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.

  • Remy High-Rise Frayed Hem Shorts

    Add a little stylish edge to your everyday casual looks with the Remy frayed denim shorts. They feature a high-rise waist, subtle destructed detailing, and a frayed hem. The shorts offer a semi-cheeky fit with a moderate stretch. Style with a basic bodysuit and slides.

    Fit & Features

    • High-rise waist
    • Subtle distressing, frayed hem
    • Semi-cheeky fit
    • Five-pocket and belt loop design
    • Front button, hidden zipper closure
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06603-0300

    Category Name: Women’s Bottoms

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Remy High-Rise Distressed Shorts

    The Remy distressed denim shorts are a classic staple for casual everyday looks. They feature a high-rise waist, subtle destructed detailing, and a raw-cut hem. The shorts offer a semi-cheeky fit with a moderate stretch. Style with a crop top and sandals.

    Fit & Features

    • High-rise waist
    • Five-pocket and belt loop design
    • Front button, hidden zipper closure
    • Subtle distressing, raw-cut hem
    • Semi-cheeky fit
    • Denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06603-0301

    Category Name: Women’s Bottoms

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Desert Queen Boho Flare Pants

    You're the queen of the desert in these boho flare pants featuring an elasticized high-rise waist and a form-fitting silhouette. Complete the look in the matching top for the perf music festival outfit! 

    Shop The Matching Top: Desert Queen Boho Halter Top

    Fit & Features

    • High-rise elasticized waist
    • Form-fitting silhouette
    • Flare hem
    • Boho-inspired print
    • Pull-on/off styling
    • Fits true to size

    Style Number/Barcode: 06502-0717

    Category Name: Women’s Bottoms

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Carefree High Rise Flare Denim Pants

    Nothing can stop you today when your fit is on point! These flare denim pants feature a high-rise waist and pintuck front detailing on a form-fitting silhouette. Complete the look in a corset top for a trendy coffee run. 

    Fit & Features

    • High rise waist
    • Form-fitting silhouette
    • Pintuck front detailing
    • Flare hem
    • Front button and hidden zipper closure
    • Two front pockets, faux back pockets
    • Denim-lined fabric, minimal stretch, fits true to size

    Style Number/Barcode: 06602-0346

    Category Name: Women’s Bottoms

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ally High Rise Denim Mini Skirt by Windsor Denim

    A tried and true staple. The Ally High Rise Denim Mini Skirt by Windsor Denim is perfect for dressing up or down! She features edgy distressed accents and a bodycon silhouette on vintage-inspired rigid denim fabric with minimal stretch. Complete the look in a casual tee and booties for a girl's day out.

    Fit & Features

    • High-rise waist
    • Distressed accents
    • Bodycon silhouette, mini hemline
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Vintage-inspired rigid denim, minimal stretch
    • Fits true to size

    Style Number/Barcode: 06601-0055

    Category Name: Women’s Bottoms

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Coffee Break Smock Tie Waist Joggers

    The perfect woven joggers to throw on and get your coffee break on! They feature a high-rise smocked waist with a tie closure, front and back pockets, and a loose-fit leg with smocked cuffs. Complete the look in a trendy denim jacket.

    Fit & Features

    • High-rise smocked waist, tie closure
    • Front and back pockets
    • Loose-fit leg
    • Smocked cuffs
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0639

    Category Name: Women’s Bottoms

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • In The Bag High Rise Denim Shorts

    You've got style in the bag! These cute high-rise denim shorts feature a paper bag elasticized waist, trendy distressed accents, and a cuffed hem on vintage-inspired medium wash denim. Complete the look in a basic tee and sneakers.

    Fit & Features

    • High-rise paper bag elasticized waist
    • Distressed accents, cuffed hem
    • Front single button and hidden zipper closure
    • Four-pocket styling, belt loop accents
    • Vintage-inspired medium wash denim
    • Minimal stretch
    • Fits true to size

    Style Number/Barcode: 06603-0272

    Category Name: Women’s Bottoms

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Babe High-Rise Mini Skirt

    You'll be such a trendy babe in this bold printed mini skirt. It features a high-rise waist, a back zipper closure, a short side slit, and a mini-length, fitted, A-line silhouette. The lightweight woven fabric showcases an all-over zebra print pattern and includes a full lining. Style with a cute crop top and lace-up heels.

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Side slit
    • Mini-length, fitted, A-line silhouette
    • Zebra print
    • Woven fabric, woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06301-0111

    Category Name: Women’s Bottoms

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Day Trip Twist Cutout Linen Romper

    Take a day trip looking so cute in this linen romper! It features a sleeveless, v-neck, adjustable spaghetti straps, a twisted cutout bodice on high-waist flowy shorts, and a partial open-back design with tie-closure. Complete the look in trendy wedges.

    Fit & Features

    • Sleeveless, v-neck, adjustable spaghetti straps
    • Twisted cutout bodice
    • Partial open-back, tie-closure
    • Flowy high-waist shorts
    • Linen fabric
    • Fits true to size

    Style Number/Barcode: 06303-0190

    Category Name: Women’s Bottoms

    Price: $5.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Harper Mid-Rise Skinny Jeans by Windsor Denim

    Fits like a dream and goes with everything! Say hello to the Harper Mid-Rise Skinny Jeans By Windsor Denim. They feature trendy distressed accents on the skinny-leg design and an ankle grazer hem on vintage-inspired medium wash denim fabric. Complete the look in a cute sweater top and sneakers for a casual hang. 

    Fit & Features

    • Mid-rise waist
    • Distressed accents
    • Skinny-leg design, ankle grazer hem
    • Classic five-pocket styling, belt loop accents
    • Front button and hidden zipper closure
    • Vintage medium wash denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0322

    Category Name: Women’s Bottoms

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Walking The Walk Faux Leather Straight Leg Pants

    In these faux leather pants, you'll be walking the walk of cool-effortless style! They feature a flattering high-rise waist and straight-leg silhouette on coated faux leather fabric that offers a sleek look for workwear or everyday 'fits. Complete the look in a smooth bodysuit and block heels.

    Fit & Features

    • High-rise waist
    • Straight-leg silhouette
    • Front button and hidden zipper closure
    • Faux front pockets, functional back pockets
    • Coated faux leather fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06402-1372

    Category Name: Women’s Bottoms

    Price: $39.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Best Seller
  • Remy High-Rise Destructed Cut-Off Shorts

    The Remy destructed cut-off shorts will be your fave pair of the season! They feature a high-rise waist, trendy distressed detailing down the front, and a frayed, cut-off hem. The denim fabric offers a minimal stretch. Complete your casual everyday look with a cropped graphic tee and sneakers.

    Fit & Features

    • High-rise waist
    • Destructed detailing, frayed cut-off hem
    • Form-hugging fit
    • Five-pocket and belt loop design
    • Front button-down closure
    • Denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0297

    Category Name: Women’s Bottoms

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Fab High Waist Denim Shorts

    These denim shorts are all you need to nail an edgy fab vibe! These bold must-haves feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, heavy destruction, and a raw edge hem. The denim shorts offer a form hugging fit with slight stretch. Complete look with a fringe vest and boots

    Fit & Features

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

    Style Number/Barcode: 06603-0293

    Category Name: Women’s Bottoms

    Price: $10.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Challis Boho Slit Midi Skirt

    Show off some skin this spring! Create an effortless look in this casual midi skirt featuring a high-rise waist, back zipper closure, and a flirty front slit on challis boho print fabric. Complete the look in lace-up heels for a daytime outing.

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Front slit
    • Midi-length hem
    • Challis boho-inspired print
    • Woven fabric, no stretch
    • Fits true to size

    Style Number/Barcode: 06301-0120

    Category Name: Women’s Bottoms

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Distressed Cut-Off Denim Shorts

    This trendy pair of denim shorts will be a style staple of the season! They feature a high-rise waist, front distressed detailing, and a frayed, cut-off hem. The denim fabric offers a rigid fit with no stretch. Style with a cropped graphic tee and sneakers.

    Fit & Features

    • High-rise waist
    • Front distressing
    • Frayed, cut-off hem
    • Five-pocket and belt loop design
    • Front button and hidden zipper closure
    • Denim fabric, rigid fit, no stretch
    • Runs true to size

    Style Number/Barcode: 06603-0292

    Category Name: Women’s Bottoms

    Price: $10.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Let's Get Together Tiered Maxi Skirt

    You and this maxi skirt must get together soon! Start prepping for brunch under the sun in this maxi skirt featuring a high-rise waist, tiered design, and a flowy silhouette. Complete the look in the matching top.

    Shop Matching Top: Let's Get Together Twist Crop Top

    Fit & Features

    • High-rise waist
    • Tiered design
    • Flowy silhouette
    • Pull-on/off styling
    • Gauze woven fabric
    • Runs true to size

    Style Number/Barcode: 06501-0572

    Category Name: Women’s Bottoms

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Perfect Day High Waist Denim Shorts

    These denim shorts are all you need for the perfect day! These cute must-haves feature a high-rise waist, a single button with hidden zipper closure, a traditional five-pocket with belt loop design, moderate destruction, and a raw edge hem. The light wash denim shorts offer a form-hugging fit with slight stretch. Complete look with a fringe vest and boots

    Fit & Features

    • High-rise waist
    • Moderate destruction
    • Form-hugging fit, raw-edge hem 
    • Single-button with zipper closure
    • Traditional five-pocket belt loop design 
    • Light wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0295

    Category Name: Women’s Bottoms

    Price: $10.97 $27.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Reese High Waist Button Denim Shorts by Windsor Denim

    Take on the day in shorts by Windsor Denim that will quickly become your fav staple piece! The shorts feature a high-rise waist, a multi-button down front, a traditional five-pocket with belt loop design, and a raw edge cut-off hem. The shorts are composed of an acid wash denim fabric that offers a form hugging fit with minimal stretch. Complete look with a bodysuit and sandals. 

    Fit & Features

    • High rise waist
    • Distressed accents
    • Raw cut off hem
    • Multi-button down front
    • Traditional five-pocket with belt loop design 
    • Acid wash denim fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06603-0229

    Category Name: Women’s Bottoms

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Harley Chain-Detail Denim Mini Skirt by Windsor Denim

    Amp up your denim collection with this edgy-chic mini skirt! The jean skirt by Windsor Denim features a high-rise waist, tiered chain-link details on the sides, a short, frayed hem, and a curve-hugging fit. Style this skirt with a basic bodysuit and trendy shades.

    Fit & Features

    • High-rise waist
    • Side grommets, tiered chain-link design
    • Mini-length frayed hem, form-hugging fit
    • Five-pocket and belt loop design
    • Front button, hidden zipper closure
    • Light wash denim fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06601-0053

    Category Name: Women’s Bottoms

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Cutest Look Floral Mini Skirt

    Get the cutest look for spring dates in this adorable mini skirt. It features a high-rise waist, smocked detailing throughout, a mini-length ruffled hem, and an all-over dainty ditsy floral print. Style with the matching crop top and a pair of mules.

    Shop Matching Top: The Cutest Look Floral Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Smocked detailing
    • Mini-length ruffled hem
    • Form-hugging fit
    • Ditsy floral print
    • Textured crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06301-0122

    Category Name: Women’s Bottoms

    Price: $4.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Here To Play Halter Skater Romper

    Perfect for day or night play, this cute romper combines comfort with head-turning appeal. This flirty, figure-flattering piece features a daring plunge neckline and playful skater silhouette that moves with you.

    Fit & Features

    • Smooth knit, stretchy fabric
    • Plunge halter neckline, tie closure
    • Flowy skater silhouette
    • Short hem
    • Runs true to size

    Style Number/Barcode: 06503-000060

    Category Name: Women’s Bottoms

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Tropical Toucan Strapless Jumpsuit

    Slip on this tropical mesh jumpsuit for instant island vibes! It features a strapless straight across neckline, chic ruched detailing down the sides of the top, a fitted high waist seam, straight pant legs with a flowy fit, and a palm leaf print on sheer mesh knit fabric with a moderate stretch. Complete the look with strappy sandals and oversized sunglasses.

    Shop Matching Top: Tropical Toucan Mesh Crop Top

    Shop Matching Bottoms: Tropical Toucan Ruched Mini Skirt

    Shop Matching Duster: Tropical Toucan Long Mesh Duster

    Fit & Features

    • Strapless straight across elasticized neckline
    • Ruching down the sides of the top
    • Fitted high waist elasticized seam
    • Straight pant legs, flowy fit
    • Palm leaf print
    • Sheer mesh fabric, full knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0779

    Category Name: Women’s Bottoms

    Price: $20.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Summer Pop Tie-Dye Stripe Halter Jumpsuit

    Add a pop of summer's favorite print to your closet! This trendy tie-dye stripe halter jumpsuit features a sleeveless, plunge v-neck, dual tie-back closures on an alluring open-back, and a fitted empire waist with side pockets and a jogger style leg. Complete the look with a cute handbag.

    Fit & Features

    • Sleeveless, plunge halter v-neck
    • Open-back, dual tie-back closures
    • Fitted empire waist, side pockets
    • Jogger style legs
    • Tie-dye striped pattern
    • Partial satin-lining, no stretch
    • Fits true to size

    Style Number/Barcode: 06302-0201

    Category Name: Women’s Bottoms

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Classic Sleek Bodycon Mini Skirt

    Amp up your night-out looks with this classic and sleek faux leather mini skirt. It features a high-rise waist, vertical seam detailing down the front, and a short, curve-hugging, bodycon silhouette. Style this skirt with strappy stilettos.

    Fit & Features

    • High-rise waist
    • Vertical seam details
    • Back zipper closure
    • Mini-length, form-fitting silhouette
    • Coated faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0452

    Category Name: Women’s Bottoms

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale