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:

MOST POPULAR
SIZE
COLOR
PRICE
ALL FILTERS
SORT
×
×
×
×



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

  • Vacay Ready Tropical Knit Halter Crop Top

    This alluring tropical halter crop top will have you ready for a dreamy vacay! The lined stretchy knit fabric features a bold abstract tropical print pattern to catch all the glances on your getaway. The crop top is shaped with a sleeveless halter neckline with a sultry V-shaped cutout, tie-back halter straps, ruched side seams to accentuate your curves, and a form-hugging fit for a snatched look. Style with the matching wide-leg pants and hoop earrings.

    Shop Matching Bottoms: Vacay Ready Tropical Knit Wide-Leg Pants

    Fit & Features

    • Abstract tropical print
    • Stretchy lined knit
    • Halter neckline, V-shaped cutout
    • Tie-back spaghetti straps
    • Ruched side seams
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5210

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Prettiest Vibe High Waist Floral Woven Skort

    Give off the prettiest vibe in this floral woven mini skort perfect for the season. Designed with a lightweight woven fabric, it features a subtle rose print pattern for a sweet feminine flair. The skort is shaped with a high-rise waist, a mini-length overlay with hidden stretchy knit shorts, a short side slit for a chic detail, and a slim-fit silhouette. Style with the matching crop top for a cute brunch look!

    Shop Matching Top: Prettiest Vibe Puff Sleeve Floral Woven Crop Top

    Fit & Features

    • Floral print
    • Non-stretch woven fabric
    • High waist
    • Mini-length overlay, hidden stretchy knit shorts
    • Back zipper with hook and eye closure, side slit
    • Slim-fit
    • Runs true to size

    Style Number/Barcode: 06303-0255

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Perfection Ruffled Floral Chiffon Maxi Skirt

    Be gorgeous and perfect all season in this floral chiffon maxi skirt at formal soirees! Made with floral and leaf print chiffon fabric, this skirt is a must-have for any fashion-forward girlie. Its high-rise waist and tiered ruffled silhouette create a flattering fit, while the maxi-length hem adds a chic touch. Complete the look with the matching top.

    Shop The Matching Top: Gorgeous Perfection Halter Floral Chiffon Crop Top

    Fit & Features

    • Floral and leaf print, chiffon fabric lined with stretchy knit
    • High-rise waist
    • Back zipper and hook-eye closure
    • Tiered ruffled maxi silhouette
    • Runs true to size

    Style Number/Barcode: 06401-0685

    Category Name: Matching Sets

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Weekend Mood Crochet Cropped Sweater

    This cropped sweater is designed with a breezy open crochet knit fabric, creating a bold sheer look perf for weekend getaways. It features a wide boat neckline and long bell sleeves to give off those effortlessly chic vibes. Style with the matching maxi skirt.

    Shop Matching Bottoms: Weekend Mood Crochet Maxi Skirt

    Fit & Features

    • Open crochet knit fabric, minimal stretch
    • Boat neckline
    • Long bell sleeves
    • Cropped hem
    • Relaxed fit
    • Runs true to size

    Style Number/Barcode: 06005-2113

    Category Name: Matching Sets

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Daily Vibe Cross Belted Denim Mini Skirt

    For a cute look that's always a vibe, this denim mini skirt elevates your cool status! Featuring a figure-flattering V-cut high-rise waist with a cross-belted design, and a bodycon fit that flaunts your curves along the mini-length hem. Complete the look with the matching top.

    Shop Matching Top: Daily Vibe Strapless Belted Denim Crop Top

    Fit & Features

    • Denim fabric, moderate stretch
    • V-Cut high-rise waist
    • Cross belted design
    • Back zipper and hook-eye closure
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06601-0200

    Category Name: Matching Sets

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Match High Rise Slit Denim Maxi Skirt

    You and this denim maxi skirt will be a trendy match! This denim skirt features a flattering high-rise waist and form-hugging fit, while the high front slit adds a touch of boldness to the maxi-length hem. Complete the look with the matching top.

    Shop Matching Top: Trendy Match Sleeveless Denim Crop Top

    Fit & Features

    • Dark wash denim fabric, slight stretch
    • High-rise waist
    • Back zipper and hook-eye closure
    • High front slit design
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06601-0207

    Category Name: Matching Sets

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Downtown Meetings Pinstripe Linen Vest

    The perfect pinstripe linen vest for your meetings downtown - whether it's for business or pleasure! Featuring a sleeveless V-neckline and button front closures, this vest exudes chic while the faux pockets and curved crop hem add a touch of modern flair. Complete the look with the matching skort.

    Shop The Matching Skort: Downtown Meetings Pinstripe Linen Skort

    Fit & Features

    • Pinstripe print, linen blend fabric lined with knit
    • V-Neckline
    • Button front closures
    • Faux pockets
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06204-1739

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sophisticated Posh Zip Up Tweed Plaid Skort

    A tweed plaid skort is perfect for adding a touch of sophistication and posh for afternoon tea or a dressy brunch! The high-rise waist has side pockets for keeping your hands warm and a-line silhouette create a flattering fit, while the pleated skirt overlay adds a touch of playfulness. Crafted from tweed plaid woven fabric, this skort exudes posh style and with shorts lining, you'll stay comfortable all day long.

    Shop Matching Shacket: Sophisticated Posh Zip Up Tweed Plaid Shacket

    Fit & Features

    • Tweed plaid woven fabric lined with shorts
    • Back zipper and hook-eye closure
    • High-rise waist
    • Side pockets
    • A-Line silhouette
    • Runs true to size

    Style Number/Barcode: 06403-0369

    Category Name: Matching Sets

    Price: $20.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

  • Alluring Dream High-Rise Lace Rosette Maxi Skirt

    You'll captivate everyone in this alluring lace maxi skirt for an effortless dreamy look at dinner!  With a flattering high-rise waist and delicate rosette flower, this lace skirt features a high side slit and form-hugging fit. Complete the look with the matching top.

    Shop Matching Top: Alluring Dream V-Neck Lace Rosette Crop Top

    Fit & Features

    • Lace fabric, sewn-in knit lining, stretchy
    • High-rise waist with trim
    • Rosette flower
    • High side slit
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06501-1033

    Category Name: Matching Sets

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Preppy Perfection Gingham Twill Cropped Blazer

    Style up a look of preppy perfection with this gingham twill cropped blazer! This structured blazer is designed with a fine twill fabric and a chic gingham pattern to step up your everyday 'fits. It features a classic lapel collar, open front design, long sleeves with button accents and shoulder pads, and a cropped hem with an all-over fitted silhouette. Pair with the matching mini skort for a seamlessly fab look!

    Shop Matching Bottoms: Preppy Perfection Gingham Twill Skater Skort

    Fit & Features

    • Fine twill fabric, sewn-in woven lining
    • Gingham pattern
    • Lapel collar, open front design
    • Long sleeves with buttons, shoulder pads
    • Cropped hem
    • Fitted
    • Runs true to size

    Style Number/Barcode: 06204-1725

    Category Name: Matching Sets

    Price: $10.97 $48.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Sweet Flirt High Waist Ditsy Floral Ruched Mini Skirt

    Sweet and flirty, this floral ruched mini skirt will capture the soft girl trend! The lightweight knit fabric is detailed with an adorable ditsy floral print for the cutest vibes. The skirt features a high-rise elasticized waist, a ruched seam with an adjustable drawstring for a customized fit, a short front slit, and a bodycon silhouette. Style with the matching tie-front top for a day date!

    Shop Matching Top: Sweet Flirt Flutter-Sleeve Ditsy Floral Tie-Front Top

    Fit & Features

    • Ditsy floral printed knit fabric, moderate stretch
    • High-rise elasticized waist
    • Ruched seam with adjustable drawstring
    • Short slit
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1005

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance For Two High Rise Slit Maxi Skirt

    You'll be sure to fall in love with this flowy maxi skirt for a dreamy summer wardrobe! With its elasticized high-rise waist, flowy tiered silhouette, and front slit, you'll feel effortlessly elegant. Complete the look with the matching top.

    Shop Matching Top: Romance For Two Sleeveless Crop Top

    Fit & Features

    • Gauze woven fabric, short woven lining
    • High-rise elasticized waist
    • Front slit
    • Flowy tiered silhouette
    • Runs true to size

    Style Number/Barcode: 06301-0189

    Category Name: Matching Sets

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Duo High-Rise Buckle Pleated Denim Mini Skirt

    The flirtiest duo around town includes you and this denim mini skirt!  Featuring a high-rise waist with buckle detailing, an a-line silhouette, and a side slit, while the pleated mini-length hem adds a touch of playfulness. Complete the look with the matching top.

    Shop Matching Top: Flirty Duo Strapless Sweetheart Denim Crop Top

    Fit & Features

    • Medium wash denim fabric, no stretch
    • High-rise waist with buckle detailing
    • Back zipper closure
    • A-Line silhouette
    • Side slit
    • Pleated mini-length hem
    • Runs true to size

    Style Number/Barcode: 06601-0205

    Category Name: Matching Sets

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set For Good High Rise Texture Mini Skirt

    You'll be set for good in this stylish mini skirt all season! Featuring a flattering high rise waist and bodycon silhouette, this mini-length skirt offers the perfect fit. Complete the look with the matching top.

    Shop Matching Top: Set For Good Cap Sleeve Slit Texture Crop Top

    Fit & Features

    • Texture sheer fabric, knit lining, minimal stretch
    • High rise waist
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1034

    Category Name: Matching Sets

    Price: $9.97 $16.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Sale
  • Floral Sensation High Waist Pants

    Keep it sensational in floral pants this season! The pants feature a high-rise waist, a ditsy floral print, and a wide leg hem. Complete look with the matching crop top.

    Shop Matching Crop Top: Floral Sensation Off The Shoulder Top

    Fit & Features

    • High rise waist
    • Wide leg hem
    • Ditsy floral print
    • Form hugging fit
    • Runs true to size 

    Style Number/Barcode: 06502-0608

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Good V-Waist Smocked Flare Pants

    Looking good will be effortless in these flare pants perfect for vacation or a hot night out! Made of smocked stretchy knit fabric, these pants offer comfort and a flattering silhouette. The cinched mid-rise V-waist and hip-hugging fit will accentuate your curves, while the flared hem adds a touch of flare to your outfit. Complete the look with the matching top.

    Shop Matching Top: Looking Good Sweetheart Tie Front Crop Top

    Fit & Features

    • Stretchy smocked knit fabric
    • Mid-rise V-waist with cinch
    • Hip-hugging fit
    • Flare hem
    • Runs true to size

    Style Number/Barcode: 06502-2495

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Getaway Retreat Sweetheart Tropical Crop Top

    Getaway in this tropical crop top for the sweetest vacay vibe! This crop top features wide shoulder straps, a sweetheart neckline for a flattering look, padded bra cups for support, and a stretchy smocked back and cropped hem to flaunt your figure. Complete the look with the matching bottoms.

    Shop The Matching Bottoms: Getaway Retreat High Rise Tropical Pants

    Fit & Features

    • Tropical print, woven fabric, sewn-in lining
    • Wide shoulder straps
    • Sweetheart neckline
    • Padded bra cups
    • Stretchy smocked back
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06003-2504

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Charming And Chic Snake Print Crop Top

    Shake up your warm-weather wardrobe with this charming and chic snake print crop top! It features short flutter sleeves, a sweetheart neckline with a tie front closure, and a cropped, form-hugging fit. The lightweight brushed knit fabric offers plenty of stretch. Pair this top with the matching pants and some chic new accessories.

    Shop Matching Bottoms: Charming And Chic Snake Print Flared Pants

    Fit & Features

    • Short flutter sleeves
    • Sweetheart neckline
    • Tie front closure
    • Cropped, form-fitting style
    • Brushed knit fabric with plenty of stretch
    • Snake print
    • Runs true to size

    Style Number/Barcode: 06001-3076

    Category Name: Matching Sets

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Looking Good Sweetheart Tie Front Crop Top

    Looking good will be effortless in this crop top perfect for vacation or a hot night out! Made of smocked stretchy knit fabric, this top offers comfort and a flattering silhouette. The sweetheart neckline and cropped hem will flatter your figure, while the tie-front adds a touch of flare to your outfit. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Looking Good V-Waist Smocked Flare Pants

    Fit & Features

    • Stretchy smocked knit fabric
    • Spaghetti straps
    • Sweetheart neckline
    • Tie-front 
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06001-5225

    Category Name: Matching Sets

    Price: $6.97 $18.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RED

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Two Cute High Rise Floral Mini Skirt

    Look darling in this floral mini skirt all summer long! The ultra-stretchy brushed knit fabric showcases an adorable dainty floral print for the prettiest vibe. The high-rise waist and bodycon fit add a touch of femininity, while the ruched side seams and mini-length hem flaunt your figure. Complete the look with the matching top.

    Shop Matching Top: Two Cute Lace-Up Floral Crop Top

    Fit & Features

    • Floral print
    • Stretchy brushed knit fabric
    • High-rise waist
    • Ruching
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-1032

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Classically Chic Brushed Knit Duster

    Keep it classically chic with a duster that is part comfy and part chic. The duster features an open draped front, long sleeves, and a flowy long length. The duster is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching jumpsuit. 

    Shop Matching Jumpsuit: Classically Chic Brushed Knit Jumpsuit

    Fit & Features

    • Draped open front
    • Long sleeves
    • Long length 
    • Brushed knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06202-0210

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Color Me Pretty Satin Abstract Wide-Leg Pants

    Color you pretty in these satin pants to brighten up this new season! They feature a flattering high-rise waist, an elasticized back band, front pleating, and a wide-leg silhouette on smooth satin with an abstract print. Complete the look with the matching top for a vacation!

    Shop Matching Top: Color Me Pretty Satin Abstract Crop Top

    Fit & Features

    • High-rise waist, elasticized back band
    • Front pleating
    • Wide-leg silhouette
    • Abstract print
    • Smooth satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1371

    Category Name: Matching Sets

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

  • Made For The Glamour Sequin Blazer

    This gorgeously glam sequin blazer is a major must-have for a girl's night out! It features a lapel collar, long sleeves, a button-front closure, dual front pockets, a relaxed silhouette, and all-over sequin embroidery for a stunning shine. Style with the matching shorts and platform heels.

    Shop Matching Bottoms: Made For The Glamour Sequin Shorts

    Fit & Features

    • Lapel collar, long sleeves, shoulder pads
    • Button-front closure, dual front pockets
    • Relaxed silhouette
    • All-over sequin embroidery
    • Mesh fabric, sewn-in woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1625

    Category Name: Matching Sets

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Gorgeous Allure Chiffon Palazzo Pants

    Radiate your gorgeous allure in these chic chiffon palazzo pants! Designed with an airy sheer chiffon fabric with a lightweight woven lining for coverage, these pants are perfect for the summer season. They feature a high-rise fit with a stretchy elastic waistband and a relaxed wide-leg silhouette for style and comfort. Complete the look with the matching bra top!

    Shop Matching Top: Gorgeous Allure Ruched Chiffon Bra Top

    Fit & Features

    • Sheer chiffon fabric, woven lining, no stretch
    • High waist, elastic waistband
    • Wide-leg fit
    • Runs true to size

    Style Number/Barcode: 06402-1413

    Category Name: Matching Sets

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale