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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Falling For You Floral Crop Top
They will be falling for you hard when you step out in this smocked crop top. Don’t forget to pick up the matching skirt to complete the look!
Shop the Matching Bottoms: Falling For You Floral Mini Skirt
Fits & Features
- Ditsy Floral Print
- Smocked
- Spaghetti Straps
Style Number/Barcode: 06003-0531
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Vibes Eyelash Knit Pajama Shorts
Channel those cozy vibes in shorts that are chill and chic. The shorts feature a high rise waist, a cheeky fit, and composed of a soft to the touch eyelash knit fabric. Complete your look with the matching bralette for a lazy day in!
Shop Matching Bralette: Cozy Vibes Eyelash Knit Bralette
Fit & Features
- High rise waist
- Cheeky fit
- Eyelash knit fabric
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 07103-0312
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Vibes Eyelash Knit Bralette
Channel those cozy vibes in a bralette that is chill and chic. The bralette feature triangle-shaped cups, sleek straps that cross at the back and wide banded hem. Complete your look with the matching shorts for a lazy day in!
Shop Matching Shorts: Cozy Vibes Eyelash Knit PJ Shorts
Fit & Features
- Triangle-shaped cups
- Sleek spaghetti straps that cross at back
- Wide banded hem
- Eyelash knit fabric
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 07107-0421
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's Got It Ruched Mini Skirt
Serve up that wow factor in a skirt that stuns! Perfect for a night out with the squad, this skirt features a high rise waist, ruched detailing throughout, and a mini length silhouette. Complete your look with the matching crop top and a pair of clear heels!
Shop Matching Crop Top: She's Got It Ruched Crop Top
Fit & Features
- High rise waist
- Ruching
- Lined mesh fabric
- Form hugging fit
- Matching crop top sold separately
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0249
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Effortless Eyelet Puff Sleeve Crop Top
Create an effortless everyday look in this eyelet crop top that is a must have for your summer vibe. Perfect paired with the matching mini skirt for a chic photoshoot in your backyard! The adorable top features short eyelet puff sleeves with a flirty trim and a flattering front tie. Complete your cute outfit with some classic gold hoops and trendy wedges.
Shop Matching Skirt: Effortless Eyelet Mini Skirt
Fit & Features
- Short puff sleeves
- Sweetheart neckline
- Delicate trim
- Cropped tie front
- All over eyelet detail
- Form-fitting style
Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-2625
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tie Dye Facial Mask With Earloops
Stay safe in this tie-dye face mask that won’t clash with your fit! Fitted with a soft breathable knit, a tie-dye pattern, and earloops for a comfortable customized fit. Complete your outfit with the matching top and shorts or joggers.
Shop Matching Top: Tie Dye Dolman Sleeve Crop Top
Shop Matching Shorts: Tie Dye High Waist Shorts
Shop Matching Joggers: Tie Dye High Rise Joggers
Fit & Features
- Tie-Dye print
- Earloops
- This is not a medical-grade mask nor is a substitute for medical-grade equipment
- Wash before and after use is recommended
- Please consult local health authority for guidance on the use of non-medical grade masks
Face masks are final sale merchandise and may not be returned or exchanged
Style Number/Barcode: 07305-0140
Category Name: Matching Sets
Price: $3.97 $7.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tie Dye High Waist Shorts
Keep it trendy in tie-dye shorts that give off major boho vibes. The shorts feature an elastic high rise waist, a cheeky fit, and an all-over tie-dye print. Complete your look with the matching top and face mask.
Shop Matching Top: Tie Dye Dolman Sleeve Crop Top
Shop Matching Face Mask: Tie Dye Facial Mask With Earloops
Fit & Features
- High rise waist
- Cheeky fit
- Tie-dye pattern
- Matching top sold separately
- Matching face mask sold separately
Model is 5'8" with a 32" bust, 25" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06503-0145
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Casual Pleated Mini Skort
Meet your new fave: the keep it casual pleated mini skort. With a high-rise waist, hidden zipper, and chic pleats, it's perfect for any adventure. Rock it with confidence, girl!
Shop Matching Top: Keep It Casual Square Neck Cropped Tank Top
Fit & Features
- Woven fabric
- High-rise waist, belt loops
- Hidden side zipper and hook-eye closure
- Contrast peeking trim
- Front mini-length pleated overlay, A-line silhouette
- Fitted shorts
- Runs true to size
Style Number/Barcode: 06403-1082
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cropped Ruched Tie Front Top
Stay on-trend in a ruched crop top. The top features a plunging sweetheart neckline, a tie-front accent, ruched side seams, spaghetti straps, and a cropped hem. The top is composed of a smooth knit fabric that offers a relaxed fit with a moderate stretch. Complete your look with the matching skirt and heels.
Shop Matching Skirt: High Waist Ruched Pencil Skirt
Fit & Features
- Sweetheart neckline, spaghetti straps
- Tie-front accent
- Ruched side seam
- Cropped hem
- Smooth-knit stretch fabric
- Runs true to size
Style Number/Barcode: 06001-2674
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sassy Smocked Mini Skirt
Ooo girl, you'll be lookin' sassy in this smocked mini skirt! Pair with the matching crop top for the perf look for a sunny day out!
Shop Matching Top: Sassy Smocked Crop Top
Fit & Features
- High rise elastic banded waist
- Short, form hugging fit
- Merrow edge hem
- Stretchy smocked knit fabric
- Knit lining
Style Number/Barcode: 06501-0224
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Ruched Pencil Skirt
Stay on-trend in a ruched pencil skirt. The must-have skirt features a high-rise waist, ruched side seams that flatter curves, and a pencil skirt silhouette. The skirt is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete outfit with matching top and heels.
Shop Matching Top: Cropped Ruched Tie Front Top
Fit & Features
- High-rise waist
- Ruched side seams
- Pencil silhouette
- Smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0279
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sassy Smocked Crop Top
Ooo girl, you'll be lookin' sassy in this smocked crop top! Pair with the matching mini skirt for the perf look for a sunny day out!
Shop Matching Bottoms: Sassy Smocked Mini Skirt
Fit & Features
- Spaghetti straps
- V neckline
- Cropped merrow edge hem
- Smocked knit fabric
Style Number/Barcode: 06001-2423
Category Name: Matching Sets
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tie Dye Dolman Sleeve Crop Top
Keep it trendy in a tie-dye crop top that gives off major boho vibes. The top features a round neckline, short dolman sleeves, a drawstring cropped hem, and an all-over tie-dye pattern. Complete your look with the matching shorts or matching joggers and face mask.
Shop Matching Shorts: Tie Dye High Waist Shorts
Shop Matching Joggers: Tie Dye High Rise Joggers
Shop Matching Face Mask: Tie Dye Facial Mask With Earloops
Fit & Features
- Round neckline
- Short Dolman sleeves
- Drawstring cropped hem
- Tie-dye pattern
- Matching shorts sold separately
- Matching face mask sold separately
Style Number/Barcode: 06002-0525
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Reusable Striped Face Mask with Earloops
Stay safe in this chic face mask that won’t clash with your fit! Fitted with a soft breathable knit, a trendy striped pattern, and earloops for a comfortable customized fit. This cute mask also has a matching top and shorts for a chic coordinated look.
Shop Matching Top: Sweet Stripes Dolman Sleeve Crop Top
Shop Matching Shorts: Sweet Stripes High Waist Shorts
Fit & Features
- Striped pattern
- Earloops
- Wash before and after use is recommended
- Not a medical-grade mask
- Final Sale
- Matching top and shorts sold separately
Style Number/Barcode: 07305-0139
Category Name: Matching Sets
Price: $3.97 $7.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Stripes High Waist Shorts
Keep it sweet and chic in striped shorts that keep your fall fits' on point. The shorts feature an elastic high rise waist, hidden side pockets to keep essentials close to you, and narrow vertical stripes that streamline. Complete outfit with the matching top, matching face mask to stay safe, and chunky dad sneakers for an effortlessly casual vibe.
Shop Matching Top: Sweet Stripes Dolman Sleeve Crop Top
Shop Matching Face Mask: Reusable Striped Face Mask with Earloops
Fit & Features
- High rise waist
- Hidden side pockets
- Wide leg hem
- Vertical narrow stripes
- Matching top sold separately
- Matching face mask sold separately
Style Number/Barcode: 06503-0169
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Stripes Dolman Sleeve Crop Top
Keep it sweet and chic in a striped top that keeps your fall fits' on point. The top features a trendy boatneck neckline, dolman sleeves, narrow horizontal stripes, and a cropped hem. Complete outfit with the matching shorts, matching face mask to stay safe and chunky dad sneakers for an effortlessly casual vibe.
Shop Matching Shorts: Sweet Stripes High Waist Shorts
Shop Matching Face Mask: Reusable Striped Face Mask with Earloops
Fit & Features
- Boatneck neckline
- Dolman sleeves
- Narrow horizontal stripes
- Cropped hem
- Matching shorts sold separately
- Matching face mask sold separately
Style Number/Barcode: 06001-2753
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Frilled and Flirty Cropped Ribbed Cami
Keep it flirty in a frilly cami tank. This must-have cropped cami tank features a scoop neckline, spaghetti straps, and a frilly lettuce-edge hem. Complete your look with the matching jacket to layer with and a pair of high waist jeans.
Shop Matching Jacket: Frilled and Flirty Ribbed Cardigan
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Cropped hem
- Lettuce-trim hem
- Ribbed knit fabric
Model is 5'8" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06002-0564
Category Name: Matching Sets
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She Came to Slay Floral Corset Tube Top
When your outfit speaks before you do. This abstract floral tube top brings the drama with corset vibes and a flawless, sculpted fit made for rooftop nights and flirty first dates.
Shop Matching Bottoms: She Came to Slay Floral Maxi Skirt
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Abstract floral print
- Strapless straight-across neckline
- Flexible boning
- Back hook-eye closures
- Fitted, curved, mid-length hem
- Runs true to size
Style Number/Barcode: 06001-000142
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Snake The Lead Cinched Side Mini Skirt
Keep it fierce in this snake skirt! Make a statement and take the lead by rocking this fab mini skirt! The skirt features a high rise waist and an all-over snake print. Don't forget to add the matching top and earrings to complete your look!
Shop Matching Top: Snake The Lead Tie Front Crop Top
Fits & Features
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High rise waist
- Cinched at the side seams
- Mini length silhouette
- Lightweight woven fabric
- Minimal stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06401-0160
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High rise waist
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Tropical Twist Front Short Sleeve Crop Top
Getaway with a tropical crop top. This vacation approved top features a sweetheart neckline, short sleeves, a subtle twist front accent at the center of the bodice, and a cropped hem. The all-over tropical palm leaf print only needs a pair of sunnies and a floppy hat for a picturesque look.
Shop Matching Mini Skirt: Tropical Ruffled Ruched Mini Skirt
Fit & Features
- Sweetheart neckline
- Short sleeves
- Twist front accent at center
- Tropical palm leaf print
- Cropped hem
Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
Style Number/Barcode: 06003-1177
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Hypnotize Me Crop Top
Hypnotize them all in a sleek crop. It features a sleeveless bodice, thin bungee straps, a square neckline, a front knit lining, and a cropped hem. The black top is composed of a faux leather fabric with a sultry all over snake print and offers plenty of stretch. Complete your look with the matching mini skirt!
Fit & Features
- Sleeveless square neckline
- Thin bungee straps
- Cropped hem
- Faux leather fabric
- Snake print
- Plenty of stretch
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-1061
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Frilled and Flirty Ribbed Cardigan
Keep it flirty in a frilly cardigan. This must-have cardigan features a zippered front, a hoodie, and a frilly lettuce-edge hem. Complete your look with the matching cami tank to layer with and a pair of high waist jeans.
Shop Matching Cami Top: Frilled and Flirty Cropped Ribbed Cami
Fit & Features
- V-neckline
- Zippered front
- Hood
- Long sleeves
- Ribbed knit fabric
- Lettuce-edge trim
Style Number/Barcode: 06202-0110
Category Name: Matching Sets
Price: $13.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tie Waist Short Sleeve Floral Crop Top
Keep it flirty in a floral crop top this season. This must-have floral print top features a plunging wrap V-neckline, short sleeves, and a cropped hem with tie-waist straps. The top is composed of a lightweight gauze knit fabric that offers a relaxed fit with minimal stretch. Complete outfit with the matching shorts and statement earrings.
Fit & Features
- Plunging wrap v-neckline
- Short sleeves
- Cropped hem
- Floral print
- Tie waist straps at the hem
- Gauze-knit fabric
- Relaxed fit, minimal stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0866
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wrapped In Florals Tie Waist Crop Top
Wrap yourself in a floral top this season while you have fun in the sun. This must-have floral print top features a plunging wrap V-neckline, short sleeves, and a cropped hem with tie-waist straps. The top is composed of a lightweight gauze knit fabric that offers a relaxed fit with minimal stretch. Complete outfit with the matching shorts and colorful earrings.
Shop the Matching Shorts: Wrapped In Florals High Waist Shorts
Fit & Features
- Plunging wrap v-neckline
- Short sleeves
- Cropped hem
- Floral print
- Tie waist straps at the hem
- Gauze-knit fabric
- Relaxed fit, minimal stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0865
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance