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.

  • Fashion Boot Camp Denim Cargo Joggers

    Step up as a stylish cadet in these denim cargo joggers! The pants feature a flattering high-rise waist, side pockets, and lower cargo flap pockets with dual button closures, a jogger-style leg, and a pull strap along the cuff. Complete the look with the matching jacket for casual hangs or school! 

    Shop Matching Jacket: Fashion Boot Camp Denim Bomber Jacket

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure, belt loop accents
    • Side pockets, lower cargo flap pockets, dual button closures
    • Jogger-style leg
    • Pull tab straps along the cuff
    • Denim woven fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06302-0780

    Category Name: Women’s Bottoms

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Walk The Walk Faux Leather High-Rise Midi Skirt

    Walk the walk of chic in this faux leather midi skirt downtown to the coffee shop or restaurant! The midi skirt features a flattering high-rise waist and bodycon silhouette with a bold side slit cutout for a show of leg. Complete the look with a sleek moto jacket and booties.

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Side slit cutout
    • Midi-length hem
    • Front button and hidden zipper closure, belt loop accents
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0613

    Category Name: Women’s Bottoms

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Vibes Pinstripe Trouser Pants

    Create an iconic look and have a major it-girl moment in these pinstripe trouser pants! They feature a high-rise waist, dual front pockets, dual faux back pockets, a wide-leg silhouette, and a relaxed fit. The woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching vest or blazer to wear from the office to dinner!

    Shop Matching Tops: Iconic Vibes Pinstripe Cropped VestIconic Vibes Pinstripe Blazer

    Fit & Features

    • High-rise waist, back elastic waistband, pleating
    • Hidden front zipper, hook and bar closure
    • Dual front pockets, dual faux back pocket slits
    • Wide-leg silhouette, relaxed fit
    • Pinstripe pattern
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1334

    Category Name: Women’s Bottoms

    Price: $3.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Korrie Formal High-Rise Tulle Slit Maxi Skirt

    Special Occasion

    It's double the fun with the Korrie formal maxi skirt to showcase your fashionista at Homecoming! She features a high-rise waist, a voluminous tiered ruffle maxi-length silhouette, a sultry high front slit to show some leg, and a floor-length hem. The long skirt is composed of a tulle mesh fabric with a stretchy knit short lining. Style with the matching blazer and platform heels for a school dance or red carpet event! 

    Shop Matching Blazer: Korrie Formal Woven Crop Blazer

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Voluminous tiered ruffle maxi-length silhouette
    • High front slit
    • Floor-length hem
    • Tulle mesh fabric, short stretchy knit lining
    • Runs true to size

    Style Number/Barcode: 06501-0871

    Category Name: Women’s Bottoms

    Price: $29.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Clueless Vibes Denim Belted Mini Skirt

    Serving throwback prep with a spicy upgrade. This denim houndstooth mini skirt brings the drama with a statement belt and a mini silhouette made to steal glances.

    Fit & Features

    • Houndstooth pattern, denim cotton-blend fabric, no stretch
    • Mid-rise belted waist
    • Bodycon mini-length silhouette
    • Front button and hidden zipper closure
    • Back pockets, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06601-000007

    Category Name: Women’s Bottoms

    Price: $11.97 $39.90

    On Sale: Yes

    Availability: In Stock

    Available Color: DENIM

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Feeling The Vibe High-Rise Chenille Joggers

    Feel the cozy vibes in these chenille joggers perfect for lounging on the weekend! The jogger pants feature a high-rise elastic drawstring waist, a skinny jogger-style leg, and are crafted from ultra-soft and stretchy chenille rib knit fabric. Complete the look in the matching pajama top and cardigan for the perfect lounge sesh!

    Shop Matching Pajama Top: Chill Night Chenille Crop Tank Top

    Shop Matching Cardigan: Cuddle Time Chenille Crop Cardigan

    Fit & Features

    • High-rise elastic drawstring waist
    • Skinny jogger-style leg
    • Ultra-soft chenille rib knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 07103-0947

    Category Name: Women’s Bottoms

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Play Date High Rise Straight-Leg Pants

    Play up a cute and comfy style with these knit pants for all of your casual plans! The pants feature a flattering high-rise banded waist and a straight-leg silhouette on stretchy rib knit fabric. Complete the look with the matching cardigan.

    Shop Matching Top: Play Date Sweater Knit Cardigan

    Fit & Features

    • High-rise banded waist
    • Straight leg silhouette
    • Stretchy sweater rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2391

    Category Name: Women’s Bottoms

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Edgy Babe Coated Faux Leather Skinny Pants

    Showcase a sleek edgy style in these of-the-moment faux leather pants! They feature a high-rise fit, a corset-designed waist with front seam detailing to give the illusion of boning, a front zipper closure, skinny pant legs, and a form-hugging fit. The coated faux leather fabric offers a minimal stretch for comfortable wear. Complete the look with a cropped blouse and strappy heels.

    Fit & Features

    • High-rise fit
    • Corset-designed waist
    • Front zipper closure, hidden button closure
    • Skinny pant legs
    • Form-hugging fit
    • Coated faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1297

    Category Name: Women’s Bottoms

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Iconic Vibes Pinstripe Trouser Shorts

    Create an iconic look and have a major it-girl moment in these pinstripe trouser shorts! They feature a high-rise waist, a front button and hidden zipper closure, dual front pockets, and a relaxed fit. The woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching vest or blazer for weeknight happy hours!

    Shop Matching Tops: Iconic Vibes Pinstripe Cropped VestIconic Vibes Pinstripe Blazer

    Fit & Features

    • High-rise waist
    • Front button and hidden zipper closure
    • Dual front pockets
    • Relaxed fit
    • Pinstripe pattern
    • Woven fabric, lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0346

    Category Name: Women’s Bottoms

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Always Ahead High-Rise Flare Pants

    You'll always be ahead of the trends in these flare pants perfect for elevating your everyday look! The pants feature a flattering high-rise waist, hip-hugging fit, and flared hem on stretchy rib knit fabric. Style with the matching top.

    Shop Matching Top: Always Ahead One-Shoulder Tunic Top

    Fit & Features

    • High-rise elastic banded waist
    • Hip-hugging fit
    • Flared hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2398

    Category Name: Women’s Bottoms

    Price: $5.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keep It Tight Faux Leather Slit Midi Skirt

    A faux leather midi skirt that keeps your look sleek and tight! It features a flattering high-rise waist, a form-hugging silhouette, a sultry side slit, and a fitted hem. Complete the look in a basic bodysuit and jacket for a birthday dinner and cocktails!

    Fit & Features

    • High-rise waist 
    • Back zipper and hook-eye closure
    • Form-hugging silhouette
    • Side slit
    • Midi-length fitted hem
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0593

    Category Name: Women’s Bottoms

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Flex High-Rise Cargo Flare Denim Jeans

    Take your look to the next level in these must-have denim jeans perfect for the new season! The jeans feature a flattering high-rise waist, hip-hugging fit, cargo-style flap side pockets, and a flared hem. The jeans are composed of a dark wash denim fabric with slight color fading for a vintage-inspired look. Style the look with a sassy corset top for happy hour or a casual dinner!

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Cargo-style flap side pockets
    • Flared hem
    • Front button, hidden zipper closure, belt loop accents, dual front and back pockets
    • Dark wash cotton-blend denim, slight color fading, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06602-0462

    Category Name: Women’s Bottoms

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trish Mid-Rise Cargo Wide-Leg Jeans By Windsor Denim

    The Trish cargo jeans by Windsor Denim are the perfect base for easy outfit styling! Love your on-trend look in these flattering mid-rise jeans featuring a wide-leg silhouette with cargo-style pockets and seam detailing for extra flair. The jeans are crafted from a dark wash denim fabric with slight color fading and stretch. Complete the look in strappy sandals for a daytime outing or casual dinner!

    Fit & Features

    • Mid-rise waist
    • Wide-leg silhouette
    • Cargo-style flap pockets, seam detailing
    • Front button and hidden zipper closure
    • Seven-pocket styling, belt loop accents
    • Dark wash denim, slight color fade and stretch
    • Runs true to size

    Style Number/Barcode: 06602-0453

    Category Name: Women’s Bottoms

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Show Off Your Curves Smooth Knit Midi Skirt

    This smooth knit midi skirt will show off your curves and create an alluring silhouette. It features a high-rise waist, a midi-length hem with a high-cut side slit accent, and a form-hugging fit to flaunt your figure. The ribbed smooth knit fabric includes a full-length knit lining and offers plenty of stretch. Style this mid-length skirt with a corset top and mules for happy hour.

    Fit & Features

    • High-rise elasticized waist
    • Midi-length hem
    • High-cut side slit
    • Curve-hugging fit
    • Ribbed smooth knit fabric, full-length knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0897

    Category Name: Women’s Bottoms

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Buckle Up Baby Pleated Skort

    Serving schoolgirl but make it fashionable. With sharp pleats and a bold belt moment, this skort is your go-to for flirty fits with a little edge.

    Fit & Features

    • Denim fabric, stretchy knit shorts lining
    • High-rise belted waist, side zipper and hook-eye closure
    • Pleated mini-length skirt overlay
    • Runs true to size

    Style Number/Barcode: 06603-000059

    Category Name: Women’s Bottoms

    Price: $42.90

    Availability: In Stock

    Available Color: BEIGE

    Available Size: S, M, L

  • Trish Mid-Rise Carpenter Wide-Leg Denim Jeans

    Casual coolness is what the Trish mid-rise denim jeans are all about! They feature a flattering mid-rise waist, wide-leg silhouette, and carpenter-style strap and pocket detailing on vintage-inspired denim fabric with a slight stretch. Complete the look in a cute crop top and mules for brunch or a girl's day!

    Fit & Features

    • Mid-rise waist
    • Wide-leg silhouette
    • Carpenter-style strap, back pocket detail
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0459

    Category Name: Women’s Bottoms

    Price: $9.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Autumn Chill Crochet Wide-Leg Pants

    You'll love styling these crochet knit pants on chill autumn days! They feature a flattering high-rise elasticized waistband, a wide-leg silhouette, and ribbed cuffs. Complete the look in a basic top, cozy jacket, and slippers! 

    Fit & Features

    • High-rise elasticized waistband
    • Wide-leg silhouette
    • Ribbed cuffs
    • Crochet knit fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06502-2392

    Category Name: Women’s Bottoms

    Price: $5.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Perfect Staple Scoop Hem Mini Skirt

    This basic yet chic mini skirt is the perfect staple to have in your closet! It features a high-rise waist, a back zipper closure, a mini-length curved scoop hem, and a form-hugging fit. Dress up this mini skirt with a bodysuit, a bomber jacket, and mules for a night out bar-hopping!

    Fit & Features

    • High-rise waist
    • Vertical seam details
    • Back zipper closure
    • Mini-length scoop hem
    • Form-hugging fit
    • Woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0612

    Category Name: Women’s Bottoms

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Seamless Smooth Knit High-Rise Pencil Skirt

    This seamless smooth knit pencil skirt is a forever staple to have in your closet! It features a high-rise waist, a midi-length hem, and a form-hugging silhouette to showcase your curves. The buttery soft smooth double-lined knit fabric offers plenty of stretch for ultimate comfort. Dress the pencil skirt up with a corset top and clear mules for happy hour!

    Fit & Features

    • High-rise elasticized waist
    • Midi-length hem
    • Form-hugging silhouette
    • Double-lined smooth knit fabric, soft and seamless
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0923

    Category Name: Women’s Bottoms

    Price: $5.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Flaunting It High-Rise Corset Midi Skirt

    Show off what you've got in this captivating woven midi skirt! Drawing attention with its ultra-high rise waist, corset trim detail, and center back slit, this figure-hugging midi skirt adds a sultry edge to any look. The knee-length skirt is composed of a smooth woven fabric with minimal stretch. Complete the look in a chic blouse and flats for a cute outfit for work or business settings!

    Fit & Features

    • Ultra-high rise waist, corset trim
    • Back zipper closure
    • Figure-hugging silhouette
    • Center back slit
    • Midi-length hem
    • Smooth woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06401-0609

    Category Name: Women’s Bottoms

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Playing For Keeps Cargo Straight Leg Denim Jeans

    You'll want to keep these cargo denim jeans on rotation! The jeans feature a flattering mid-rise waist with an adjustable belt, a straight-leg silhouette, and six cargo-style flap pockets on premium denim fabric with slight stretch. Complete the look in a sassy corset top for a bar crawl with friends!

    Fit & Features

    • Mid-rise waist
    • Adjustable belt, buckle closure
    • Straight-leg silhouette
    • Six cargo flap pockets
    • Front button and hidden zipper closure, belt loops
    • Premium denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06302-0771

    Category Name: Women’s Bottoms

    Price: $6.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • The Glam Treatment Rhinestone Flare Denim Jeans

    Give yourself the glam treatment in these high-rise denim jeans! They feature a flattering high-rise waist, a hip-hugging fit, and a flared hem with an asymmetrical seam that leads to a center slit with rhinestone trim. The jeans are crafted from medium-wash denim fabric that offers a slight stretch and a color fade for a vintage effect! Style the denim jeans with a blinged crop top and heels for a birthday or night out!

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Flared hem, asymmetrical seam, center slit, rhinestone trim
    • Front button and hidden zipper closure
    • Five-pocket styling, belt loop accents
    • Medium wash denim fabric, color fade, slight stretch
    • Runs true to size

    Style Number/Barcode: 06602-0451

    Category Name: Women’s Bottoms

    Price: $6.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Sculpted Bandage Pencil Skirt

    This chic bandage pencil skirt will give you a smooth and sculpted look! It features a high-rise waist, a midi-length hem, and a curve-hugging fit to flaunt your figure. The structured bandage knit fabric offers a figure-flattering silhouette and plenty of stretch. Style this midi skirt with a corset top and stiletto heels for date night.

    Fit & Features

    • High-rise waist
    • Midi-length hem
    • Curve-hugging fit
    • Bandage knit fabric
    • Smooth and sculpted look
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0896

    Category Name: Women’s Bottoms

    Price: $5.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Big On Comfort High-Rise Cargo Joggers

    These high-rise cargo joggers will have you looking like a fashionista no matter where you go! The pants feature a slim silhouette, pleated striped panels, side pockets, and cargo-style pockets, and elasticized cuffs, you'll be stylishly equipped to take on the world. Plus, they're crafted from a brushed twill woven fabric, so you'll be comfy and cozy like a boss! Style the joggers with a crop top for daytime plans!

    Fit & Features

    • High-rise waist
    • Slim silhouette, jogger-leg
    • Pleated striped panels, elasticized cuffs
    • Front button, hidden zipper closure, belt loop accents
    • Side pockets, cargo-flap pockets, faux back pockets
    • Brushed twill woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0788

    Category Name: Women’s Bottoms

    Price: $6.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance