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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Better In Lace Bodycon Maxi Skirt
The kind of skirt that makes last-minute plans feel instantly worth it. This lace midi skirt hugs your curves with its bodycon fit and a high-cut back slit, perfect for rooftop dinners, birthday nights, and every photo dump in between. Pair with the matching corset top.
Shop Matching Top: Better In Lace Halter Corset Top
Fit & Features
- Lace fabric with knit lining, moderate stretch
- High-rise waist
- Maxi-length hem
- High-cut back slit detail
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-000134
Category Name: Maxi Skirts
Price: $32.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Western Ways Belted Denim Maxi Skirt
A little rugged, a little styled up—exactly how you like it. This denim maxi skirt brings a western edge with buckle-strap accents and a high-cut side slit that you'll love. Pair with the matching vest.
Shop Matching Top: Western Ways Studded Denim Vest
Fit & Features
- Denim fabric, slight stretch
- High-rise waist
- Side belt buckle strap accents
- High-cut side slit
- Maxi-length hem, frayed trim
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06601-000034
Category Name: Maxi Skirts
Price: $19.97 $48.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- Sale
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Cutest Charm Striped Crochet Maxi Skirt
Serving retro flirtiness and the cutest charm. This striped crochet maxi skirt hugs just right and was made for rooftop hangs, concert nights, and spontaneous photo dumps. Style with the matching crop top.
Shop Matching Top: Cutest Charm Striped Crochet Halter Top
Fit & Features
- Striped crochet knit fabric
- High-rise waist
- Maxi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000123
Category Name: Maxi Skirts
Price: $9.97 $49.90
On Sale: Yes
Availability: In Stock
Available Color: NATURAL
Available Size: L
Product Badge:- Sale
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Sunkissed Confidence Bodycon Maxi Skirt
Serving sunkissed confidence with zero effort required. This ruched maxi skirt hugs in all the right places with a sleek, sculpted fit that was made for dinner plans, rooftop cocktails, and being the best dressed without even trying. Style with the matching halter top.
Shop Matching Top: Sunkissed Confidence Plunge Halter Top
Fit & Features
- Sleek knit fabric, high stretch
- High-rise waist
- Ruched detailing
- High-cut side slit
- Maxi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-000151
Category Name: Maxi Skirts
Price: $29.90
Availability: In Stock
Available Color: CHARTREUSE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Catch Me On Vacay Tropical Floral Maxi Skirt
Booked the trip the second this skirt hit your cart. This tropical floral maxi skirt hugs in all the right places with a sleek fit that’s ready for rooftop drinks, vacation pics, and every RSVP sitting in your camera roll. Style with the matching tube top.
Shop Matching Top: Catch Me On Vacay Tropical Floral Tube Top
Fit & Features
- Knit fabric with lining, high stretch
- Large tropical floral print
- High-rise waist
- High-cut side slit
- Maxi-length hem
- Form-hugging silhouette
- Runs true to size
Style Number/Barcode: 06501-000154
Category Name: Maxi Skirts
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Worth The Double Take Mesh Maxi Skirt
This skirt walks into the room before you do. The ruched waist and high side slit bring just the right amount of drama, while the mesh fit keeps it sleek from cocktails to dinner.
Fit & Features
- Mesh fabric, sewn-in lining
- Ruched high-rise waist
- High side slit
- Flowy maxi-length silhouette
- Runs true to size
Style Number/Barcode: 06501-000167
Category Name: Maxi Skirts
Price: $34.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Cool Girl O-Ring High-Rise Maxi Skirt
Quietly bold and oh-so-trendy. This high-rise maxi skirt frames you just right with sleek lines and a smooth stretch feel—perfect for nights out, styled-up outings, or anytime you want your look to feel cool.
Shop The Matching Top: Cool Girl O-Ring Cutout Crop Top
Fit & Features
- Smooth stretch knit fabric
- Sleek high-rise waist with hoop insert
- High side slit
- Bodycon maxi silhouette
- Runs true to size
Style Number/Barcode: 06501-000079
Category Name: Maxi Skirts
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: S, L
Product Badge:- Part of a Set
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Brunch Bound Ruffle High-Low Maxi Skirt
Light, airy, and ready for wherever the day decides to go. This ruffle maxi skirt brings an effortless, breezy feel with its lightweight woven fabric and high-low flowy fit that's made for weekend brunch with your girls. Style with the matching cropped vest.
Shop Matching Top: Brunch Bound Tie-Front Cropped Vest
Fit & Features
- Lightweight woven fabric, short knit lining
- High-rise waist
- Maxi-length hem with flowy high-low silhouette
- Ruffled design
- Runs true to size
Style Number/Barcode: 06301-000011
Category Name: Maxi Skirts
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Palm Breeze Beaded Maxi Skirt
The kind of skirt that makes every destination feel a little more glamorous. Designed with a curve-skimming fit, thigh-high slit, and beaded chain detail, this maxi skirt brings effortless drama to beach dinners, resorts, and every plan in between.
Shop The Matching Top: Palm Breeze Beaded Halter Top
Fit & Features
- Slinky knit double-lined stretchy fabric
- High-rise waist with detachable beaded swag chain
- Thigh-high slit
- Curve-hugging maxi silhouette
- Runs true to size
Style Number/Barcode: 06501-000135
Category Name: Maxi Skirts
Price: $34.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
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Salt Air Breeze Crochet Maxi Skirt
This is the skirt that makes every vacation outfit look intentional. With its breezy crochet texture, leg-baring slit, and flowy fit, it's made for beachside strolls and cocktails in the cabana.
Shop The Matching Top: Salt Air Breeze Bandeau Tube Top
Fit & Features
- Texture crochet woven fabric
- Mid-rise waist with tassel ties
- Thigh-high slit
- Flowy silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06301-000012
Category Name: Maxi Skirts
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Weekend Breeze Maxi Skirt
This skirt was made for sunny forecasts and spontaneous plans. The airy gauze fabric, soft hue, and flirty high front slit make it look effortless.
Shop Matching Top: Weekend Breeze Crop Top
Fit & Features
- Gauze woven fabric
- High-rise waist
- Flowy tiered silhouette
- High front slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06301-000014
Category Name: Maxi Skirts
Price: $18.97 $44.90
On Sale: Yes
Availability: In Stock
Available Color: YELLOW
Available Size: S, L
Product Badge:- Sale
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Playing With Sultry Lace Maxi Skirt
A little daring, a little dramatic, and impossible to ignore. With sheer floral lace, a sky-high slit, and a curve-hugging waistband, this maxi skirt was made for cocktail hour, vacations, and every outfit that deserves extra attention.
Fit & Features
- Partially sheer lace fabric
- Mid-rise waist
- Thigh-high slit
- Flowy maxi silhouette
- Runs true to size
Style Number/Barcode: 06501-000161
Category Name: Maxi Skirts
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Drama In Motion Fringe Maxi Skirt
Absolutely not here to blend in. This fringe maxi skirt keeps the fit sleek up top, with a flowy, scene-stealing finish that makes every step a styling choice.
Fit & Features
- Ponte knit fabric, moderate stretch
- High-rise waist
- Back zipper closure
- Bodycon silhouette, mini-length hem
- Flowy maxi-length fringe trim
- Runs true to size
Style Number/Barcode: 06501-000160
Category Name: Maxi Skirts
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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Backroads Beauty Lace Ruffle Maxi Skirt
Made for concerts, weekend plans, and trips to the country. This tiered lace high-low maxi skirt brings soft romance to every outfit with cascading ruffles and a breezy silhouette that moves with every step.
Fit & Features
- Knit and lace fabric
- Mid-rise waist
- Tiered cascading ruffles
- High-low maxi silhouette
- Runs true to size
Style Number/Barcode: 06501-000163
Category Name: Maxi Skirts
Price: $59.90
Availability: In Stock
Available Color: NATURAL
Available Size: S, M, L
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Free Spirit Tiered Slit Maxi Skirt
Easy, breezy, and ready for every plan on the calendar. This gauze maxi skirt brings effortless movement with a high front slit, adjustable drawstring waist, and a flowy fit made for beach days, brunch, and weekend escapes.
Fit & Features
- Airy gauze woven fabric
- High-rise waist with drawstring tie
- High front slit
- Flowy tiered silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06301-000017
Category Name: Maxi Skirts
Price: $18.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Villa Nights High Slit Maxi Skirt
The kind of outfit that makes every entrance stunning. This maxi skirt features a beaded cinch waist accent, thigh-high slit, and flowy fit that effortlessly goes from vacation dinners to special occasion plans.
Shop The Matching Top: Villa Nights Halter Crop Top
Fit & Features
- Slinky knit double-lined knit stretchy fabric
- High-rise waist with beaded cinch accent
- Thigh-high front slit
- Flowy silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000181
Category Name: Maxi Skirts
Price: $36.90
Availability: In Stock
Available Color: WHITE
Available Size: S, M, L
Product Badge:- Part of a Set
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Check Please Plaid Slit Maxi Skirt
Plaid just got a better plot twist. This slit maxi skirt pairs a flowy, A-line fit with a classic pattern for a fresher take on fall dressing. Pair it with a bodysuit or an oversized jacket, and let the skirt make a statement.
Fit & Features
- Plaid pattern, woven fabric, short woven lining
- High-rise waist, side zipper and hook-eye closure
- High front slit detail
- Flowy A-line fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06301-000019
Category Name: Maxi Skirts
Price: $44.90
Availability: Out of Stock
Product Badge:- Ships Free
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Wild Side Zebra Print High-Slit Maxi Skirt
Serving confidence with a little bit of chaos. This zebra print mesh maxi skirt brings all the drama with a high-cut side slit and flowy fit made for statement-making plans. Style with the matching tie-front top.
Shop Matching Top: Wild Side Zebra Print Tie-Front Top
Fit & Features
- Zebra print sheer mesh fabric, high stretch
- Built-in knit panty lining
- High-rise waist
- Wrap-front design, high-cut side slit
- Maxi-length hem
- Flowy silhouette
- Runs true to size
Style Number/Barcode: 06501-000174
Category Name: Maxi Skirts
Price: $39.90
Availability: In Stock
Available Color: ZEBRA
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Destination Glam Abstract Print Maxi Skirt
Booked, busy, and dressed like the destination. This abstract print maxi skirt features a ruched waist and high-cut side slit that creates a flowy fit for rooftop dinners, resort nights, and every plan in between. Pair with the matching halter top.
Shop Matching Top: Destination Glam Abstract Print Halter Top
Fit & Features
- Sleek knit fabric, high stretch
- Abstract print
- High-rise waist, ruched detailing
- High-cut side slit
- Maxi-length hem
- Flowy A-line silhouette
- Runs true to size
Style Number/Barcode: 06501-000180
Category Name: Maxi Skirts
Price: $49.90
Availability: In Stock
Available Color: MULTI
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Poolside Priority Slit Maxi Skirt
This skirt practically comes with a boarding pass. Featuring a flirty mid-rise waist, curve-hugging fit, and a leg-baring high-front slit, it's the kind of look that belongs at pool parties, vacations, and every photo op in between.
Shop Matching Top: Poolside Priority Tie Front Top
Fit & Features
- Stretchy knit fabric
- Mid-rise waist
- High front slit
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000157
Category Name: Maxi Skirts
Price: $12.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: YELLOW
Available Size: L
Product Badge:- Sale
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Floral Mood Mesh Maxi Skirt
Florals with a little edge. This mesh lace-up maxi skirt brings a sleek bodycon fit, lined stretch feel, and back slit detail made for plans that need a stronger outfit. Style with the matching tube top.
Shop Matching Top: Floral Mood Mesh Lace-Up Tube Top
Fit & Features
- Mesh fabric with full-length knit lining, high stretch
- Large floral print
- High-rise elasticized waist
- Back slit accent
- Maxi-length hem
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-000133
Category Name: Maxi Skirts
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Booked For Sunset Slit Maxi Skirt
The dress code just got a little more interesting. This ruched maxi skirt pairs a dramatic thigh-high slit with floral applique details and a flowy silhouette that was made for vacations, sunset cocktails, and parties.
Shop Matching Top: Booked For Sunset Halter Crop Top
Fit & Features
- Smooth knit stretchy fabric
- Ruched mid-rise waist
- Flower inset
- Thigh-high slit
- Flowy maxi silhouette
- Runs true to size
Style Number/Barcode: 06501-000156
Category Name: Maxi Skirts
Price: $34.90
Availability: Out of Stock
Product Badge:- Ships Free
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Pattern Play Gingham Plaid A-Line Maxi Skirt
Longer lines are having their fall moment. This A-line maxi skirt pairs a clean drop waist seam with a gingham plaid pattern for a silhouette that feels polished, current, and easy to layer into autumn looks. The shape gives boots and fitted knits plenty of room to do their thing.
Fit & Features
- Gingham plaid pattern, airy woven fabric
- Drop waist seam, mid-rise design
- Back zipper and hook-eye closure
- A-line silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06301-000022
Category Name: Maxi Skirts
Price: $44.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
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Gleam On High Slit Beaded Maxi Skirt
Beaded trim and a high side slit give this maxi skirt its standout finish. The fitted silhouette is shaped with ruched detailing for a clean, streamlined look. Add the coordinating halter top to carry the embellishment through.
Shop Matching Top: Gleam On Cowl Neck Beaded Halter Top
Fit & Features
- Smooth knit stretchy fabric
- Fitted maxi silhouette
- High side slit
- Ruched detailing
- Beaded trim
- Runs true to size
Style Number/Barcode: 06501-000244
Category Name: Maxi Skirts
Price: $44.90
Availability: Out of Stock
Product Badge:- Ships Free