Matching Sets

Step up your style game with our fashionable collection of matching clothing sets, perfect for everything from a sparkling night out to casual daytime wear. Our selection includes an array of two-piece sets, each designed to provide a coordinated and effortlessly chic look. For evenings out, dazzle in our sparkly matching sets, featuring glitzy tops and bottoms that are sure to turn heads. For more relaxed days, opt for our casual two-piece sets, which offer the perfect blend of style and comfort. These sets range from sleek, modern designs to softer, more laid-back styles, ensuring you find the perfect match for any occasion.

SHOW FILTER

SORT:

FEATURED
SIZE
COLOR
PRICE
ALL FILTERS
SORT
×
×
×
×



SEE RESULTS
Loading...
×
MATCHING SETS
All Filters
Sort By:
FEATURED
SEE RESULTS

Latest Fall Trends in Women's Matching Clothing Sets

Matching clothing sets from Windsor are perfect for stepping into the fall season, helping you transition your wardrobe effortlessly from summer to autumn. Transition seamlessly with our versatile women's set separates. Whether you're heading to work, a weekend brunch, or a seasonal gathering, our sets offer stylish combinations that keep you effortlessly chic.

Explore rich autumnal hues like burgundy, mustard, and deep emerald in sets that feature luxe fabrics like ribbed knits, plush velvets, and soft wools. Discover the perfect balance between comfort and style with our curated collections, including two-piece sweater sets, plaid blazer and skirt combos, and chic knit top and pant sets. Layer with faux leather jackets or oversized cardigans for a cozy, on-trend look.

For a polished office ensemble, try a chic jacket and skirt set paired with sleek ankle boots, or opt for a ribbed knit set that can be dressed up with statement jewelry for an evening out. Our matching loungewear sets in cozy fabrics are perfect for staying stylish and warm while running errands or enjoying a lazy weekend indoors.

Complete your fall wardrobe with Windsor's women's matching sets, designed to mix and match for endless styling possibilities. Shop now to elevate your fall fashion game, whether online or in-store at Windsor!

What are matching sets?

Most matching sets are combinations of two or more apparel pieces, like a blouse or top combined with pants or skirts. Windsor matching sets for women also have matching pieces like a hair accessory or jacket. Matching sets give you a complete outfit that you can wear together or mix and match to create your unique look. Discover casual to formal two-piece sets from loungewear to pajamas, vacation to date night outfits, and a variety of everyday looks. Whether that be a short blazer and mini skirt, crop top and skirt sets, a lounge top and joggers, T-shirt and biker shorts, or top and pants.

Are matching sets a trend?

Matching sets are a major trend that Windsor carries in-store and online year-round! Matching separates make everyday styling or creating an outfit for an event effortless, offering a seamlessly stylish look. Whatever the season, Windsor curates only the best trends and styles making fashion accessible so you are always on-trend.

What do you call a two-piece outfit?

A two-piece outfit can be called a matching set or co-ords (short for coordinates). These matching apparel sets are separates that are supposed to be worn together, but every Windsor babe knows you can totally mix and match sets to create your unique vibe.

  • Night Cocktails Sequin Tie-Waist Blazer

    Enjoy a cocktail at night in this sequin blazer perfect for celebrating holiday festivities! The blazer features long sleeves, a lapel collar neckline, a tie-waist belt, and a fitted silhouette on sequin-embellished knit fabric with a gorgeous shimmer. Complete the look with the matching pants.

    Shop Matching Bottoms: Night Cocktails Sequin High-Rise Flare Pants

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Tie-waist belt
    • Fitted silhouette
    • Lined sequin-embellished fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06202-0444

    Category Name: Matching Sets

    Price: $12.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Night Cocktails Sequin High-Rise Flare Pants

    Enjoy a cocktail at night in this sequin pant perfect for celebrating holiday festivities! The pants feature a high-rise waist, side pockets for keeping your hands warm, and a flare leg silhouette on sequin-embellished knit fabric with a gorgeous shimmer. Complete the look with the matching blazer.

    Shop Matching Jacket: Night Cocktails Sequin Tie-Waist Blazer

    Fit & Features

    • High-rise waist
    • Side pockets
    • Flare leg silhouette
    • Lined sequin-embellished knit fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06502-2432

    Category Name: Matching Sets

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic And Elevated Woven Trouser Shorts

    Chic and elevated, these woven trouser shorts will refresh your wardrobe! They feature a high-rise waist with a back elastic waistband for comfortable wear, pleated detailing, front pockets, and a fitted silhouette. Style with the matching blazer for a seamless look!

    Shop Matching Blazer: Chic And Elevated Woven Blazer

    Shop Matching Pants: Chic And Elevated Woven Trouser Pants

    Fit & Features

    • High-rise waist, hidden front zipper, hook and bar closure
    • Back elastic waistband
    • Pleating
    • Dual side pockets
    • Fitted silhouette
    • Woven fabric. lightweight woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0352

    Category Name: Matching Sets

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
  • Chic And Elevated Woven Trouser Pants

    Chic and elevated, these woven trouser pants will refresh your wardrobe! They feature a high-rise waist with a back elastic waistband for comfortable wear, pleated detailing, front pockets, faux back pockets, and a relaxed wide-leg silhouette. Style with the matching blazer for a seamless look!

    Shop Matching Blazer: Chic And Elevated Woven Blazer

    Shop Matching Shorts: Chic And Elevated Woven Trouser Shorts

    Fit & Features

    • High-rise waist, hidden front zipper, hook and bar closure
    • Back elastic waistband
    • Pleating
    • Dual front pockets, dual faux back pockets
    • Wide-leg silhouette
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1346

    Category Name: Matching Sets

    Price: $18.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Like Honey High-Rise Mesh Midi Skirt

    This mesh midi skirt is a sweet staple to have in your weekly rotation. The knee-length skirt features a high-rise elasticized waist, side, and back ruched seams to define your curves, a bodycon silhouette, and a center back slit for added flair. Complete the look with the matching top for a dinner date! 

    Shop Matching Top: Sweet Like Honey Mesh Bustier Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Side and back ruched seams
    • Bodycon silhouette
    • Center back slit
    • Midi-length hem
    • Mesh fabric, sewn-in knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0906

    Category Name: Matching Sets

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Operation Cute Wide-Leg Cargo Sweatpants

    Pull off a cute operation in these cargo sweatpants! They feature a high-rise elasticized drawstring waist with tie, hidden side pockets, back flap pockets, and three lower flap pockets along the wide-leg silhouette on smooth scuba knit fabric. Complete the look with the matching hoodie for lounging or running errands!

    Shop Matching Jacket: Looking Sweet Corset Crop Hoodie

    Fit & Features

    • High-rise elasticized drawstring tie waist
    • Hidden side pockets
    • Back flap pockets
    • Three lower flap pockets
    • Wide-leg silhouette
    • Smooth scuba knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2400

    Category Name: Matching Sets

    Price: $17.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Sweet Corset Crop Hoodie

    Look and feel sweet in this crop hoodie perfect for layering over your casual outfits! The hoodie features slouchy long sleeves, a hoodie neckline, a front zipper closure, a corset-seam bodice for a snatched appearance, and a fitted crop hem on smooth scuba knit fabric. Complete the look with the matching sweatpants for coffee runs or errands!

    Shop Matching Bottoms: Operation Cute Wide-Leg Cargo Sweatpants

    Fit & Features

    • Slouchy long sleeves
    • Hoodie neckline
    • Front zipper closure
    • Corset-seam bodice
    • Fitted crop hem
    • Smooth scuba knit fabric
    • Runs true to size

    Style Number/Barcode: 06202-0424

    Category Name: Matching Sets

    Price: $16.97

    Availability: Out of Stock

    Product Badge:
  • Glam Up And Go Wrap Mini Skirt

    This sexy wrap mini skirt will bring the effortless glamour to your party look! It features a high-rise elastic banded waist for comfortable wear, a faux wrap-front design creating a chic side slit, a mini-length hem, and a form-hugging silhouette. The stretchy knit fabric features a subtle sheen that will look stunning under the lights Style this mini skirt with the matching crop top for a complete outfit for your next club night out.

    Shop Matching Top: Glam Up And Go Cropped Tank Top

    Fit & Features

    • High-rise elastic banded waist
    • Faux wrap-front design, side slit
    • Mini-length hem
    • Form-hugging silhouette
    • Knit fabric, sheen, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06501-0945

    Category Name: Matching Sets

    Price: $5.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Glam Up And Go Cropped Tank Top

    This sexy cropped tank top will bring the effortless glamour to your party look! It features a sleeveless V-neckline with a trendy triangle bust seam outline, adjustable spaghetti straps, and a fitted cropped hem. The stretchy knit fabric features a subtle sheen that will look stunning under the lights. Style this crop top with the matching mini skirt for a complete outfit for your next club night out.

    Shop Matching Bottoms: Glam Up And Go Wrap Mini Skirt

    Fit & Features

    • Sleeveless V-neckline
    • Triangle bust seam outline
    • Adjustable spaghetti straps
    • Fitted cropped hem
    • Knit fabric, sheen, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-5035

    Category Name: Matching Sets

    Price: $6.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: Matching Sets

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Boot Camp Denim Bomber Jacket

    Step up as a stylish cadet in this denim bomber jacket! The jacket features a high neckline, long sleeves with elasticized cuffs, front zipper closure, dual flap pockets with snap button closures, and an elasticized cinch crop hem. Complete the look with the matching bottoms for casual hangs or school! 

    Shop Matching Bottoms: Fashion Boot Camp Denim Cargo Joggers

    Fit & Features

    • Long sleeves, elasticized cuffs
    • High neckline
    • Front zipper closure
    • Dual flap pockets with snap buttons
    • Elasticised cinch crop hem
    • Denim woven fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06204-1622

    Category Name: Matching Sets

    Price: $9.97

    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: Matching Sets

    Price: $3.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Korrie Formal Woven Crop Blazer

    Special Occasion

    It's double the fun with the Korrie formal blazer to showcase your fashionista at Homecoming! She features long sleeves, a lapel collar neckline, a single front button closure, and a cropped hem. The blazer jacket is composed of a smooth woven fabric with a sewn-in knit lining. Style with the matching skirt and platform heels for a school dance or red carpet event! 

    Shop Matching Bottom: Korrie Formal High-Rise Tulle Slit Maxi Skirt

    Fit & Features

    • Long sleeves
    • Lapel collar neckline
    • Single front button closure
    • Cropped hem
    • Smooth woven fabric, sewn-in knit lining
    • Runs true to size

    Style Number/Barcode: 06204-1618

    Category Name: Matching Sets

    Price: $19.97

    Availability: Out of Stock

    Product Badge:
  • 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: Matching Sets

    Price: $29.97

    Availability: Out of Stock

    Product Badge:
  • Tied In Cozy Chenille Tie-Waist Robe

    Tie yourself up in this cozy chenille robe perfect for lounging around! The robe features long sleeves, an open-front design, a tie-waist belt, front pockets for keeping your hands warm, and a mid-length hem on ultra-soft chenille knit fabric. Complete the look in the matching pajama top and bottoms for a chill night!

    Shop Matching Pajama Top: Hello Cutie Chenille Crop Pajama Top

    Shop Matching Pajama Bottoms: Fuzzy Feels Chenille High-Rise Jogger Pajamas

    Fit & Features

    • Long sleeves
    • Open-front design
    • Tie-waist belt, front pockets
    • Mid-length hem
    • Ultra-soft and cozy
    • Chenille knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 07103-0942

    Category Name: Matching Sets

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
  • Hello Cutie Chenille Crop Pajama Top

    Look and feel like a cutie in this chenille pajama top! The tank top features a sleeveless square neckline, tank-style straps, and a cropped hem on ultra-soft and cozy knit chenille fabric. Complete the look in the matching pajama bottoms and robe for the perfect lounge sesh!

    Shop Matching Pajama Bottoms: Fuzzy Feels Chenille High-Rise Jogger Pajamas

    Shop Matching Robe: Tied In Cozy Chenille Tie-Waist Robe

    Fit & Features

    • Sleeveless square neckline
    • Tank-style straps
    • Cropped hem
    • Ultra-soft and cozy
    • Chenille knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 07103-0938

    Category Name: Matching Sets

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fuzzy Feels Chenille High-Rise Jogger Pajamas

    Get cozy lounging in these chenille jogger pajamas! They feature a high-rise elasticized waistband, a skinny jogger-leg silhouette, and ribbed cuffs on ultra-soft and cozy chenille knit fabric. Complete the look in the matching pajama top and robe for a chill night in!

    Shop Matching Pajama Top: Hello Cutie Chenille Crop Pajama Top

    Shop Matching Robe: Tied In Cozy Chenille Tie-Waist Robe

    Fit & Features

    • High-rise elasticized waistband
    • Skinny jogger-leg silhouette
    • Ribbed cuffs
    • Ultra-soft chenille knit fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 07103-0940

    Category Name: Matching Sets

    Price: $13.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cuddle Time Chenille Crop Cardigan

    Wrap yourself in this chenille crop cardigan for a cute and cuddly vibe! The sweater features long sleeves, a ribbed open-front design, and a cropped hem on ultra-soft and cozy chenille knit fabric. Complete the look in the matching cozy pajama top and bottoms for a chill night in!

    Shop Matching Pajama Top: Chill Night Chenille Crop Tank Top

    Shop Matching Pajama Bottoms: Feeling The Vibe High-Rise Chenille Joggers

    Fit & Features

    • Long sleeves
    • Ribbed open-front design
    • Cropped hem
    • Ultra-soft and cozy 
    • Chenille knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 07103-0946

    Category Name: Matching Sets

    Price: $10.97

    Availability: Out of Stock

    Product Badge:
  • 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: Matching Sets

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
  • Chill Night Chenille Crop Tank Top

    Settle in for a cozy night in this chenille crop top! With its ultra-soft ribbed chenille knit fabric, sleeveless design, spaghetti straps, and square neckline, you'll feel comfortable and stylish all night long. Complete the look in the matching pajama bottoms and cardigan for the perfect lounge sesh!

    Shop Matching Pajama Bottoms: Feeling The Vibe High-Rise Chenille Joggers

    Shop Matching Cardigan: Cuddle Time Chenille Crop Cardigan

    Fit & Features

    • Sleeveless square neckline
    • Spaghetti straps
    • Cropped hem
    • Ultra-soft and cozy
    • Ribbed chenille knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 07103-0945

    Category Name: Matching Sets

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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: Matching Sets

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Play Date Sweater Knit Cardigan

    Play up a cute and comfy style with this sweater knit cardigan for all of your casual plans! The cardigan features fitted long sleeves, a V-neckline, button-down front closures, and a flirty center slit along the hem on stretchy rib knit fabric. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Play Date High Rise Straight Leg Pants

    Fit & Features

    • Fitted long sleeves
    • V-neckline
    • Button-down front closures
    • Center slit along the hem
    • Stretchy sweater rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06005-1759

    Category Name: Matching Sets

    Price: $3.97

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Iconic Vibes Pinstripe Blazer

    Create an iconic look and have a major it-girl moment in this pinstripe blazer! It features a lapel collar, shoulder pad inserts to provide structure, long sleeves, a single front button closure, dual front faux flap pockets, and a fitted silhouette for a streamlined look. The lined woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching shorts or pants to wear from meetings to happy hour!

    Shop Matching Bottoms: Iconic Vibes Pinstripe Trouser ShortsIconic Vibes Pinstripe Trouser Pants

    Fit & Features

    • Lapel collar, shoulder pad inserts, long sleeves
    • Single front button closure
    • Dual front faux flap pockets
    • Fitted silhouette
    • Pinstripe pattern
    • Woven fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1638

    Category Name: Matching Sets

    Price: $9.97

    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: Matching Sets

    Price: $9.97

    Availability: Out of Stock

    Product Badge:
    • Clearance