Matching Sets
Matching sets are the easiest way to look instantly put-together while keeping it on-trend for Fall. From two-piece sets like crop tops with mini skirts to flowy fly-a-way tops paired with wide-leg pants, the options are endless. Long sleeve crop tops with maxi skirts bring a chic vibe, while jersey knits and printed mesh keep the styles fresh. Perfect for date night, brunches, or mixers, these sets take the stress out of styling and give you a ready-made outfit that always turns heads.
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Matching Sets
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Matching Sets That Serve Style in Every Fall Scene
From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and head-turning style. Whether you’re dressing for a seasonal soirée, a night out, or a 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 polish. Cozy ribbed knits, soft sweater fabrics, and sleek satins keep things comfortable and put-together. Style with ankle boots and layered jewelry for casual glam that moves with you.
Night-Out Energy & Elevated Looks
Dial it up with sleek two-piece matching sets paired with a tailored blazer or curve-hugging silhouettes. Faux leather finishes, halter details, and tie-front designs bring the heat—just add strappy heels or heeled boots 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 faux leather pants, or swap in a fitted bodysuit for your skirt. Finish with a cropped jacket or a longline duster coat for extra dimension.
Explore Windsor’s full collection of matching sets online, in-app, or in-store to level up your fall 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.
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Trendsetting Babe Tie Front Halter Top
Whether you have to run errands, are hanging with your squad, or just need a laidback look, this halter top is going to be your new BFF! The top features a plunging V-neckline with a halter neck strap, a lace-up front, and a cropped hem. The top is composed of a brushed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching pants.
Shop Matching Pants: Trendsetting Babe Flared Pants
Fit & Features
- Plunging V-neckline
- Halter neck strap
- Lace-up front
- Cropped hem
- Knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3551
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Sweet Smocked Floral Crop Top
Keep your look so sweet with a crop top that brings the charm! The crop top features a sweetheart neckline, a smocked body, short chiffon puff sleeves, a ditsy floral print, and a cropped hem. Complete look with the matching mini skirt and mules for a pretty brunch look.
Shop Matching Mini Skirt: So Sweet Smocked Floral Mini Skirt
Fit & Features
- Sweetheart neckline
- Short chiffon puff sleeves
- Ditsy floral print
- Cropped hem
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06003-1208
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Sweet Smocked Floral Mini Skirt
Keep your look so sweet with a mini skirt that brings the charm! The mini skirt features a high-rise waist, a smocked body, a ditsy floral print, and a tiered ruffled hem. Complete look with the matching crop top and mules for a pretty brunch look.
Shop Matching Crop Top: So Sweet Smocked Floral Crop Top
Fit & Features
- High rise waist
- Smocked body
- Ditsy floral print
- Chiffon ruffled hem
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0301
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stylish And Smocked Mini Skirt
This smocked mini skirt will give your summer look a stylish vibe! It features a high-rise waist and a mini-length, curve-hugging silhouette. Complete the outfit with the matching crop top and chic mules.
Shop Matching Crop Top: Stylish And Smocked Crop Top
Fit & Features
- High-rise waist
- Short, form-hugging fit
- Smocked knit fabric
- Runs true to size
Style Number/Barcode: 06501-0413
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Catching Looks Crochet Palazzo Pants
Serving body and beach energy all in one slay. These crochet palazzo pants feature a high-rise waist and sheer wide-leg silhouette, perf for sipping cocktails, catching sunsets, or just catching looks.
Shop Matching Top: Catching Looks Crochet Bandeau Tube Top
Fit & Features
- Sheer crochet fabric with panty lining
- High-rise waist
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06302-000008
Category Name: Matching Sets
Price: $34.90
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Darling Ditsy Floral Mini Skirt
Achieve that sweet darling look that's trendy for summertime with this adorable mini skirt! It features a high-rise waist, a mini-length, curve-hugging silhouette, a ruffle hem, and an all-over ditsy floral print. Pair this skirt with the matching crop top and strappy sandals.
Shop Matching Top: Sweet Darling Ditsy Floral Crop Top
Fit & Features
- High-rise waist
- Short, form-hugging fit
- Ruffle hem
- Ditsy floral print
- Smocked woven fabric
- Runs true to size
Style Number/Barcode: 06401-0310
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Darling Ditsy Floral Crop Top
Achieve that sweet darling look that's trendy for summertime with this adorable crop top! It features a strapless neckline with a tie-front accent, a cropped, form-hugging fit, and an all-over ditsy floral print. Pair this top with the matching mini skirt and strappy sandals.
Shop Matching Bottoms: Sweet Darling Ditsy Floral Mini Skirt
Fit & Features
- Strapless neckline
- Tie-front
- Cropped, form-hugging fit
- Ditsy floral print
- Smocked woven fabric
- Runs true to size
Style Number/Barcode: 06003-1296
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Alluring And Chic Mini Skirt
Keep your night-out look alluring and chic with this faux leather mini skirt! It features a high-rise waist, a mini-length, curve-hugging silhouette, and a trendy all-over snake print. Style this skirt with the matching crop top and clear heels.
Shop Matching Top: Alluring And Chic Cropped Tube Top
Fit & Features
- High-rise waist
- Short, form-hugging fit
- Snake print
- PU fabric
- Runs true to size
Style Number/Barcode: 06501-0449
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Alluring And Chic Cropped Tube Top
Keep your night-out look alluring and chic with this faux leather tube top! It features a strapless square neckline, a cropped, form-hugging fit, and a trendy all-over snake print. Style this top with the matching mini skirt and clear heels.
Shop Matching Bottoms: Alluring And Chic Mini Skirt
Fit & Features
- Strapless square neckline
- Cropped, form-hugging fit
- Snake print
- Lined PU fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3544
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty Fab Ditsy Floral Crop Top
Keep it pretty fab with a crop top that brings those sweet vibes. The crop top features a sleeveless square neckline, tie shoulder straps, a ditsy floral print, a cropped hem, and a smocked body. Complete the look with the matching skirt and mules.
Shop Matching Skirt: Pretty Fab Ditsy Floral Mini Skirt
Fit & Features
- Sleeveless square neckline
- Tie shoulder straps
- Ditsy floral print
- Cropped hem
- Smocked body
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06003-1256
Category Name: Matching Sets
Price: $4.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Pretty Fab Ditsy Floral Mini Skirt
Keep it pretty fab with a mini skirt that brings those sweet vibes. The skirt features a ditsy floral print, a high-rise waist, a smocked body, and a mini-length silhouette with a ruffled hem. Complete the look with the matching crop top and mules.
Shop Matching Crop Top: Pretty Fab Ditsy Floral Crop Top
Fit & Features
- High rise waist
- Smocked body
- Ditsy floral print
- Mini length silhouette
- Ruffled hem
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0307
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Struck By Florals Crop Top
Get lovestruck with a cute floral crop top this season. The crop top features a sleeveless square neckline, tie-up spaghetti straps, ditsy floral print, and a cropped hem. Complete look with the matching mini skirt and wedges.
Shop Matching Mini Skirt: Struck By Florals Ruched Mini Skirt
Fit & Features
- Sleeveless square neckline
- Tie-up spaghetti straps
- Ditsy floral print
- Cropped hem
- Brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3140
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Struck By Florals Ruched Mini Skirt
Get lovestruck with a cute floral mini skirt this season! The skirt features a high-rise waist, a ditsy floral print, dual drawstrings, and a mini-length silhouette. Complete look with the matching crop top and wedges.
Shop Matching Crop Top: Struck By Florals Crop Top
Fit & Features
- High rise waist
- Dual drawstrings
- Mini length silhouette
- Ditsy floral print
- Brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0364
Category Name: Matching Sets
Price: $8.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Caught On-Trend High Waist Mini Skirt
Get caught on-trend with a mini skirt that slays! The skirt features a high-rise waist, contrast seams that streamline the silhouette, and a mini-length silhouette. The skirt is composed of a ribbed knit fabric that offers a form-hugging fit with a slight stretch. Complete look with the matching top.
Shop Matching Long Sleeve Top: Caught On-Trend Tie-Front Crop Top
Shop Matching Short Sleeve Top: Caught On Trend Short Sleeve Top
Fit & Features
- High rise waist
- Contrast seams
- Mini length silhouette
- Ribbed knit fabric
- Form hugging fit, slight stretch
- Runs true to size
Style Number/Barcode: 06501-0416
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sunny Escape Tropical Print Palazzo Pants
Escape to your dream vacay in these tropical print palazzo pants offering a high-rise waist and a flowy, wide-leg silhouette. Style with the matching tie-front top and your fave sandals.
Shop Matching Top: Sunny Escape Tropical Print Tie-Front Top
Fit & Features
- Woven fabric
- Tropical print
- High-rise waist, front button and hidden zipper closure
- Pleating
- Wide-leg fit
- Relaxed silhouette
- Runs true to size
Style Number/Barcode: 06302-000002
Category Name: Matching Sets
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Caught On-Trend Tie-Front Crop Top
Get caught on-trend with a cute crop top! The crop top features a plunging tie-front, long sleeves, a cropped hem, and contrast seams. The top is composed of a ribbed knit fabric that offers a relaxed fit with a slight stretch. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Caught On-Trend High Waist Mini Skirt
Fit & Features
- Tie-front
- Long sleeves
- Contrast seams
- Cropped hem
- Ribbed knit fabric
- Relaxed fit, slight stretch
- Runs true to size
Style Number/Barcode: 06202-0181
Category Name: Matching Sets
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Casual And Stylish Waffle Knit Leggings
Keep it casual and stylish with leggings that are so cozy to lounge in! The leggings feature an elastic high-rise waist, a straight skinny leg fit, and are composed of a waffle knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching bralette.
Shop Matching Bralette: Casual And Stylish Waffle Knit Bralette
Fit & Features
- Elastic high-rise waist
- Straight leg fit
- Waffle knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0603
Category Name: Matching Sets
Price: $4.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual And Stylish Waffle Knit Bralette
Keep it casual and stylish with a bralette that is so cozy to lounge in! The bralette features a sleeveless V-neckline, narrow shoulder straps, and a cropped hem. The bralette is composed of a waffle knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching leggings.
Shop Matching Leggings: Casual And Stylish Waffle Knit Leggings
Fit & Features
- Sleeveless V-neckline
- Narrow shoulder straps
- Cropped hem
- Waffle knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07107-0608
Category Name: Matching Sets
Price: $4.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fab Floral Cinched Mini Skirt
Keep it fab with a floral skirt that brings the charm to your look. The skirt features a high-rise waist, a ditsy floral print, a cinched ruched body, a mini side slit, and a mini-length silhouette. The skirt is composed of a brushed knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Top: Fab Florals Flutter Sleeve Tie Front Top
Fit & Features
- High rise waist
- Ditsy floral print
- Cinched ruched body
- Mini side slit
- Mini length silhouette
- Brushed knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06501-0409
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek And Chic Satin Pajama Bralette
Keep it sleek and chic as you unwind in a pajama bralette. The bralette features triangle cups, adjustable spaghetti straps, and an elastic back strap. The bralette is composed of a satin-like fabric that offers a relaxed fit with minimal stretch. Complete look with the matching pajama shorts and slides.
Shop Matching Shorts: Sleek And Chic Satin Pajama Shorts
Fit & Features
- Triangle cups
- Adjustable spaghetti straps
- Elastic back strap
- Satin-like fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 07107-0574
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic And Chill Pajama Cropped Tank
Chill out in a cozy cropped tank that is perfect for lounging. The pajama tank features a sleeveless scoop neckline, tank straps, and a cropped hem. The pajama tank is composed of a ribbed knit fabric that offers a relaxed fit with slight stretch. Complete look with the matching pajama leggings and slides.
Shop Matching Leggings: Chic And Chill Ribbed Pajama Leggings
Fit & Features
- Sleeveless scoop neckline
- Tank straps
- Cropped hem
- Ribbed knit fabric
- Relaxed fit, slight stretch
- Runs true to size
Style Number/Barcode: 07103-0517
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic And Chill Ribbed Pajama Leggings
Chill out in cozy leggings that are perfect for lounging! The pajama leggings feature a high-rise waist, drawstring ties, and a skinny leg fit. The leggings are composed of a ribbed knit fabric that offers a relaxed fit with slight stretch. Complete look with the matching cropped tank and slides.
Shop Matching Cropped Tank: Chic And Chill Pajama Cropped Tank
Fit & Features
- High rise waist
- Drawstring
- Skinny leg fit
- Ribbed knit fabric
- Relaxed fit, slight stretch
- Runs true to size
Style Number/Barcode: 07103-0518
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Textures Cropped Tank
Keep it trendy with a tank top that is perf for lounging in. The tank top features a sleeveless square neckline, tank shoulder straps, and a cropped hem. The tank top is composed of a waffle-knit fabric that offers a relaxed fit with slight stretch. Complete look with the matching shorts and matching duster.
Shop Matching Shorts: Trendy Textures High Waist Shorts
Shop Matching Duster: Trendy Textures Long Duster
Fit & Features
- Sleeveless square neckline
- Tank shoulder straps
- Cropped hem
- Waffle knit fabric
- Relaxed fit, slight stretch
- Runs true to size
Style Number/Barcode: 06001-3170
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Textures Long Duster
Keep it trendy a duster that is perf for lounging in. The duster features a draped open front, long sleeves, and a flowy long length. The duster is composed of a waffle-knit fabric that offers a relaxed fit with slight stretch. Complete look with the matching tank top and shorts.
Shop Matching Tank Top: Trendy Textures Cropped Tank
Shop Matching Shorts: Trendy Textures High Waist Shorts
Fit & Features
- Draped open front
- Long sleeves
- Waffle knit fabric
- Relaxed fit
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0167
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale