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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$26.90

5 star rating

A brown high-rise knit maxi skirt with an asymmetrical slit and form-hugging silhouette.

Best Seller

$39.90

4.8 star rating

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

$36.90

5 star rating

A fierce leopard print maxi skirt with a high-rise waist and ruffled flowy silhouette.

$39.90

5 star rating

A breezy ivory lace maxi skirt with a high-rise waist, side slit, and asymmetric hem.

$32.90

5 star rating

An airy ivory lace maxi skirt with a high-rise waist and flowy hanky hem.

$39.90

5 star rating

A black floral mesh maxi skirt featuring a high-rise waist, dramatic front slit, and attached panty lining.

Best Seller

$36.90

4.888889 star rating

A natural linen-blend maxi skirt with a tiered design, high-rise waist, and thigh-high side slit.

$32.90

4.5 star rating

A natural crochet maxi skirt with a high-rise waist and sultry front slit, perfect for vacations.

$34.90

5 star rating

A pink floral mesh maxi skirt with a high-rise waist and flattering bodycon fit.

Best Seller

$36.90

4.5 star rating

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

Best Seller

$29.90

5 star rating

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

$36.90

5 star rating

A sheer brown lace maxi skirt with a high-rise waist and romantic high slit.

$24.90

5 star rating

A magenta floral mesh maxi skirt with ruched sides and a form-hugging fit.

$45.90

5 star rating

A sheer yellow crochet maxi skirt featuring a high-rise waist, scalloped trim, and thigh-high side slit.

$34.90

A leopard floral maxi skirt in mesh fabric featuring a high-rise waist and dramatic side slit.

$42.90

A ruffled floral maxi skirt in white with a high-rise waist and flowy silhouette.

$24.90

A black tropical print maxi skirt in sheer mesh with a high-rise waist and sultry side slit.

$39.90

2 star rating

A boho-inspired ivory lace maxi skirt featuring a high slit and flowy sheer hem.

$39.90

A pink floral jacquard mesh maxi skirt with a high-rise waist and flowy draped hem.

Best Seller

$34.90

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

Best Seller

$36.90

A vibrant orange floral maxi skirt in chiffon with a high-rise waist and curve-hugging silhouette.

New Arrival

$34.90

A black mesh maxi skirt featuring a tropical floral print, high-rise waist, and form-hugging silhouette.

$39.90

A taupe gingham woven maxi skirt featuring a high-rise elastic waist and a stylish front slit.

Best Seller

$29.90

4.848485 star rating

A tan faux suede skirt with a high-rise waist and long fringe for a festival-ready look.

$39.90

4.666667 star rating

A natural crochet knit midi skirt featuring a high-rise waist and bodycon fit for stylish outings.

$32.90

5 star rating

A black knit maxi skirt featuring a high front slit and a beachy starfish accent.

$36.90

5 star rating

A white knit maxi skirt featuring a bold floral print, mid-rise waist, and flowy, hip-hugging fit.

$39.90

A black satin midi skirt with a high-rise waist, polka dots, and a side slit.

$42.90

A black satin midi skirt featuring a high-rise waist, faux buttons, and a front high slit.

$39.90

A black tropical print maxi skirt in stretchy knit fabric with a high front slit and flowy silhouette.

$34.90

A black high-rise midi skirt crafted from stretchy knit fabric with a sleek column silhouette.

$34.90

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

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Slay It With Style Mini Skirt in Black
Sale
(42) 4.6190476 star rating

Elevate your going-out looks in this sleek faux leather mini skirt! This high-waist mini skirt features a sexy front slit and hidden back zipper for a seamless look at every angle. Make this faux leather mini skirt your wardrobe must-have for date night or clubbing with your party squad. Pair this flirty mini skirt with a beaded bustier top or long-sleeve satin tie-front top for a sexy and fierce night-out look. Fit & FeaturesHigh-rise fit, Vertical seam details, back zipper, Front slit accent, Form-hugging fit, Mini-length hem, Unlined faux leather fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Slay It With Style Mini Skirt in Black | Size: L | Leather/Satin Fabric

Wild At Heart Long Fringe Skirt in Tan
(33) 4.848485 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: XS | Faux Suede

Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2
Sale
(19) 4.9473686 star rating

This cute and trendy cargo mini skirt will step up this season's 'fits! It features a mid-rise waist, an included removable belt with a double grommet design, cargo-style side pockets, a mini-length hem, and a fitted silhouette. The denim fabric offers a moderate stretch. Style this denim skirt with a crop top and clear mules. Fit & FeaturesMid-rise waist, hidden front buttons, zipper closure, Included removable belt, double grommet design, Dual cargo-style side pockets, Mini-length hem, Fitted silhouette, Denim fabric, moderate stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cute And Trendy Cargo Mini Skirt in Dark Denim-2 | Size: S

Serving Style Cargo Mini Skirt in Brown
(19) 4.8421054 star rating

Serve major style in this on-trend cargo mini skirt! Featuring a high-rise waist, vertical seam detailing, cargo-style side pockets, a mini-length hem, and a form-hugging fit, this skirt will level up your basic looks. The twill fabric offers minimal stretch. Style with a halter bodysuit and strappy mules. Fit & FeaturesHigh-rise waist, Belt loops, hidden front zipper, button closure, Vertical seams, Cargo side pockets, Mini-length hem, form-hugging fit, Twill fabric, minimal stretch, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Serving Style Cargo Mini Skirt in Brown | Size: XL

Bold Staple Ruched Asymmetrical Midi Skirt in Black
(9) 5 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

Windsor Coastal Breeze Linen High Slit Maxi Skirt in Natural
(9) 4.888889 star rating

Channel that coastal chic vibe with this breezy linen maxi skirt featuring a tiered design, high-cut side slit, and flowy A-line silhouette. Fit & FeaturesLinen-blend fabric, High-rise waist, Tiered design, Thigh-high side slit, Flowy A-line silhouette, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Coastal Breeze Linen High Slit Maxi Skirt in Natural | Size: M

Windsor Sleek Status Faux Leather Mini Skirt in Black
(6) 3.6666667 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: S

Flirty Ways Ruched High Slit Midi Skirt in Ivory
(6) 4.1666665 star rating

With this flirty midi skirt for celebrations or date night, you'll stun with the ruched detailing and high-cut side slit. Pair with the matching crop top to complete the look. Shop Matching Top: Flirty Ways Halter Lace Trim Crop TopFit & FeaturesStretchy smooth knit fabric with lining, High-rise waist, Ruching, Asymmetric high-side slit, Midi-length hem, Form-hugging fit, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Flirty Ways Ruched High Slit Midi Skirt in Ivory | Size: L | Knit Fabric

Windsor First Take Micro Slit Mini Skirt in Black
(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: L | Knit Fabric

Keep A Secret Lace Slit Maxi Skirt in Black
(5) 4.8 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

High Waist Maxi Skirts

High waist maxi skirts are the ultimate style hack every Windsor girl needs in her closet—no debate. They’re the answer to those “nothing to wear” days and the secret weapon for turning the sidewalk into your personal runway. With their flattering silhouette, these skirts cinch you in at the waist and flow with every step, giving you that easy confidence that says, “Yeah, I woke up like this.” Whether you’re headed to brunch with your ride-or-die crew, vibing at a rooftop party, or just making a grocery run look like a main event, a high rise maxi skirt brings the drama in the best way. Think about it: you can pair a black maxi skirt high waisted with a cropped tee and sneakers for laid-back glam, or level up with a sleek bodysuit and strappy heels for those nights that start with “just one drink” and end with sunrise selfies. And let’s not forget the high waisted maxi skirt slits—hello, Insta-worthy leg moment. Those details add just enough edge to keep things interesting, letting you show off your shoes (and maybe a little attitude) with every stride.

Gifting a high waist maxi skirt? You’re basically giving someone the gift of feeling like the main character. They’re perfect for your bestie who’s always down for a spontaneous adventure, your sister who needs a little extra confidence boost, or even your mom who loves a classic look with a modern twist. Thanks to their versatility, high rise maxi skirts for women are a wardrobe staple that works for all ages and vibes. They’re easy to dress up or down, making them a thoughtful pick for birthdays, celebrations, or just because you want to remind someone they deserve to feel fabulous. Plus, with so many lengths, fabrics, and details—think flowy chiffon, bold prints, or that iconic high waisted maxi skirt with slits—you can find a skirt that fits anyone’s personal style, from boho queen to city chic.

If you’re in the mood to refresh your look or just want to keep things breezy and bold, high rise maxi skirts are your go-to for effortless style. They move with you, keep you comfy, and always look put-together, no matter what your day throws your way. Whether you’re twirling on the dance floor, lounging at a backyard hang, or just living your best life, these skirts are here for it all. Ready to take your skirt game to the next level? Don’t miss out on the latest drops and must-have styles—check out our High Waist Summer Skirts for even more inspo and options to keep your vibe fresh and your confidence sky-high.