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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Vacay Beauty Floral Maxi Skirt
You'll look like a stylish beauty as you jet off to your next vacay in this maxi skirt! It features a high-rise waist, side ruched detailing leading to a thigh-high slit, a fitted silhouette, and a fab all-over tropical floral print. Complete the look with the matching crop top and some chic shades.
Shop Matching Top: Vacay Beauty Floral Crop Top
Fit & Features
- High-rise waist
- Side ruched detailing
- Thigh-high slit
- Fitted silhouette
- Knit fabric, tropical floral print
- Runs true to size
Style Number/Barcode: 06501-0404
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Beauty Floral Crop Top
You'll look like a stylish beauty as you jet off to your next vacay in this crop top! It features a sleeveless V-neckline with a center bar strap design, spaghetti straps, a cropped, form-hugging fit, and a fab all-over tropical floral print. Complete the look with the matching maxi skirt and some chic shades.
Shop Matching Bottoms: Vacay Beauty Floral Maxi Skirt
Fit & Features
- Sleeveless V-neckline
- Center bar strap design
- Spaghetti straps
- Cropped, form-hugging fit
- Knit fabric, tropical floral print
- Runs true to size
Style Number/Barcode: 06001-3269
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Paisley Chic Lace Up Crop Top
Show off your boho side with a cute crop top that is perf for festival season! The top features a paisley print, a sleeveless square neckline, spaghetti straps that lead to a cross back, lace-up straps, and a cropped hem. The top is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pants.
Shop Matching Pants: Paisley Chic High Waist Pants
Fit & Features
- Sleeveless square neckline
- Spaghetti straps, cross back
- Lace-up back
- Paisley print
- Cropped hem
- Smooth knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06001-3500
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Paisley Chic High Waist Pants
Show off your boho side with cute flared pants that are perf for festival season! The pants feature a paisley print, a high-rise waist, and a straight leg fit with a wide leg hem. The pants are composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Crop Top: Paisley Chic Lace Up Crop Top
Fit & Features
- High rise waist
- Paisley print
- Straight leg
- Wide leg hem
- Smooth knit
Style Number/Barcode: 06502-0624
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Paisley Chic High Waist Shorts
Keep it chic in paisley shorts that will have you ready for festival season! The shorts feature a high-rise waist, a paisley print, and a cheeky fit. Complete look with the matching crop top.
Shop Matching Crop Top: Paisley Chic Tie Front Crop Top
Fit & Features
- High rise waist
- Paisley print
- Cheeky fit
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-0254
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Paisley Chic Tie Front Crop Top
Keep it chic in a paisley crop top that will have you ready for festival season! The top features a plunging sweetheart neckline, short puff sleeves, a tie-front accent, and a paisley print. The top is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching high waist shorts.
Shop Matching Shorts: Paisley Chic High Waist Shorts
Fit & Features
- Sweetheart neckline
- Short sleeves
- Short puff sleeves
- Tie-front accent
- Paisley print
- Cropped hem
- Form hugging fit, runs true to size
Style Number/Barcode: 06001-3501
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Desire Layered Shorts
Show off your desire for florals in cute shorts! The shorts feature a ditsy floral print, a high-rise elastic waist, a skirt overlay, and a wide-leg hem. The shorts are composed of a lightweight gauze knit fabric that offers a relaxed fit with minimal stretch. Complete look with the matching tie front top.
Shop Matching Crop Top: Floral Desire Tie Front Crop Top
Fit & Features
- Ditsy floral print
- Elastic high rise waist
- Skirt overlay
- Wide leg hem
- Gauze knit fabric
- Relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06303-0120
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Desire Tie-Front Crop Top
Show off your desire for florals in a stunning crop top! The top features a ditsy floral print, a plunging V-neckline, a tie-front accent, long sleeves, and a cropped hem. The top is composed of a gauze knit fabric that offers a relaxed fit with minimal stretch. Complete look with the matching shorts.
Shop Matching Shorts: Floral Desire Layered Shorts
Fit & Features
- Ditsy floral print
- Plunging V-neckline
- Tie front
- Long sleeves, elastic cinched hems
- Cropped hem
- Gauze knit fabric, relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-0980
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Crush Sweetheart Knit Crop Top
A sleeveless knit top features a sweetheart neckline with a flattering ruched bust and a fitted crop hem. Perfect for everyday styling.
Shop Matching Skort & Sweater Topper: Sweet Crush High Rise Belt Knit Mini Skort, Sweet Crush Long Sleeve Cable Knit Sweater Topper
Fit & Features
- Knit fabric, moderate stretch
- Sweetheart neckline
- Ruched bust seam
- Adjustable spaghetti straps
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06005-2030
Category Name: Matching Sets
Price: $26.90
Availability: In Stock
Available Color: TAUPE
Available Size: S, M, L, XL
Product Badge:- Part of a Set
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Tie Dye Love Ruched Mini Skirt
Show off your love for tie-dye with a cute skirt! The skirt features a tie-dye print, a high-rise waist, ruched side seams, and a rounded hem. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Crop Top: Tie Dye Love Crop Top
Fit & Features
- Tie-dye pattern
- High rise waist
- Ruched side seams
- Rounded hem
- Lined smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0402
Category Name: Matching Sets
Price: $8.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tie Dye Love Crop Top
Show off your love for tie-dye with a cute crop top! The top features a tie-dye pattern, a sleeveless square neckline, spaghetti straps, a lace-up back, and a cropped hem. Complete the look with the matching mini skirt.
Shop Matching Mini Skirt: Tie Dye Love Ruched Mini Skirt
Fit & Features
- Tie-dye pattern
- Sleeveless square neckline
- Spaghetti straps
- Lace-up back
- Cropped hem
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3254
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keeping Knit Real Ribbed Knit Cami
Keep it real with a cute cami to complete your effortlessly chic looks! The cami features a sleeveless scoop neckline, spaghetti straps, and composed of a ribbed knit fabric. Complete look with the matching cardigan and high waist jeans.
Shop Matching Cardigan: Keeping Knit Real Ribbed Knit Cardigan
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-0963
Category Name: Matching Sets
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bold Impressions One Shoulder Crop Top
Make a bold impression with a crop top that brings the drama! The top features a one-shoulder neckline, an adjustable spaghetti strap, and a cropped hem. The top is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching maxi skirt.
Shop Matching Maxi Skirt: Bold Impressions High Slit Maxi Skirt
Fit & Features
- One-shoulder neckline
- Adjustable spaghetti strap
- Cropped hem
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3460
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bold Impressions High Slit Maxi Skirt
Make a bold impression with a maxi skirt that brings the drama! The skirt features a high rise waist, a high side slit, and a maxi-length silhouette. Complete look with the matching crop top and heels.
Shop Matching Crop Top: Bold Impressions One Shoulder Crop Top
Fit & Features
- High rise waist
- High side slit
- Maxi length silhouette
- Form hugging fit
- Runs true to size
Style Number/Barcode: 06501-0434
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keeping Knit Trendy Cropped Cardigan
Keep it trendy in a fab cardigan to layer over your favorite cami! The cardigan features a V-neckline, a multi-button down front, long sleeves, and a cropped hem. The cardigan is composed of a knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching tank top.
Shop Matching Tank Top: Keeping Knit Trendy Cropped Tank
Fit & Features
- V-neckline
- Multi-button down front
- Long sleeves
- Cropped hem
- Knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-0983
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Caught On Trend Short Sleeve Top
Get caught on-trend with a mini skirt that slays! The top features a V-neckline with a tie-front accent, contrast stitching, short sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit with a slight stretch. Complete look with the matching mini skirt.
Shop Matching Skirt: Caught On-Trend High Waist Mini Skirt
Fit & Features
- V-neckline
- Short sleeves
- Tie-front accent
- Contrast stitching
- Ribbed knit fabric
- Form-hugging fit, slight stretch
- Runs true to size
Style Number/Barcode: 06202-0214
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Posh Mini Skirt
Keep it so posh and edgy with a stylish skirt! The skirt features a high-rise waist, a back zipper closure, and chic dual front slits. The skirt is composed of a stretchy woven fabric that offers a form-hugging fit. Complete the outfit with the matching blazer to nail your look!
Shop Matching Blazer: So Posh Cropped Blazer
Fit & Features
- High-rise waist
- Back zipper closure
- Dual front slits
- Form-hugging fit
- Woven fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0321
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keeping Knit Real Ribbed Knit Cardigan
Keep it real with a cute cardigan to layer over your effortlessly chic looks! The cardigan features a zippered front with a mini O-ring accent, long sleeves, and composed of a ribbed knit fabric. Complete look with the matching cami and high waist jeans.
Shop Matching Cami: Keeping Knit Real Ribbed Knit Cami
Fit & Features
- Zippered front
- Long sleeves
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-0964
Category Name: Matching Sets
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Posh Cropped Blazer
Keep it so posh and edgy with a stylish blazer! The blazer features a collared neckline with single-button closure, long sleeves, and a cropped hem. The blazer is composed of a stretchy woven fabric that offers a form-hugging fit. Complete the outfit with the matching mini skirt and a pair of mules to nail your look!
Shop Matching Bottoms: So Posh Mini Skirt
Fit & Features
- Collared neckline
- Single-button closure
- Long sleeves
- Cropped hem
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-0995
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feelin' Comfy Ribbed Knit Fitted Hoodie
Feel comfy and look cute in this ribbed knit fitted hoodie designed with a drawstring hoodie neckline to help keep you cozy and covered while the flattering seam detailing accentuates your figure. Pair with the matching pants for a complete look!
Fit & Features
- Ribbed knit fabric, plenty of stretch
- Drawstring hooded neckline
- Long fitted sleeves
- Zip-front closure
- Front vertical seams
- Fitted mid-length hem
- Runs true to size
Shop Matching Bottoms: Feelin' Comfy Ribbed Knit Flare Pants
Style Number/Barcode: 06202-0490
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: BROWN
Available Size: XL
Product Badge:- Part of a Set
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Vacay Mode Bandeau Top
Get ready for your weekend getaway with this effortlessly chic top. It features a bandeau design with a strapless sweetheart neckline, a tie-front detail, spaghetti straps, and a cropped fit. Style this top with the matching kimono and shorts.
Shop Matching Kimono: Vacay Mode Flowy Kimono
Shop Matching Bottoms: Vacay Mode Flowy Shorts
Fit & Features
- Bandeau design
- Strapless sweetheart neckline
- Tie-front detail
- Spaghetti straps
- Cropped fit
- Woven fabric
- Runs true to size
Style Number/Barcode: 06003-1423
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek And Basic Ribbed Biker Shorts
Keep it sleek in basics! The biker shorts feature a high-rise waist and a mid-thigh length. The shorts are composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching halter top.
Shop Matching Halter Top: Sleek And Basic Ribbed Halter Top
Fit & Features
- High rise waist
- Mid-thigh length
- Ribbed knit fabric
- Form hugging fit
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0626
Category Name: Matching Sets
Price: $8.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek And Basic Ribbed Halter Top
Keep it sleek in basics! The top features a halter neck, an adjustable neck tie, 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 biker shorts.
Shop Matching Biker Shorts: Sleek And Basic Ribbed Biker Shorts
Fit & Features
- Sleeveless halter neck
- Adjustable neck tie
- Cropped hem
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07107-0619
Category Name: Matching Sets
Price: $9.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vacay Mode Flowy Shorts
Get ready for your weekend getaway with these effortlessly chic shorts. They feature a high-rise banded waist and a flowy, relaxed fit. Style these shorts with the matching top and kimono.
Shop Matching Top: Vacay Mode Bandeau Top
Shop Matching Kimono: Vacay Mode Flowy Kimono
Fit & Features
- High-rise banded waist
- Flowy, relaxed fit
- Woven fabric
- Runs true to size
Style Number/Barcode: 06303-0136
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free