Matching Sets

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Matching Sets That Serve Style in Every Summer Scene

From rooftop brunches to beach vacations, Windsor’s matching sets deliver effortless coordination and head-turning style. Whether you’re dressing for a getaway, party night, or casual hang, these outfits take the guesswork out of getting ready.

Everyday Ease & Polished Pairings

Slip into two-piece skirt sets or wide-leg pant sets with matching crop tops for daytime cool. Breezy cotton, ribbed knits, and lightweight linen blends keep things comfortable and put-together. Style with flat sandals and gold jewelry for casual glam that moves with you.

Night-Out Energy & Elevated Looks

Dial it up with sleek two-piece matching sets combined with a blazer combo, or curve-hugging silhouettes. Faux leather finishes, halter details, and tie-front designs bring the heat—just add strappy heels and a mini bag for your next night out.

Mix, Match & Layer

Wear the full look or break it up—pair your top with jeans or swap in a fitted bodysuit for your skirt. Finish with a cropped jacket or airy duster for extra dimension.

Explore Windsor’s full collection of matching sets online, in-app, or in-store to level up your summer wardrobe.

What are matching sets?

Matching sets are coordinated outfits that include two or more pieces, such as a blouse and pants or a crop top and skirt. Windsor’s matching sets go beyond the basics, featuring stylish combos like blazer and skirt sets, lounge tops with joggers, and trendy T-shirts with biker shorts. Some sets even include matching accessories or jackets for a fully styled look. Whether you’re dressing for a casual day, a vacation, or a night out, matching sets make putting together an outfit effortless and stylish.

Are matching sets a trend?

Absolutely! Matching sets are a must-have trend that Windsor carries all year long. These coordinated outfits take the guesswork out of styling while delivering an effortlessly put-together look. Whether you’re keeping it casual or dressing up for an event, Windsor’s curated selection ensures you’re always on-trend.

What do you call a two-piece outfit?

A two-piece outfit is often called a matching set or co-ords (short for coordinates). These stylish separates are designed to be worn together, but they’re also perfect for mixing and matching to create fresh, new looks.

  • 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 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • 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 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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 $16.90

    On Sale: Yes

    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 $26.90

    On Sale: Yes

    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 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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 $16.90

    On Sale: Yes

    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 $36.90

    On Sale: Yes

    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 $34.90

    On Sale: Yes

    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 Shorts, Iconic 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 $54.90

    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 Vest, Iconic 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 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Iconic Vibes Pinstripe Cropped Vest

    Create an iconic look and have a major it-girl moment in this pinstripe cropped vest! It features a sleeveless V-neckline, wide tank shoulder straps, three front button closures, two front faux pockets, an angled cropped hem, and a fitted silhouette. The lined woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching shorts or pants for weeknights after the office or weekend plans with your friends!

    Shop Matching Bottoms: Iconic Vibes Pinstripe Trouser Shorts, Iconic Vibes Pinstripe Trouser Pants

    Fit & Features

    • Sleeveless bodice, V-neckline, wide tank shoulder straps
    • Vertical curved seams down the bust and front
    • Three front button closures, two front faux pocket slits
    • Angled cropped hem, fitted silhouette
    • Pinstripe pattern
    • Woven fabric, smooth woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1639

    Category Name: Matching Sets

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Always Ahead One-Shoulder Tunic Top

    You'll always be ahead of the trends in this one-shoulder tunic top perfect for elevating your everyday look! It features a fitted long sleeve, a side ruched adjustable drawstring atop a flirty slit, and a long hem on stretchy rib knit fabric. Style with the matching bottoms.

    Shop Matching Bottoms: Always Ahead High Rise Flare Pants

    Fit & Features

    • One shoulder neckline
    • Fitted long sleeve
    • Side ruched adjustable drawstring
    • Side slit, long hem
    • Stretchy rib knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4978

    Category Name: Matching Sets

    Price: $11.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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: Matching Sets

    Price: $5.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fall Back In Love Cable Knit Topper

    Fall back in love with all things cozy and cute! This cable knit topper is essential for shifting into the new season. It features a ribbed mock neckline and long sleeves with ribbed cuffs on soft and stretchy fabric. Complete the look with the matching top. 

    Shop Matching Top: Fall Back In Love Cable Knit Crop Top

    Fit & Features

    • Ribbed mock neckline
    • Long sleeves, ribbed cuffs
    • Cable knit design
    • Soft and stretchy fabric
    • Runs true to size

    Style Number/Barcode: 06005-1729

    Category Name: Matching Sets

    Price: $3.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall Back In Love Cable Knit Crop Top

    Fall back in love with all things cozy and cute! This cable knit crop top is essential for shifting into the new season. It features a scoop neck, tank shoulder straps, and a ribbed hem on soft and stretchy fabric. Complete the look with the matching topper. 

    Shop Matching Topper: Fall Back In Love Cable Knit Topper

    Fit & Features

    • Sleeveless scoop neck
    • Tank shoulder straps
    • Ribbed crop hem
    • Cable knit design
    • Soft and stretchy fabric
    • Runs true to size

    Style Number/Barcode: 06005-1730

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ahoy Sailor Cutie Faux Leather Shorts

    Ahoy cutie! Dress up as a glamorous sailor this Halloween with these adorable faux leather shorts. They feature a high-rise waist with a back zipper closure, dual vertical seams down the front, engraved faux button accents, and a cheeky form-hugging fit. The faux leather fabric has minimal stretch. Style with the matching tie-front top and captain cabby hat!

    Shop Matching Top: Ahoy Sailor Cutie Collared Tie-Front Top

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Dual front vertical seams
    • Four engraved faux buttons
    • Cheeky form-hugging fit
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0335

    Category Name: Matching Sets

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ahoy Sailor Cutie Collared Tie-Front Top

    Ahoy cutie! Dress up as a glamorous sailor this Halloween with this adorable tie-front top. It features a collared neckline with a back flap accent and a contrast trim, short sleeves, a tie-front design for a snatched look, and a fitted cropped hem. The lightweight woven satin fabric has no stretch. Style with the matching faux leather shorts and captain cabby hat!

    Shop Matching Bottoms: Ahoy Sailor Cutie Faux Leather Shorts

    Fit & Features

    • Collared neckline, back flap, contrast trim
    • Short sleeves
    • Tie-front design
    • Fitted cropped hem
    • Woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1621

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Mood Rhinestone Sheer Fishnet Top

    This sexy sparkly and sheer rhinestone fishnet top will definitely put you in a party mood! It features a round neckline, long sleeves with fab flared hems, a cropped hem with a relaxed fit, and a cropped front knit lining with a cowl neckline. The sheer fishnet fabric features all-over glitzy rhinestone embellishments. Style with the matching mini skirt and platform heels!

    Shop Matching Bottoms: Party Mood Rhinestone Sheer Fishnet Mini Skirt

    Fit & Features

    • Round neckline
    • Long sleeves, flared hems
    • Cropped hem, relaxed fit
    • Cropped front knit lining, cowl neckline
    • Sheer fishnet fabric, minimal stretch
    • All-over rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 06001-4875

    Category Name: Matching Sets

    Price: $21.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty And Posh Tweed Bustier Top

    Pretty and posh, create an iconic look with this tweed bustier top! It features a sleeveless sweetheart neckline with a bustier-style bodice, a built-in padded bust, thin tank shoulder straps, and a fitted cropped hem. The plaid pattern on the tweed knit fabric gives it that chic factor. Style with the matching mini skirt!

    Shop Matching Bottoms: Pretty And Posh Tweed Mini Skirt

    Fit & Features

    • Sleeveless sweetheart neckline, bustier-style bodice
    • Built-in padded bust
    • Tank shoulder straps, back zipper closure
    • Fitted cropped hem
    • Plaid pattern, tweed knit fabric, smooth knit front lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4858

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty And Posh Tweed Mini Skirt

    Pretty and posh, create an iconic look with this tweed mini skirt! It features a high-rise waist with a back zipper closure, a mini-length hem, and a form-hugging fit. The plaid pattern on the tweed knit fabric gives it that chic factor. Style with the matching bustier top!

    Shop Matching Top: Pretty And Posh Tweed Bustier Top

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Mini-length hem
    • Form-hugging fit
    • Plaid pattern, tweed knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0834

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Serious Chills Velour Cargo Joggers

    Sit back and chill or go on a coffee run in these trendy velour joggers! It features a flattering mid-rise elasticized waist with hidden side pockets for keeping your hands warm, a relaxed fit, cargo flap pockets, and elasticized cuffs. The ultra-soft velour fabric has a moderate stretch. Complete the look with the matching jacket and your favorite sneakers!

    Shop Matching Jacket: Serious Chills Velour Zip Up Hoodie Jacket

    Fit & Features

    • Mid-rise elasticized waist
    • Hidden side hip pockets
    • Cargo flap pockets, velcro closures
    • Relaxed fit
    • Elasticized cuffs
    • Soft velour fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0973

    Category Name: Matching Sets

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serious Chills Velour Zip-Up Hoodie Jacket

    Sit back and chill or go on a coffee run in this trendy velour crop jacket! It features long sleeves with elasticized cuffs, a hooded drawstring neckline, a zip-up front, two pockets for keeping your hands warm, and a cropped elasticized hem. The ultra-soft velour fabric has a moderate stretch. Complete the look with the matching joggers and your favorite sneakers!

    Shop Matching Bottoms: Serious Chills Velour Cargo Joggers

    Fit & Features

    • Long sleeves, elasticized cuffs
    • Hooded drawstring neckline
    • Two pockets
    • Zip-up front closure
    • Cropped elasticized hem
    • Soft velour fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1401

    Category Name: Matching Sets

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free