Maxi Skirts
Maxi skirts are doing fall dressing the easy way: one long line, plenty of impact. Go photo-ready in a sleek column or maxi silhouette crafted from slinky jersey knit, mesh, ribbed knit, lace, or silky satin, with a side slit adding just enough movement. Black, brown, and burgundy keep the color story fall-ready and on-trend. Style with a corset top or opt for an oversize sweater, layered with a funnel neck bomber jacket when the temperature drops. Finish with boots and consider the outfit handled from coffee runs to dinner plans. It is the kind of easy styling that still looks completely pulled together.
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Maxi Skirts for Everyday Looks & Dressed-Up Plans
Maxi Skirts bring a long, streamlined silhouette to fall and winter outfits, from casual looks to parties and celebrations. Explore fitted and bodycon shapes in denim, knit, and colorful printed mesh, with high-rise waists and slits that add movement. Floral and multicolor prints offer a bolder option when you want your skirt to make a statement.
Long Skirts Made for the Season
For casual fall plans and Friendsgiving dinners, denim and knit long skirts pair easily with fitted tops, sweaters, and jackets. For holiday parties and New Year’s Eve celebrations, a fitted maxi with a slit or printed mesh gives the longer hem a dressier feel.
Many styles make coordinating easy with matching crop or halter tops. Explore matching skirt sets for a head-to-toe look, or style each piece separately.
How Do You Style a Maxi Skirt?
Let the silhouette and occasion lead. Balance a fitted, high-rise maxi with a crop top or bodysuit, or add a sweater and boots for cooler-weather plans. A slit can break up the long silhouette while highlighting your footwear. Explore long skirt outfit ideas for more casual and dressy inspiration.
Prefer a shorter silhouette with more freedom to move? Explore flowy skorts for the look of a skirt with shorts underneath.
What Are Maxi Skirts?
Maxi skirts are long skirts with a hem that typically reaches toward the ankles or floor. Windsor’s maxi-length skirts lean sleek and modern, with fitted and bodycon silhouettes, high-rise waists, slits, and options in denim, knit, and printed mesh.
Find Windsor’s Maxi Skirts for fall and winter, with long silhouettes made for everyday outfits, Friendsgiving, holiday parties, New Year’s Eve celebrations, and nights out.
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Trendsetting Stunner Tie-Dye Maxi Skirt
Bring those trendsetting vibes to your stunning look with this tie-dye maxi skirt. It features a high-rise waist, a side twist detail leading to a thigh-high side slit, an asymmetric hem, and a curve-hugging silhouette. Complete your outfit with the matching top and stylish new heels.
Shop Matching Top: Trendsetting Stunner Tie-Dye Crop Top
Fit & Features
- High-rise waist
- Side twist detail
- High side slit
- Asymmetric hem
- Knit fabric
- Tie-dye print
- Runs true to size
Style Number/Barcode: 06501-0345
Category Name: Maxi Skirts
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wrap Me In Glam Mesh Maxi Skirt
Wrap yourself in a chic mesh coverup skirt that makes a sheer impression. The skirt features an elastic high-rise waist, a high side slit, and a maxi-length silhouette. The skirt is composed of a sheer unlined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching crop top and sunnies.
Shop Matching Crop Top: Wrap Me In Glam Mesh Maxi Skirt
Fit & Features
- Elastic high-rise waist
- High side slit
- Maxi-length silhouette
- Unlined mesh fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0260
Category Name: Maxi Skirts
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tropical Babe High Slit Maxi Skirt
Channel vacay vibes in a tropical skirt that is perfect for days spent underneath a cabana. The high waist skirt features a tropical palm leaf print and a high side slit to show off a hint of leg. Complete your tropical-inspired look with the matching top and cork wedges.
Shop Matching Top: Tropical Babe Tie Front Crop Top
Fit & Features
- High rise waist
- Lightly pleated
- Tropical palm leaf print
- High side slit
- Lightweight woven fabric
- Matching top sold separately
Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06301-0049
Category Name: Maxi Skirts
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tropical Palm Leaf High Slit Maxi Skirt
Get set for the tropics in this skirt that will transport you to an island fantasy. The skirt features a high rise waist, a tropical palm-leaf print, and a maxi silhouette with a dramatic high slit to show off a hint of leg. Complete look with matching top and statement earrings.
Shop Matching Crop Top: Tropical Palm Leaf Tube Top
Fit & Features
- High rise waist
- Tropical floral print
- Maxi length silhouette
- High side slit
- Matching top sold separately
Model is 5'8" with 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06501-0225
Category Name: Maxi Skirts
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Knot Ur Average Babe Mesh Asymmetrical Maxi Skirt
Tie your look together with a stunning mesh maxi skirt, that's adds a little something more to that poolside 'fit!
Fit & Features
- High waist fit
- Sheer mesh
- Knot side detail
- Maxi length
- Moderate stretch
Style Number/Barcode: 06501-0246
Category Name: Maxi Skirts
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Zebra Print High Slit Maxi Skirt
Give your summer look a wild vibe in this sassy zebra print high slit maxi skirt! Pair with a simple top and some heels and let the skirt be the major statement.
Fit & Features
- High rise elastic banded waist
- Wrap front with high slit
- Cheeky bodysuit bottoms
- Flowy maxi length
- Stretchy knit fabric
- All over zebra and animal prints
Style Number/Barcode: 06501-0220
Category Name: Maxi Skirts
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ruched To The Maxi Skirt
This sultry mesh maxi skirt is ruched to the max! Pair over your fave swim suit for the perf poolside lewk!
Fit & Features
- High rise elastic banded waist
- Ruched side detailing
- Maxi length
- Sheer, stretchy mesh fabric
- Curve hugging fit
Style Number/Barcode: 06501-0247
Category Name: Maxi Skirts
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dreamy Boho Ruffle Hem Maxi Skirt
Get a dreamy boho babe look in this ruffle hem maxi skirt! Pair with the matching crop top for the perf spring style!
Shop Matching Top: Dreamy Boho Off The Shoulder Top
Fit & Features
- High rise smocked waist
- Partial button down front
- Maxi length
- Ruffle high low hem
- Woven gauze fabric
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06301-0039
Category Name: Maxi Skirts
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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All The Glitz And Glimmer Maxi Skirt
Get all the glitz and glimmer vibes in this trendy mesh maxi skirt! Perf paired with your fave simple bodysuit and some strappy heels to complete the lewk!
Fit & Features
- High rise elastic banded waist
- Cheeky knit bodysuit bottom
- Flowy sheer mesh maxi skirt
- Iridescent polka dot details
Style Number/Barcode: 06501-0217
Category Name: Maxi Skirts
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Classic Cutie Chiffon Maxi Skirt
Okay cutie! We are lovin' this chic and sweet chiffon skirt on you! Don't forget to add the matching top to cart ;-)
Shop Matching Top: Classic Cutie Chiffon Lace Back Crop Top
Fits & Features
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Narrow Waistband
- Back Zipper With Hook & Eye Closure
- Flowy, Maxi Length Skirt
- Lined Chiffon Fabric
- Moderate Stretch
Style Number/Barcode: 06401-0127
Category Name: Maxi Skirts
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Narrow Waistband
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Sleek And Sultry Maxi Skirt
Sleek and sultry will be your total vibe in this wrap front maxi skirt. Pair with a chic crop top and some clear mules to amp up your lewk!
Fit & Features
- High rise elastic banded waist
- Ruched detailing
- Wrap front design | Front slit
- Maxi length
- Form hugging fit
- Stretchy knit fabric
Style Number/Barcode: 06501-0230
Category Name: Maxi Skirts
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Asymmetrical Maxi Skirt
Take it to the next level and show off a sultry and edgy look in this maxi skirt! Top it off with your fave crop top, add a denim jacket, and slip into some chic booties!
Fits & Features
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High Rise Elastic Waistband
- Smooth Jersey Knit Fabric
- Maxi Length Silhouette
- Asymmetrical High Slit
- Ample Stretch | Form Hugging Fit
Style Number/Barcode: 06501-0227
Category Name: Maxi Skirts
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise Elastic Waistband
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Wrap Me In Ruffles Maxi Skirt
Wrap yourself in ruffles and feel fun and flirty this summer! We are obsessed with this minimal maxi, pair with your favorite layers and sandals and live the simple life!
Fit & Features
- High waist fit
- Ruffled trim
- Wrap design with side button closure
- Fully lined
- Knit woven material | No stretch
- Maxi length hemline
Style Number/Barcode: 06301-0065
Category Name: Maxi Skirts
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Basic Ribbed Pencil Skirt
This ribbed maxi skirt is such a closet staple!
Fits & Features
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High Rise, Elastic Waist
- Pencil Skirt Fit I Maxi Length
- Rear Center Slit
- Lightweight Ribbed Knit Fabric
- Curve Hugging Fit I Ample Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06501-0182
Category Name: Maxi Skirts
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Rise, Elastic Waist
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Glitter Velvet Maxi Skirt
Glitter velvet will be your new fave. This maxi features a high rise elastic banded waist, a flowy long length, and a sultry thigh high slit. The skirt's velvet fabric offers moderate stretch.Style Number/Barcode: 06501-0082
Category Name: Maxi Skirts
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Darling Ditsy Floral Maxi Skirt
You'll look oh so darling in this cute ditsy floral maxi skirt! It features a high rise waist, a stretchy and smocked top, and a flowy long length. The skirt is composed of a lightweight woven fabric. Complete your look with the matching crop top!Style Number/Barcode: 06301-0022
Category Name: Maxi Skirts
Price: $4.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Room To Grow Floral Skirt
Featuring a delicate floral set against a black background, this maxi immediately draws the eye! Skirt features a back zip with hook-and-eye closure, a ruched front anchored by an adjustable bead-detailed tie, and a front slit and hem with ruffle trim. Skirt is made from a chiffon-like cotton blend with minimal stretch. Don't forget to pair it with the matching crop top!Style Number/Barcode: 06401-0059
Category Name: Maxi Skirts
Price: $4.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On Ice Asymmetrical Maxi Skirt
Keep it low-key glam in a neutral palette in this asymmetrical maxi! Skirt has a curve-hugging cut and features an elasticized waist, ruching at hip, and a high side slit. Skirt slips on and is made from a smooth, slightly shiny woven material with a fair amount of stretch. Don't forget to pair it with the matching crop top!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0056
Category Name: Maxi Skirts
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Snake Print Maxi Skirt
This maxi skirt features a high waistline, and a high thigh side slit cut out. The ruched hip gives a hugging effect to show off those curves! Skirt is composed of a soft knit material that is a snake print pattern, is form fitting and offers moderate stretch. The hem of the skirt hits above ankle and includes a smooth black mini skirt inner lining. Don't forget the matching crop top for a full on look girl!Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06501-0031
Category Name: Maxi Skirts
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Boho Flow Tiered Maxi Skirt
Feel the flow in this low-key chic tiered maxi! A-line skirt features a smocked elasticized waist and three tiers of ruffles. Pair it with the matching crop top for maximum groove! Skirt is lined, slips on, and is made from a lightweight woven material with stretch in the waist.Style Number/Barcode: 06301-0017
Category Name: Maxi Skirts
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bohemian Vibes Crochet Knit Maxi Skirt
This crochet knit maxi skirt will bring those boho vibes to your trendy festival 'fit! Designed with a high-cut side slit, style with the matching crop top for an alluring look.
Shop Matching Top: Bohemian Vibes Crochet Knit Crop Top
Fit & Features
- Sheer crochet knit fabric
- High-rise waist, tie-front detail
- High side slit
- Maxi-length hem
- Fitted silhouette
- Runs true to size
- Undergarments not included
Style Number/Barcode: 06501-1137
Category Name: Maxi Skirts
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sandy Shores Tropical Floral Maxi Skirt
This vibrant tropical floral maxi skirt will transport you to the sandy shores of a tropical paradise. With its stunning print and flattering high-rise waist, this skirt is perfect for any summer occasion. Pair with the matching top.
Fit & Features
- Tropical floral print, stretchy knit fabric
- Strapless neckline
- Fitted crop hem
- Runs true to size
Shop the Matching Top: Sandy Shores Tropical Floral Crop Top
Style Number/Barcode: 06501-000049
Category Name: Maxi Skirts
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Edgy Glam High-Rise Buckle Maxi Skirt
This buckle slit maxi skirt is the ultimate power move. Sleek fabric hugs just right while the high slit makes every step a statement, and your favorite heels, perfect for dinner meetups or casual dates.
Fit & Features
- Faux leather fabric
- High-rise waist
- Back zipper closure
- Dual front buckle trims
- High front slit
- Curve-hugging fit, maxi-length hem
- Runs true to size
Style Number/Barcode: 06401-000021
Category Name: Maxi Skirts
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Escape Floral Slit Maxi Skirt
Giving off total romantic vibes, this floral maxi skirt is flirty without trying too hard. With a high-rise waist, curve-hugging fit, and a high side slit detail, it’s the perfect blend of dreamy and effortless.
Fit & Features
- Floral print, mesh-lined fabric
- High-rise waist
- Curve-hugging silhouette
- High side slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000065
Category Name: Maxi Skirts
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free