Women’s Bottoms

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Women’s Bottoms That Flex With Every Fall Mood

From cozy brunches to night-out plans, Windsor’s women’s bottoms bring style, comfort, and versatility to every cool-weather look. Whether you’re dressing for the office, a fall wedding, or a coffee run, these must-have styles are made to move with you.

Trend-Forward Skirts, Pants & Shorts

Flowy midi and maxi skirts in satin, velvet, or autumn florals bring polished energy to holiday parties and seasonal getaways. Pleated minis and wrap skirts pair perfectly with turtlenecks or puff-sleeve blouses for a flirty, feminine fit. Skorts deliver the ease of shorts with the charm of a skirt—ideal for days on the go.

Wide-leg pants, faux leather pants, hot shorts, and tailored high-waist trousers strike the balance between effortless and elevated. For a bolder twist, reach for styles with metallic hardware, fringe accents, or rhinestone-embellished denim.

Utility Meets Style

Cargo pants and skirts bring street-style edge to your fall wardrobe. Pair them with fitted bodysuits, cropped sweaters, or graphic tees for weekend adventures or concert-ready flair.

Everyday Essentials to Mix & Match

From soft knits to sleek faux leather, Windsor’s collection of women’s bottoms has the textures and silhouettes to style your every plan. Complete your look with boots, heels, or sneakers, and layer with faux leather jackets or cozy dusters for a finish that feels fresh and intentional.

Ready to upgrade your rotation? Shop the full edit of women’s bottoms online, in-app, or at your nearest Windsor store.

  • High-Rise Distressed Cuffed Shorts by Windsor Denim

    Elevate your style with high-rise shorts that make a stylish impression! The shorts by Windsor Denim feature a high-rise waist, light distressing, and cuffed hem on medium wash denim fabric. Complete look with a bodysuit and wedges

    Fit & Features

    • High-rise waist 
    • Light distressing
    • Cuffed hem
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design
    • Medium wash denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0156

    Category Name: Women’s Bottoms

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dreaming Of Paradise Maxi Skirt

    This beautiful maxi skirt will have you dreaming of jetting off to paradise! It features a high-rise waist, a chic thigh-high front slit, a flowy silhouette, and a trendy all-over tropical leaf print. Style this skirt with a crop top and a floppy hat for a vacay-ready look!

    Fit & Features

    • High-rise elastic banded waist
    • Thigh-high front slit
    • Flowy fit
    • Knit fabric, moderate stretch, tropical leaf print
    • Runs true to size

    Style Number/Barcode: 06501-0445

    Category Name: Women’s Bottoms

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Reese High Rise Cut Off Denim Shorts By Windsor Denim

    Curve-conscious and flattering, you can't go wrong this season in the Reese high-rise denim shorts by Windsor Denim! They feature a super high-rise waist, distressed accents, and a trendy cut-off style hem on premium vintage-inspired jean fabric. Complete the look in a flirty crop top and sandals.

    Fit & Features

    • Super high-rise waist
    • Distressed accents
    • Cut-off style hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Premium vintage-inspired denim fabric
    • Fits true to size

    Style Number/Barcode: 06603-0262

    Category Name: Women’s Bottoms

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • High Waist Faux Leather Paperbag Pants

    Make it edgy and glam with these trendy pants! These must-have pants feature a high-rise paper bag waist with a tie-waist belt, slant pockets, and a skinny straight leg. The pants are composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete the look with a rhinestone bustier to create a glam date night outfit.

    Fit & Features

    • High-rise paper bag waist
    • Front hidden button, zipper, and hook and bar closure
    • Tie-waist belt
    • Slant pockets
    • Skinny straight leg
    • Faux leather fabric with a moderate stretch, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06502-0505

    Category Name: Women’s Bottoms

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Favorite Pair High-Rise Cutoff Shorts

    Make these cute shorts your new favorite pair this season. The shorts feature a high-rise fitted waist, on-trend destructed detailing, and a cutoff hem. The denim fabric offers a moderate stretch for comfortable wear. Complete the look with a crop top and combat boots.

    Fit & Features

    • High-rise waist
    • Destructed detailing, cutoff hem
    • Form-hugging fit
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design 
    • Cotton-blend denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06603-0308

    Category Name: Women’s Bottoms

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Must-Have Basic Biker Shorts

    Show off your curves but keep it casual in this pair of biker shorts! They're composed of a soft knit with plenty of stretch and an elastic waist. Wear with a graphic tee for a relaxed rocker babe look.

    Fit & Features

    • High-rise elastic waist
    • Soft knit
    • Plenty of stretch
    • Figure-hugging fit
    • Runs true to size

    Style Number/Barcode: 06503-0341

    Category Name: Women’s Bottoms

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirt on Repeat Ruffle Skort

    Made to twirl, tease, and totally steal the spotlight. This ruffle mini skort is flirty with just enough edge—and yes, it comes with built-in shorts so you can actually move.

    Fit & Features

    • Abstract print, mesh fabric, stretchy knit shorts lining
    • Mid-rise waist
    • Form-hugging fit
    • Ruffled mini skirt overlay
    • Runs true to size

    Style Number/Barcode: 06503-000114

    Category Name: Women’s Bottoms

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BROWN

    Available Size: L

    Product Badge:
    • Sale
  • Cocktail Hour Ruched Slit Mini Skirt

    This mini skirt gives dressy vibes for cocktail hour! It features a high rise waist, and a curve-defining side ruching with an adjustable drawstring and slit accent on the fitted silhouette. Composed of slinky knit fabric with a moderate stretch. Style with fab booties and bodysuit.

    Fit & Features

    • High rise waist
    • Side ruching, adjustable drawstring
    • Slit accent, fitted silhouette
    • Mini-length hem
    • Slinky knit fabric, moderate stretch
    • Fits true to size

    Style Number/Barcode: 06501-0633

    Category Name: Women’s Bottoms

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • You've Got Flare High Rise Jeans

    Did something catch your eye? Cause these high-rise jeans are calling your name! They feature a curve-hugging silhouette with a raw flared hem on vintage-inspired dark wash denim with slight color fading. Complete the look in a flirty tie-front top and sandals.

    Fit & Features

    • High-rise waist
    • Curve-hugging silhouette
    • Flare raw hem
    • Classic five-pocket styling, belt loop accents
    • Front button and hidden zipper closure
    • Vintage dark wash denim, slight color fading, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0299

    Category Name: Women’s Bottoms

    Price: $17.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fresh And Flirty Floral Romper

    Get a fresh and flirty summertime look with this adorable floral printed romper. It features a sleeveless V-neckline with a tie-front design, spaghetti straps, a front waist cutout, a fitted high waist seam, and flowy shorts with a cute ruffled hem. Style with a denim jacket and strappy sandals.

    Fit & Features

    • Sleeveless V-neckline, tie-front
    • Spaghetti straps
    • Front waist cutout
    • Fitted high waist seam
    • Flowy shorts, ruffled hem
    • Floral print, lightweight gauze fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0209

    Category Name: Women’s Bottoms

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Reese High Rise Destructed Denim Shorts By Windsor Denim

    Take on the day with destructed shorts that bring the edge to your look! The mom-styled shorts feature a high-rise waist, a single-button with zipper closure, a traditional five-pocket with belt loop design, heavy destruction throughout, and a cutoff hem. Complete the look with a floral off-the-shoulder top

    Fit & Features

    • High rise waist
    • Heavy destruction 
    • Cutoff hem 
    • Single-button with zipper closure 
    • Traditional five-pocket with belt loop design 
    • Form hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06603-0151

    Category Name: Women’s Bottoms

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Free Spirit Crochet Waist Jumpsuit

    A free spirit like you is in need of this effortless boho jumpsuit featuring a sleeveless, plunge v-neck, halter tie-closure, open-back, a crochet waist, and a flowy wide-leg silhouette. Complete the look in wedges for a day date.

    Fit & Features

    • Sleeveless, plunge v-neck
    • Halter tie closure
    • Open-back
    • Crochet waist accent
    • Flowy, wide-leg silhouette
    • Gauze woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06302-0624

    Category Name: Women’s Bottoms

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Too Cute to Handle Straight Leg Bow Denim Jeans

    When your jeans flirt harder than your DMs. These straight-leg denim pants serve classic mid-rise vibes with a cheeky twist—aka embroidered bows that steal the show from the back.

    Fit & Features

    • Light wash denim, slight stretch
    • Mid-rise waist and belt loop accents, three-pocket styling
    • Straight-leg fit
    • Embroidered bow details on back pockets
    • Front button and hidden zipper closure
    • Runs true to size

    Style Number/Barcode: 06602-000010

    Category Name: Women’s Bottoms

    Price: $19.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Zip Front Faux Leather Skirt

    A zip front faux leather skirt is necessary to amp up your wardrobe! Dress up for a night out with the squad while keeping it chic in this skirt. Style this high waist skirt with a pop of animal print and sleek stiletto heels. The skirt features a center zippered front, a short fitted look, and composed of faux leather fabric. 

    Fits & Features

    • High rise fit
    • Complete zip front
    • Pleated details
    • Short, fitted look
    • Faux leather composition
    • Moderate stretch, form-hugging Style

     

    Black Skirt: Model is 5'8.5" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.

    Red Skirt: Model is 5'9" with a 31.5" bust,  24.5" waist and 35.5" hips. She is wearing a size small.

    Style Number/Barcode: 06401-1458

    Category Name: Women’s Bottoms

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blossom Beauty Floral Romper

    Blossom with beauty in this adorable strapless romper! It features a straight across elasticized neckline, a high waist seam, flowy shorts, and a pretty all-over floral print. The soft brushed knit fabric offers plenty of stretch for comfortable wear. Complete your spring-ready look with espadrille sandals.

    Fit & Features

    • Strapless straight across elasticized neckline
    • Elasticized high waist seam
    • Flowy shorts
    • Floral print
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06503-0976

    Category Name: Women’s Bottoms

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Remy High Rise Cut Off Shorts By Windsor Denim

    Showcase your cute curves in the Remy jean shorts by Windsor Denim! They feature a flattering high-rise waist, cut-off style hem, and a vintage-inspired color fade effect on premium denim fabric. Complete the look in a flirty crop top for a beach day.

    Fit & Features

    • High-rise waist
    • Cut-off style hem
    • Color fade effect
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Form-hugging, denim fabric
    • Fits true to size

    Style Number/Barcode: 06603-0278

    Category Name: Women’s Bottoms

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Basic High Waist Fleece Shorts

    Keep it basic and cozy with fleece shorts that are comfy for lounging in! The shorts feature a high-rise waist, a drawstring, side pockets, and a cheeky bottom. The shorts are composed of a soft-to-the-touch fleece fabric that offers a relaxed fit with moderate stretch. Complete the look with the matching cropped hoodie.

    Shop Matching Hoodie: Basic Cropped Fleece Hoodie

    Fit & Features

    • High-rise waist
    • Drawstring
    • Side pockets
    • Cheeky bottom
    • Fleece fabric
    • Relaxed fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06503-0247

    Category Name: Women’s Bottoms

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chloe High Rise Distressed Denim Shorts By Windsor Denim

    Showcase your best assets in the Chloe high-rise denim shorts by Windsor Denim perfect for a warm-weather day! She features a flattering high-rise waist, trendy distressed accents along the front and back, a roll cuff raw hem, and is composed of premium light wash denim fabric with a form-hugging fit and moderate stretch. Complete the look in a crop top and mules.

    Fit & Features

    • High-rise waist
    • Distressed accents along the front and back
    • Roll cuff raw hem
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Light wash denim fabric, moderate stretch
    • Form-hugging and fits true to size

    Style Number/Barcode: 06603-0249

    Category Name: Women’s Bottoms

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Can't Blend In Mid-Rise Camouflage Denim Skort

    This one’s giving combat cutie. With built-in shorts and a statement belt, this camo denim skort is ready for concerts or weekend fun.

    Fit & Features

    • Camouflage print, denim cotton fabric, stretchy knit shorts lining
    • Mid-rise belted waist
    • Front flap pockets, 93' embroidered patch detail
    • Form-hugging fit, frayed mini-length hem
    • Front button and hidden zipper closure, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06603-000089

    Category Name: Women’s Bottoms

    Price: $39.90

    Availability: In Stock

    Available Color: CHARCOAL

    Available Size: XS, S, M, L

  • Social Linen Fringe Mini Skirt

    Make the plans. Get trendy with your look in this linen mini skirt featuring a high-rise waist, fringed hem, and a bodycon fit. Complete the look in the matching top.

    Shop Matching Top: Social Linen Tie Strap Crop Top

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Fringed hem
    • Bodycon fit
    • Linen-lined woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0107

    Category Name: Women’s Bottoms

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Island-Ready Printed Mini Skirt

    Look like you're ready to jet set off on an island getaway in this printed mini skirt! It features a high-rise waist, a short, curve-hugging silhouette, and a chic front dual slit design. The all-over palm leaf print brings those vacay vibes. Style with the matching crop top!

    Shop Matching Top: Island Ready Printed Tie-Front Top

    Fit & Features

    • High-rise banded waist
    • Mini-length, form-fitting silhouette
    • Front dual slit design
    • Palm leaf print
    • Brushed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0634

    Category Name: Women’s Bottoms

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Remy High-Rise Cut-Off Denim Shorts by Windsor Denim

    Make sure to add these Remy cut-off denim shorts to your summer wardrobe! This pair by Windsor Denim features a high-rise waist, front-destructed detailing, a cut-off, frayed hem, and a form-hugging fit. Style with a cropped graphic tee and sandals.

    Fit & Features

    • High-rise waist
    • Destructed detailing on the front
    • Cut-off, frayed hem
    • Form-hugging fit
    • Five-pocket and belt loop design
    • Front button closure
    • Light wash denim fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0264

    Category Name: Women’s Bottoms

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Cutest Vibe Ditsy Floral Romper

    Showcase the cutest vibe this summer season in this ditsy floral printed romper. It features short fitted cap sleeves, a V-neckline, center ruching with an adjustable drawstring, a high waist seam with a front cutout, and flowy shorts. Style this romper with a classic denim jacket and espadrille sandals.

    Fit & Features

    • Short cap sleeves
    • V-neckline
    • Center ruched detailing, adjustable drawstring
    • High waist seam, front cutout
    • Flowy shorts
    • Ditsy floral print
    • Brushed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06503-0979

    Category Name: Women’s Bottoms

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Capture Hearts Mesh Mini Skirt

    Capture hearts in this gorgeous floral printed mini skirt! It features a high-rise waist with a thin elastic band, side ruched detailing, and a short, curve-hugging fit. The sheer mesh fabric includes a full knit lining and an all-over blooming rose print. Style this skirt with the matching crop top for the perf date night look.

    Shop Matching Top: Capture Hearts Mesh Crop Top

    Fit & Features

    • High-rise waist, elastic band
    • Side ruching
    • Mini-length, form-fitting silhouette
    • Rose print
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0546

    Category Name: Women’s Bottoms

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale