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.

  • Chic Confidence Straight-Leg Trouser Pants

    Strut with chic confidence in these trouser pants perfect for work hours and happy hour with the girls! They feature a flattering high-rise waist, hidden side pockets, pleating down the front, and a straight-leg silhouette. Complete the look in a trendy floral top and heels.

    Fit & Features

    • High-rise waist, back elasticized band
    • Hidden side pockets
    • Hidden front zipper and slide hook closure
    • Pleating down the front
    • Straight-leg silhouette
    • Smooth woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1288

    Category Name: Women’s Bottoms

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Curve Alert Ruched Mini Skirt

    Let your curves draw all the attention in this mini skirt perfect for date nights! Featuring a high-rise waist and side ruched seams that accentuate your figure along the bodycon silhouette. The lined knit fabric offers plenty of stretch. Complete the look in a flirty statement crop top and sandals.

    Fit & Features

    • High-rise elasticized waist
    • Side ruched seams
    • Bodycon silhouette
    • Mini-length hem
    • Lined knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0853

    Category Name: Women’s Bottoms

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sweet Intentions Floral Skater Skirt

    Show off your sweet side in this adorable skater skirt! It features a high-rise smocked waist with an adjustable drawstring, pleated detailing, and a short, fit and flare silhouette. The woven fabric features an all-over ditsy floral print pattern. Style with the matching tube top for a brunch-ready look.

    Shop Matching Top: Sweet Intentions Floral Tube Top

    Fit & Features

    • High-rise smocked waist, elastic waistband
    • Adjustable drawstring
    • Pleated detailing
    • Short hem, fit and flare silhouette
    • Ditsy floral print
    • Woven fabric, full knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06301-0133

    Category Name: Women’s Bottoms

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Prep It Up Ruffled Plaid Mid-Rise Skort

    This ruffled plaid mini is here to play. With a flattering mid-rise waist and adjustable drawstring, it's giving effortless style with a flirty ruffled short silhouette.

    Fit & Features

    • Plaid print, cotton woven fabric, stretchy short knit lining
    • Mid-rise waist with an adjustable drawstring tie
    • Tiered ruffle silhouette
    • Short hem
    • Runs true to size

    Style Number/Barcode: 06303-000016

    Category Name: Women’s Bottoms

    Price: $11.97 $34.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLUE

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Island Guru Pleated Wide Leg Pants

    Elevate your island vacation look with these sassy satin pants perfect for dinner and drinks! It features a flattering high-rise elasticized smocked waist, and a wide-leg silhouette and is composed of pleated satin fabric with lining. Style with the matching top.

    Shop Matching Top: Island Guru Pleated Bandeau Top

    Fit & Features

    • High-rise elasticized smocked waist
    • Wide-leg silhouette
    • Pleated satin fabric with lining
    • No stretch
    • Runs true to size

    Style Number/Barcode: 06402-0621

    Category Name: Women’s Bottoms

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Running Wild Zebra Print Mini Skirt

    Look stylish in this zebra print mini skirt running wild keeping up with your social calendar! It features a high-rise elasticized waist, a bodycon silhouette, and a flirty slit hem on brushed knit stretchy fabric. Complete the look with the matching top.

    Shop The Matching Top: Running Wild Zebra Print Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Bodycon silhouette
    • Slit mini-length hem
    • Zebra print
    • Brushed knit stretchy fabric
    • Runs true to size

    Style Number/Barcode: 06501-0787

    Category Name: Women’s Bottoms

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Business-Chic Envelope Skort

    Make major boss moves in this business-chic skort! It features a high-rise waist, a wrap-front overlay to create an envelope design, dual back pockets, and a fitted silhouette. Style with a basic bodysuit and the matching blazer and you'll be dressed to impress.

    Shop Matching Blazer: Business-Chic Double-Breasted Blazer

    Fit & Features

    • High-rise waist, elasticized back waistband
    • Hidden side zipper
    • Wrap-front overlay, envelope design
    • Dual faux back pockets
    • Fitted silhouette
    • Woven fabric, minimal stretch
    • Runs true to size 

    Style Number/Barcode: 06403-0298

    Category Name: Women’s Bottoms

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Picnic Date Ditsy Floral Chiffon Romper

    This adorable ditsy floral chiffon romper will have you picture-perfect for a picnic date! It features a sleeveless V-neckline, adjustable spaghetti straps, a high waist with a sheer floral crochet trim, flowy shorts, and a fit and flare silhouette. The airy chiffon fabric features a dainty ditsy floral print pattern. Complete the look with espadrille sandals.

    Fit & Features

    • Sleeveless V-neckline
    • Adjustable spaghetti straps, back zipper closure
    • High waist, sheer floral crochet trim
    • Flowy shorts, fit and flare silhouette
    • Ditsy floral print
    • Sheer chiffon fabric, lining
    • Runs true to size

    Style Number/Barcode: 06403-0252

    Category Name: Women’s Bottoms

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wandering Bliss Halter Crochet Jumpsuit

    Wander in bliss looking so boho in this sleeveless jumpsuit perfect for a music festival or summer vacation! It features a halter V-neckline with tie closure, an open back, a crochet waist, and a flowy wide-leg silhouette on gauze-woven fabric. Complete the look n espadrille wedges.

    Fit & Features

    • Sleeveless halter V-neckline, tie closure
    • Open back
    • Crochet waist
    • Wide-leg silhouette
    • Gauze woven fabric
    • No stretch
    • Runs true to size

    Style Number/Barcode: 06302-0724

    Category Name: Women’s Bottoms

    Price: $16.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chain Direction One Shoulder Crepe Jumpsuit

    Reroute your direction to cross with this crepe jumpsuit perfect for cocktail hour with the girls and date nights! It features a sleeveless one-shoulder neckline, tank shoulder strap, a front waist belt accent with a chain link trim, and a wide-leg silhouette. Complete the look in sleek hoop earrings.

    Fit & Features

    • Sleeveless one-shoulder neckline
    • Tank shoulder strap
    • Front waist belt, chain link trim
    • Wide-leg silhouette
    • Stretchy crepe fabric
    • Runs true to size

    Style Number/Barcode: 06502-2303

    Category Name: Women’s Bottoms

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On The Low-Rise Cargo Flare Pants

    Keep your style on the low in these on-trend poplin woven pants for a cool look this summer! They feature a flattering low-rise waist, a hip-hugging fit, cargo flap pockets on the sides, and a flared hem. Complete the look in a cute graphic tee and sunglasses.

    Fit & Features

    • Low-rise waist, hip-hugging fit
    • Cargo flap pockets on the sides and back
    • Flared hem
    • Front dual button closures, hidden zipper
    • Six-pocket styling, belt loop accents
    • Poplin woven fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06302-0757

    Category Name: Women’s Bottoms

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Meet In The Hamptons Linen Wide Leg Pants

    These linen wide-leg pants have a Hampton's getaway written all over it! Look cute strolling through the town in these pants featuring a flattering high-rise waist and a hidden back zipper closure. Style with the matching top and a dainty necklace to complete the chic look!

    Shop Matching Top: Meet In The Hamptons Linen Crop Top

    Fit & Features

    • High-rise waist
    • Hidden back zipper closure
    • Wide-leg silhouette
    • Lined linen fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0723

    Category Name: Women’s Bottoms

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Artsy Blooms Floral Mini Skirt

    Create an artsy-chic look with this floral mini skirt for an evening downtown! It features a high-rise waist, a front ruched seam atop a slit hem, and a bodycon silhouette on stretchy mesh-lined fabric. Style with a crop top and heels.

    Fit & Features

    • High-rise waist
    • Front ruched seam
    • Bodycon silhouette
    • Mini-length hem with slit
    • Floral artsy bloom print
    • Mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0802

    Category Name: Women’s Bottoms

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • In For The Frills Mid-Rise Eyelet Ruffle Shorts

    Romp around in these adorable eyelet ruffle shorts for weekend brunch or a festival! Designed with a smocked mid-rise waist and flirty lace trim.

    Fit & Features

    • Eyelet lace chiffon fabric
    • Stretchy knit shorts lining
    • Smocked mid-rise waist
    • Ruffled silhouette
    • Runs true to size

    Style Number/Barcode: 06403-1110

    Category Name: Women’s Bottoms

    Price: $15.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Look Your Cutest Floral Chiffon Mini Skirt

    Look your cutest in this floral mini skirt for a stylish stroll downtown to brunch! It features a high-rise waist, a form-hugging fit, and an asymmetrical ruffle trim on airy chiffon fabric. Complete the look in a basic strapless top and heels.

    Fit & Features

    • High-rise waist
    • Hidden side zipper and hook-eye closure
    • Form-hugging fit
    • Asymmetrical ruffle trim, mini-length hem
    • Ditsy floral print
    • Airy chiffon woven fabric
    • Runs true to size

    Style Number/Barcode: 06401-0490

    Category Name: Women’s Bottoms

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Night Out One-Shoulder Jumpsuit

    Have yourself a chic night out in this stylish jumpsuit that will give off alluring vibes! It features a sleeveless asymmetric one-shoulder neckline with a sheer mesh strap, a bold cutout above the bust, a high waist seam, a hip-hugging fit, and a wide-leg silhouette. Complete the look with hoop earrings and platform heels.

    Fit & Features

    • Sleeveless asymmetric one-shoulder neckline, sheer mesh strap
    • Cutout above the bust
    • High waist seam
    • Hip-hugging fit
    • Wide-leg silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2304

    Category Name: Women’s Bottoms

    Price: $6.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Slit Decision Crepe High-Rise Pants

    You'll be wearing these crepe pants on repeat! They feature a flattering high-rise elastic waistband, a hip-hugging fit, side slit accents, and a flowy wide-leg silhouette. Complete the look with a basic tee and heels for after-work cocktails.

    Fit & Features

    • High-rise elastic waistband
    • Hip-hugging fit
    • Side slit accents
    • Wide-leg silhouette
    • Stretchy crepe fabric
    • Runs true to size

    Style Number/Barcode: 06502-2286

    Category Name: Women’s Bottoms

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendsetting Babe Utility Romper

    This casual-cool utility romper will make you a trendsetting babe! It features a collared V-neckline, short sleeves, a zip-front design, chest pockets, a cinched high waist, and a fitted silhouette. The woven fabric features chic contrast stitching. Style with combat boots for an everyday vibe.

    Fit & Features

    • Collared V-neckline, short sleeves
    • Zip-front
    • Chest pockets
    • Cinched high waist, elasticized back waistband
    • Fitted silhouette
    • Woven fabric, contrast stitching, no stretch
    • Runs true to size

    Style Number/Barcode: 06303-0222

    Category Name: Women’s Bottoms

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Miami Nights Ruched Mini Skirt

    Bring the heat and take on the night scene in this alluring mini skirt! It features a high-rise elasticized waist, ruched detailing down the side and back seams, a mini-length hem, and a curve-hugging silhouette. The lined mesh fabric offers plenty of stretch. Style with the matching crop top and a pair of strappy stilettos.

    Shop Matching Top: Miami Nights One-Shoulder Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Ruched side and back seams
    • Mini-length hem
    • Form-hugging fit
    • Sheer mesh fabric, full knit lining
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0783

    Category Name: Women’s Bottoms

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • The Bottom Line High-Rise Parachute Cargo Pants

    The bottom line? You need these cargo parachute pants to add to your weekly rotation! They feature a flattering high-rise waist with a back elastic band, a loose-fit leg silhouette, flap pockets, and an adjustable draw cord along the hem to get the perfect cinched look. Style with a basic crop top and sneakers for hanging out with friends!

    Fit & Features

    • High-rise waist, back elastic band
    • Loose-leg silhouette
    • Adjustable drawcord at the hem
    • Four open front pockets, faux back pockets
    • Hidden front hook and zipper closure, belt loop accents
    • Lightweight nylon woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0743

    Category Name: Women’s Bottoms

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cool Meter Mid-Rise Parachute Cargo Pants

    These parachute cargo pants have a high rating on the cool girl meter! They feature an elasticized mid-rise waist with side adjustable drawcords, side flap pockets with button closures, a loose-fit silhouette, and an adjustable drawcord hem. Style with a basic crop top for a movie night with friends!

    Fit & Features

    • Mid-rise elasticized waist, side adjustable drawcords
    • Side flap pockets, button closures
    • Loose-fit silhouette
    • Adjustable drawcord hem
    • Lightweight nylon woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06302-0745

    Category Name: Women’s Bottoms

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Make It Glam Rhinestone Fringe Jumpsuit

    Make your night out look one to remember in this glitzy and glamorous jumpsuit. It features a sleeveless square neckline with a center v-notched wire design, sparkling rhinestone fringe at the bust, spaghetti straps, a high waist seam, a hip-hugging fit, and a wide-leg silhouette. Complete your 'fit with strappy stilettos.

    Fit & Features

    • Sleeveless square neckline, center v-notched wire design
    • Rhinestone fringe at the bust
    • Spaghetti straps
    • High waist seam, hip-hugging fit
    • Wide-leg silhouette
    • Crepe fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2294

    Category Name: Women’s Bottoms

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Quick Instinct Zebra Print Mesh Flare Pants

    If your instincts lead to these zebra print flare pants...they belong in your cart! Featuring a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, and a flared hem on a mesh fabric. Complete the look with the matching bustier.

    Shop Matching Top: Quick Instinct Zebra Print Mesh Bustier

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Form-hugging fit throughout the legs
    • Flared hem
    • Zebra print
    • Mesh fabric
    • Runs true to size

    Style Number/Barcode: 06502-2257

    Category Name: Women’s Bottoms

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Elevated Style Wide-Leg Trouser Pants

    Show off a chic elevated style in these wide-leg trouser pants. They feature a high-rise waist with belt loops, dual front pockets, crisp pleated detailing, and a relaxed, wide-leg silhouette. Complete the look with a fitted bodysuit and clear mules.

    Fit & Features

    • High-rise waist, belt loops
    • Dual front pockets
    • Front hidden zipper and slide-hook closure
    • Pleated detailing
    • Relaxed, wide-leg silhouette
    • Twill woven fabric
    • Runs true to size

    Style Number/Barcode: 06402-0856

    Category Name: Women’s Bottoms

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance