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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Tropical Getaway Mesh Mini Skirt
Escape to a tropical paradise with a cute mini skirt that brings those island vibes. The skirt features a high-rise waist, a ruched body, a tropical palm leaf print, and a mini-length hem. The skirt is composed of a lined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching crop top.
Shop Matching Top: Tropical Getaway Mesh Crop Top
Fit & Features
- Sleeveless square neckline
- Bungee spaghetti straps
- Tropical palm leaf print
- Cropped hem
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0535
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casual And Chic Linen Shorts
Keep it casual and carefree in shorts that are perf for everyday! The shorts feature a high-rise waist, slant pockets, and a wide leg hem. The shorts are composed of a linen fabric that offers a relaxed fit with minimal stretch. Complete look with the matching top.
Shop Matching Top: Casual And Chic Tie Front Top
Fit & Features
- High rise waist
- Slant pockets
- Wide leg hem
- Lined linen fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06303-0134
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Delightful Duo Polka Dot Ruffle Skirt
Look and feel so delightful in this polka dot ruffle mini skirt for an effortlessly poised look for brunch or parties! Pair with the matching top.
Fit & Features
- Polka dot print, woven-lined fabric
- Mid-rise waist
- Back zipper and hook-eye closure
- Ruffled mini-length hem
- Runs true to size
Shop The Matching Top: Delightful Duo Halter Polka Dot Crop Top
Style Number/Barcode: 06401-0742
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Casual And Chic Tie Front Top
Keep it casual and carefree in a top that is perf for every day! The top features a sleeveless sweetheart neckline with a tie-front accent, ruffled cap sleeves, a smocked bodice, and a cropped hem. The top is composed of a lined linen fabric that offers a form-hugging fit with minimal stretch. Complete look with the matching shorts.
Shop Matching Shorts: Casual And Chic Linen Shorts
Fit & Features
- Sleeveless sweetheart neckline
- Tie-front accent
- Ruffled cap sleeves
- Smocked bodice
- Cropped hem
- Lined linen fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1402
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylishly Sleek High Waist Satin Shorts
Keep it stylishly sleek with a pair of shorts that bring the luxe. The shorts feature a high-rise elastic waist, drawstring, hidden side pockets, and a cheeky bottom. The shorts are composed of a satin fabric that offers a relaxed fit with minimal stretch. Complete the look with the matching long sleeve top.
Shop Matching Top: Stylishly Sleek Satin Button Down Top
Fit & Features
- Elastic high-rise waist
- Drawstring
- Hidden side pockets
- Cheeky bottom
- Satin fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0230
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Stylishly Sleek Satin Button Down Top
Keep it stylishly sleek with a button-down top that brings the luxe. The top features a collared neckline, a button-down front closure, and long sleeves with a single-button cuff. The top is composed of a satin fabric that offers a relaxed fit with minimal stretch. Complete the look with the matching shorts.
Shop Matching Shorts: Stylishly Sleek High Waist Satin Shorts
Fit & Features
- Collared neckline
- Button-down front closure
- Long sleeves, single-button cuff
- Satin fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1954
Category Name: Matching Sets
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Take Charge Crepe Mini Skirt
Take charge in a mini skirt that shows what a boss babe you are! The skirt features a high-rise waist, a mini side slit, and a short-length hem. The skirt is composed of a crepe fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching blazer.
Shop Matching Blazer: Take Charge Cropped Woven Blazer
Fit & Features
- High rise waist
- Mini side slit
- Mini length hem
- Crepe fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0389
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Take Charge Cropped Woven Blazer
Take charge in a blazer that shows what a boss babe you are! The blazer features a draped open front, long sleeves, and a cropped hem. The blazer is composed of a lined woven fabric that offers a slight stretch. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Take Charge Crepe Mini Skirt
Fit & Features
- Collared neckline
- Draped open front
- Long sleeves
- Cropped hem
- Lined woven fabric
- Runs true to size
Style Number/Barcode: 06204-1230
Category Name: Matching Sets
Price: $14.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Too Sweet Tie-Front Floral Top
Keep it sweet in a floral top that brings major charm! The top features a sweetheart neckline, long sleeves, a tie-front hem, and a pretty floral print. The top is composed of a semi-sheer gauze fabric that offers a relaxed fit with minimal stretch. Complete the look with the matching shorts.
Shop Matching Bottoms: Too Sweet High Waist Floral Shorts
Fit & Features
- Sweetheart neckline
- Long bishop sleeves, elastic cinched hems
- Tie-front hem
- Floral print
- Lined gauze knit fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06003-1592
Category Name: Matching Sets
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Too Sweet High Waist Floral Shorts
Keep it sweet in floral shorts that bring major charm! The shorts feature a high-rise fitted waist with a smocked back, a pretty floral print, and a wide-leg hem. The shorts are composed of a lined gauze knit fabric that offers a relaxed fit with minimal stretch. Complete the look with the matching tie front top.
Shop Matching Top: Too Sweet Tie Front Floral Top
Fit & Features
- High-rise fitted waist
- Smocked back
- Floral print
- Wide-leg hem
- Lined gauze knit fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06303-0162
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Better Together High Rise Shorts
You're better off with high-rise shorts like this perfect for vacay and beyond! It features an elasticized waistband, adjustable drawstring sides so you can adjust the fit and dolphin style hem. Complete the look in the matching top.
Shop The Matching Top: Better Together Crop Tank Top
Fit & Features
- High rise elasticized waist
- Adjustable drawstring sides
- Dolphin style hem
- Stretchy rib-knit fabric
- Fits true to size
Style Number/Barcode: 07103-0757
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Better Together Crop Tank Top
You're better off with a crop tank top like this perfect for vacay and beyond! It features a sleeveless, scoop neck, tank straps, side drawstrings so you can adjust the fit. Complete the look in the matching bottoms.
Shop The Matching Bottoms: Better Together High Rise Shorts
Fit & Features
- Sleeveless, scoop neck, tank straps
- Adjustable side drawstrings
- Cropped hem
- Stretchy rib-knit fabric
- Fits true to size
Style Number/Barcode: 07103-0756
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Delightful Duo Halter Polka Dot Crop Top
Look and feel so delightful in this polka dot halter crop top for an effortlessly poised look for brunch or parties! Pair with the matching skirt.
Fit & Features
- Polka dot print, woven-lined fabric
- Halter neckline, lace trim, spaghetti strap tie, metal insert
- Padded bra cups
- Back zipper and hook-eye closure
- Flexible boning
- Fitted crop hem
- Runs true to size
Shop The Matching Skirt: Delightful Duo Polka Dot Ruffle Skirt
Style Number/Barcode: 06003-2747
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Keeping Knit Casual Maxi Skirt
Dress up your casual outfits with a maxi skirt that creates those effortless vibes. The skirt features an elastic high rise waist, ruching, a high side slit, and a maxi length hem. The skirt is composed of a lined brushed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with a tie front top and mules.
Fit & Features
- Elastic high rise waist
- Ruching
- High side slit
- Maxi length hem
- Brushed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0613
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flirty Flare High-Rise Pants
Create a flirty vibe in these flare high-rise pants featuring an elasticized waist and a form-fitting silhouette on slinky knit fabric. Complete the look in the matching top.
Shop Matching Top: Flirty Flowy Sleeve Tie-Front Top
Fit & Features
- High-rise elasticized waist
- Form-fitting silhouette
- Flare hem
- Slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0813
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirty Flowy Sleeve Tie-Front Top
Create a flirty vibe in this flowy 3/4 sleeve crop top featuring a plunge v-neck with a tie-front on slinky knit fabric. Complete the look in the matching bottoms.
Shop Matching Bottoms: Flirty Flare High-Rise Pants
Fit & Features
- Flowy 3/4 sleeves
- Plunge v-neckline
- Tie-front
- Cropped hem
- Slinky knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0297
Category Name: Matching Sets
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Can't Be Tamed Zebra Crop Top
Your sense of fashion can't be tamed! This chic zebra crop top features a sleeveless, square neck, sleek bungee spaghetti straps, and a cropped hem. Complete the look in the matching skirt.
Shop Matching Skirt: Can't Be Tamed Zebra Mini Skirt
Fit & Features
- Sleeveless, square neck
- Bungee spaghetti straps
- Zebra print
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-4043
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Can't Be Tamed Zebra Mini Skirt
Your sense of fashion can't be tamed! This chic zebra mini skirt features a high-rise waist and a bodycon silhouette. Complete the look in the matching top.
Shop Matching Top: Can't Be Tamed Zebra Crop Top
Fit & Features
- High-rise waist
- Bodycon silhouette
- Mini-length hem
- Zebra print
- Cropped hem
- Runs true to size
Style Number/Barcode: 06501-0614
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wild Season Zebra Slit Maxi Skirt
Create many wild memories! This sultry zebra maxi skirt features a high-rise waist and an eye-catching front slit to showcase some leg on the floor-length hem. Composed of lined fabric with no stretch. Style with the matching top.
Shop The Matching Top: Wild Season Zebra Halter Top
Fit & Features
- High-rise waist
- Front slit
- Zebra pattern
- Floor-length hem
- Lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 06501-0564
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wild Season Zebra Halter Top
Create many wild memories! This sultry zebra halter top features an eye-catching strappy design with tie closure, open-back, and a front drawstring cutout atop an ultra-cropped hem. Composed of lined fabric with no stretch. Style with the matching skirt.
Shop The Matching Bottoms: Wild Season Zebra Slit Maxi Skirt
Fit & Features
- Sleeveless, halter neckline, front drawstring cutout
- Strappy design
- Ultra-cropped hem
- Open-back
- Zebra pattern
- Lined fabric, no stretch
- Fits true to size
Style Number/Barcode: 06001-3889
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Casual Vibes Joggers
Bring on the trendy casual vibes with these adorable joggers! They feature a high-rise waist, an adjustable drawstring front, vertical seam detailing, and cinched jogger hems. Style these joggers with the matching hoodie for the perfect loungewear look!
Shop Matching Hoodie: Trendy Casual Vibes Zip-Up Hoodie
Fit & Features
- High-rise waist
- Adjustable drawstring front
- Front pockets
- Vertical seam detailing
- Cinched jogger hems
- Ribbed knit fabric
- Runs true to size
Style Number/Barcode: 06502-0838
Category Name: Matching Sets
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Casual Vibes Zip-Up Hoodie
Bring on the trendy casual vibes with this adorable hoodie! It features long sleeves, a complete zip-front, chest pockets, and a cropped elasticized hem. Style this hoodie with the matching joggers for the perfect loungewear look!
Shop Matching Bottoms: Trendy Casual Vibes Joggers
Fit & Features
- Hood
- Long sleeves, cinched hems
- Zip-front
- Chest pockets
- Cropped, elasticized hem
- Ribbed knit fabric
- Runs true to size
Style Number/Barcode: 06202-0304
Category Name: Matching Sets
Price: $19.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Hood
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First Look Lace-Up Crop Top
This top is a must-have for making that stunning first impression! The top features an off-the-shoulder neckline, a sweetheart bust with a lace-up front, long sleeves, and a cropped hem. The top is composed of a lined smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching maxi skirt.
Shop Matching Maxi Skirt: First Look Ruched Maxi Skirt
Fit & Features
- Off-the-shoulder neckline
- Sweetheart bust
- Lace-up front
- Cropped hem
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3925
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fresh Perfection Button Split Denim Vest
A perfectly trendy denim vest with cute details like button-front accents and a center split that flaunts your figure. Complete the look with the matching pants.
Shop Matching Bottoms: Fresh Perfection High-Rise Wide-Leg Denim Pants
Fit & Features
- Pinstripe pattern, denim fabric
- Square neck
- Wide shoulder straps
- Button-front accents
- Center split
- Runs true to size
Style Number/Barcode: 06203-0589
Category Name: Matching Sets
Price: $42.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: S, M
Product Badge:- Part of a Set