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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Take Charge Faux Leather Mini Skirt
Take charge with a mini skirt that takes your look to the next level! The skirt features a high-rise waist and a mini-length silhouette. The skirt is composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching blazer.
Shop Matching Blazer: Take Charge Faux Leather Cropped Blazer
Fit & Features
- High rise waist
- Mini length
- Faux leather fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0325
Category Name: Matching Sets
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Take Charge Faux Leather Cropped Blazer
Take charge with a blazer that takes your look to the next level! The blazer features an open front with single-button closure, long sleeves, lightly padded shoulders, and a cropped hem. The blazer is composed of a faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Take Charge Faux Leather Mini Skirt
Fit & Features
- Open front, single-button closure
- Long sleeves
- Lightly padded shoulders
- Cropped hem
- Lined faux leather fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-0989
Category Name: Matching Sets
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Seams Come True Mini Skirt
Stun with a cute mini skirt that is everything, babe! The skirt features a high-rise waist, contrast seams, and a mini-length silhouette. The skirt is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching tie front top and mules.
Shop Matching Tie Front Top: Seams Come True Tie Front Top
Fit & Features
- High rise waist
- Contrast seams
- Mini length silhouette
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0512
Category Name: Matching Sets
Price: $5.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Coastal Escape Cropped Halter Top
Shop Matching Bottoms: Coastal Escape High Rise Ruched Midi Skirt
Fit & Features
- Smooth knit fabrication
- Sleeveless halter neckline
- Halter neck ties
- Cutouts
- Beaded detailing
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-5672
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Seams Come True Tie Front Top
Stun with a cute tie front top that is everything, babe! The top features a plunging tie-front, long sleeves, contrast seams, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching mini skirt and mules.
Shop Matching Mini Skirt: Seams Come True Mini Skirt
Fit & Features
- V-neckline
- Tie-front bodice
- Long sleeves
- Contrast seams
- Cropped hem
- Ribbed knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06202-0251
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Chic Ruched Faux Leather Mini Skirt
Turn up the heat in this super sexy mini skirt! It's made from smooth faux leather with a ruched front design. Wear it with the matching crop top to dance the night away with the girls.
Shop Matching Top: So Haute Faux Leather Crop Top
Fit & Features- High-rise waist
- Back zipper and hook and eye closure
- Faux leather fabrication
- Mini-length
- Ruched
- Form-hugging, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0322
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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So Chic Faux Leather Crop Top
Channel an edgy look with a crop top that is made for a bold babe! The crop top features a sleeveless square neckline, bungee spaghetti straps, and a cropped hem. The top is composed of a lined faux leather fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching skirt.
Shop Matching Skirt: So Haute Ruched Faux Leather Mini Skirt
Fit & Features
- Sleeveless square neckline
- Bungee spaghetti straps
- Back zipper and hook and eye closure
- Cropped hem
- Lined faux leather fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06003-1366
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bring That Ruffle Asymmetrical Midi Skirt
Bring that sweet and sassy style with this must-have bodycon skirt! It features a front ruffle detail and high side slit. Wear it with the matching crop top for chic night out on the town!
Shop Matching Crop Top: Bring That Knit Crop Top
Fit & Features- High rise waist
- High side slit
- Form hugging fit, moderate stretch
- Ruffle front detail
- Fits true to size
Style Number/Barcode: 06501-0511
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keeping Knit Trendy Cropped Tank
Keep it trendy in a fab tank to layer underneath your favorite cardigans! The tank features a sleeveless scoop neckline, tank shoulder straps, and a cropped hem. The tank is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching cardigan.
Shop Matching Cardigan: Keeping Knit Trendy Cropped Cardigan
Fit & Features
- Sleeveless scoop neckline
- Tank shoulder straps
- Cropped hem
- Knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-0982
Category Name: Matching Sets
Price: $9.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bring That Knit Crop Top
Bring those baddie vibes babe in this super-flattering knit crop top! It features thin straps and criss-cross back straps. Wear it with the matching bodycon skirt for a night out to remember!
Shop Matching Skirt: Bring That Ruffle Asymmetrical Midi Skirt
Fit & Features
- Thin spaghetti straps
- Criss-cross back straps
- Square neckline
- Cropped hem
- Form hugging fit, moderate stretch
- Fits true to size
Style Number/Barcode: 06001-3665
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy And Chill Pajama Tank
Chill out in a cute pajama tank that will have you stylish and comfy! The tank features a sleeveless scoop neckline, tank shoulder straps, and a cropped hem. The tank is composed of a soft-to-the-touch knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching pajama shorts.
Shop Matching Pajama Shorts: Cozy And Chill Pajama Shorts
Fit & Features
- Sleeveless scoop neckline
- Tank shoulder straps
- Cropped hem
- Knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0652
Category Name: Matching Sets
Price: $3.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy And Chill Pajama Shorts
Chill out in cute pajama shorts that will keep you stylish and comfy! The shorts feature an elastic high rise waist, drawstring waist, hidden side pockets, and a mid-thigh length. The shorts are composed of a soft-to-the-touch knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching pajama tank.
Shop Matching Pajama Tank: Cozy And Chill Pajama Tank
Fit & Features
- Elastic high rise waist
- Drawstring waist
- Mid-thigh length
- Hidden side pockets
- Knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0653
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Textures Long Sleeve Duster
Keep on trend with a duster that brings flair to your look! The duster features a drape open front, long sleeves, and a flowy long length. The duster is composed of a lined waffle knit fabric that offers a relaxed fit with slight stretch. Complete your look with the matching cropped tank and high waist pants.
Shop Matching Cropped Tank: Trendy Textures Sleeveless Knit Tank
Shop Matching Pants: Trendy Textures High Waist Pants
Fit & Features
- Draped open front
- Long sleeves
- Long flowy length
- Lined waffle knit fabric
- Relaxed fit, slight stretch
- Runs true to size
Style Number/Barcode: 06202-0288
Category Name: Matching Sets
Price: $14.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Forever In Love Floral Velvet Burnout Corset Top
You'll be forever in love with this floral velvet burnout corset top. Designed with a square neck and angled cropped hem, style with the matching midi skirt for a gorgeous look.
Shop Matching Bottoms: Forever In Love Floral Velvet Burnout Midi Skirt
Fit & Features
- Mesh fabric with floral velvet burnout pattern
- Sleeveless square neckline
- Thin tank shoulder straps
- Flexible boning, back zipper closure
- Angled cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5612
Category Name: Matching Sets
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Snake Charmer Side Slit Mini Skirt
Charm everyone in the room instantly in this figure-flattering mini skirt! It's designed with a captivating snake print, mini length, and front slit. Wear it with a crop top and lace-up heels for a super sultry look.
Fit & Features
- Mini length
- Animal print
- Front slit
- Runs true to size
Style Number/Barcode: 06501-0424
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Make It Bold High Waist Palazzo Pants
Create a bold and trendy look for a night out with these chic palazzo pants. They feature a high-rise waist, pleating, and a flared wide-leg hem. Style these pants with the matching crop top and cute mules.
Shop Matching Top: Make It Bold Cutout Crop Top
Fit & Features
- High-rise waist, elastic waistband
- Pleating
- Wide-leg hem
- Lightweight knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0669
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vacay Vibes Cutout Crop Top
Channel those vacay vibes with a top that is perfect for nailing those Insta-worthy moments! The top features a sleeveless high crew neck, an asymmetrical cutout, and a cropped hem. Complete look with the matching flared palazzo pants!
Fit & Features
- Sleeveless crew neck
- Asymmetrical cutout
- Cropped hem
- Ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3574
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Level Up Snake Crop Top
Level up your night with a chic crop top! The top features a sleeveless square neckline, a snake print, spaghetti straps, a lace-up back, and a cropped hem. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Level Up Snake Ruched Mini Skirt
Fit & Features
- Sleeveless square neckline
- Snake print
- Spaghetti straps
- Lace-up back
- Cropped hem
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3312
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual Cutie Waffle Knit Pajama Biker Shorts
Keep it casually cute with pajama biker shorts that are perfect for lounging in! The shorts feature a high rise waist, a mid-thigh length, and are composed of a soft to the touch waffle knit fabric. The pajama shorts offer a relaxed fit with a moderate stretch. Complete look with the matching bralette.
Shop Matching Bralette: Casual Cutie Waffle Knit Bralette
Fit & Features
- High rise waist
- Mid-thigh length
- Waffle knit fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0665
Category Name: Matching Sets
Price: $1.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classically Chic Brushed Knit Jumpsuit
Keep it classically chic with a jumpsuit that is part comfy and part chic. The jumpsuit features a sleeveless V-neckline, spaghetti straps, and a skinny leg fit. The jumpsuit is composed of a brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching duster and slides.
Shop Matching Duster: Classically Chic Brushed Knit Duster
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Skinny leg fit
- Brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0620
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Basic Cropped Fleece Hoodie
Keep it basic and cozy with a fleece hoodie that is comfy for lounging in! It features a drawstring hoodie, long sleeves, and a cropped hem. The hoodie is composed of a soft-to-the-touch fleece fabric that offers a relaxed fit with moderate stretch. Complete the look with the matching shorts.
Shop Matching Drawstring Shorts: Basic High Waist Fleece Shorts
Shop Matching Elastic Shorts: Casual Trendsetter Fleece Shorts
Fit & Features
- Drawstring hoodie
- Long sleeves
- Cropped hem
- Fleece fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-0868
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Basic High Waist Fleece Shorts
Keep it basic and cozy with fleece shorts that are comfy for lounging in! The shorts feature a high-rise waist, a drawstring, side pockets, and a cheeky bottom. The shorts are composed of a soft-to-the-touch fleece fabric that offers a relaxed fit with moderate stretch. Complete the look with the matching cropped hoodie.
Shop Matching Hoodie: Basic Cropped Fleece Hoodie
Fit & Features
- High-rise waist
- Drawstring
- Side pockets
- Cheeky bottom
- Fleece fabric
- Relaxed fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-0247
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Poised Ponte Plaid Mini Skirt
Keep it so poised with a mini skirt that elevates your style! The skirt features a plaid print, a high-rise waist, and a mini-length silhouette. The skirt is composed of a ponte knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Crop Top: So Poised Ponte Plaid Crop Top
Fit & Features
- Plaid print
- High rise waist
- Mini length silhouette
- Ponte knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0439
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Poised Ponte Plaid Crop Top
Keep it so poised with a crop top that elevates your style! The top features a plaid print, a sleeveless square neckline, bungee spaghetti straps, and a cropped hem. The top is composed of a ponte knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: So Poised Ponte Plaid Mini Skirt
Fit & Features
- Plaid print
- Sleeveless square neckline
- Cropped hem
- Bungee spaghetti straps
- Ponte knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3465
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale