waisted maxi skirts are the unsung heroes of transitional style, especially as October’s chill starts to settle in. They’re the piece you reach for when you want comfort without sacrificing style, when you’re craving a little extra coverage but still want to feel light and effortless. Whether you’re pairing a high waist skirt with a chunky knit for a pumpkin patch date, or styling a ruched waist maxi skirt with a fitted turtleneck for an office look that means business, the possibilities are as endless as your calendar. These skirts aren’t just about looking put-together—they’re about feeling like the best version of yourself, even on days when you’re running late or running low on inspiration.

The beauty of a high waist long skirt is in its versatility. It’s the kind of piece that works for everyone—whether you’re a student dashing between classes, a creative on the go, or someone who simply loves the ease of a one-and-done outfit. The high waist flatters by elongating the legs and cinching the waist, making it a staple for all body shapes. And if you’re shopping for someone else, a high waisted maxi skirt is a thoughtful gift, especially for those who appreciate style that can keep up with their day-to-night plans. Picture gifting one to your sister who’s always on the hunt for something new to wear, or your best friend who’s mastered the art of layering. These skirts transition seamlessly from casual brunches to evening events—just swap out sneakers for heeled boots and add a statement belt. Textured knits, flowy chiffons, and luxe satins all bring their own vibe, so you can curate a wardrobe that feels as dynamic as your mood board. And let’s not forget the seasonal palette—deep olives, rich plums, and classic blacks that pair perfectly with cozy outerwear and your favorite boots. If you’re looking to build a foundation of pieces that work overtime, don’t overlook the timeless appeal of a Black Maxi Skirt For Women—it’s the ultimate go-with-everything essential.

When it comes to choosing the right high waist maxi skirt, think about how it fits into your real life. Are you after a ruched waist maxi skirt that hugs in all the right places, or do you gravitate toward a breezy high waist long skirt with a little extra volume? Consider the details: a subtle slit for movement, a smocked waistband for comfort, or a bold print to make a statement. These are the pieces you’ll reach for when you want to feel polished without trying too hard—when you need an outfit that works from morning meetings to late-night plans. And with October’s unpredictable weather, the high waist skirt is your secret weapon for layering—toss on a denim jacket or a tailored blazer, and you’re ready for anything. The best part? These skirts are made for real moments, not just photo ops. They’re the ones you’ll remember wearing on crisp autumn walks, spontaneous road trips, and cozy nights out with friends. Because at the end of the day, style should feel personal, practical, and a little bit magical—just like your favorite high waisted maxi skirt.

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