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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Glitter And Glam Cropped Tube Top
Elevate your glam status in this sexy glitter knit tube top! It features a strapless square neckline and a cropped, form-hugging fit. Style this tube top with the matching skirt and a rhinestone necklace for a girl's night out.
Shop Matching Skirt: Glitter And Glam Mini Skirt
Fit & Features
- Strapless
- Square neckline
- Cropped
- Form-fitting style
- Glitter knit fabric
Style Number/Barcode: 06001-3126
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dangerous Woman High Waist Mini Skirt
Something about this mini skirt will make you want to channel your edgy side. The skirt features a high rise waist, side slit, and a mini length silhouette. The skirt is composed of a faux patent leather fabric that offers a form hugging fit. Complete your look with the matching crop top.
Shop Matching Crop Top: Dangerous Woman Faux Patent Leather Crop Top
Fit & Features
- High rise waist
- Side slit
- Mini length silhouette
- Form hugging fit
- Matching crop sold separately
Style Number/Barcode: 06401-0289
Category Name: Matching Sets
Price: $13.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dangerous Woman Faux Patent Leather Crop Top
Something about this crop top will make you want to channel your edgy side. The crop top features a sleeveless square neckline, adjustable spaghetti straps, and a cropped hem. The top is composed of a faux patent leather fabric that offers a form-hugging fit. Complete your look with the matching skirt.
Shop Matching Skirt: Dangerous Woman High Waist Mini Skirt
Fit & Features
- Sleeveless square neckline
- Adjustable spaghetti straps
- Cropped hem
- Back zipper closure
- Faux patent leather
- Form-hugging fit
- Matching skirt sold separately
Style Number/Barcode: 06003-1167
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glitter And Glam Mini Skirt
Elevate your glam status in this sexy glitter knit mini skirt! It features a high rise elastic banded waist with a short, form-hugging fit and a side slit. Style this mini skirt with the matching top and a rhinestone necklace for a girl's night out.
Shop Matching Top: Glitter And Glam Cropped Tube Top
Fit & Features
- High rise elastic banded waist
- Mini length
- Form-fitting style
- Side slit
- Glitter knit fabric
- Plenty of stretch
Style Number/Barcode: 06501-0368
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy Babe Pajama Tank
You'll be a total dreamy babe in this comfy ribbed knit pajama tank! It features a scoop neckline and a cropped hem with a form-hugging fit. Pair this tank with the matching pajama leggings and fuzzy slippers for a cozy night in.
Shop Matching Leggings: Dreamy Babe Pajama Leggings
Fit & Features
- Tank-like shoulder straps
- Scoop neckline
- Cropped
- Form-fitting style
- Ribbed knit fabric
Style Number/Barcode: 07103-0459
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy Babe Pajama Leggings
You'll be a total dreamy babe in these comfy ribbed knit pajama leggings! They feature a high rise banded waist, a tie front, and a tapered, form-hugging fit. Pair these leggings with the matching pajama tank and fuzzy slippers for a cozy night in.
Shop Matching Tank: Dreamy Babe Pajama Tank
Fit & Features
- High rise banded waist
- Tie front detail
- Form-fitting style
- Ribbed knit fabric
Style Number/Barcode: 07103-0460
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 Casual Wrap Crop Top
Keep it casual in a knit crop top that are perf for nailing those lowkey vibes. The crop top features a plunging V-neckline, long sleeves, wrap ties at the hem, and a cropped hem. The top is composed of a knit fabric that offers a form hugging fit.
Shop Matching Biker Shorts: Keeping Knit Casual Biker Shorts
Fit & Features
- Plunging V-neckline
- Long sleeves
- Wrap ties at the hem
- Cropped hem
- Knit fabric
- Form hugging fit
- Matching biker shorts sold separately
Style Number/Barcode: 06005-0812
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casually Chic Mini Dress
Style up this trendy mini dress for a casually chic look! It features tank-like shoulder straps, a scoop neckline, and a short, curve-hugging fit. Pair this ribbed knit dress with the matching jacket and chunky sneakers for the perf everyday 'fit.
Shop Matching Jacket: Casually Chic Cropped Jacket
Fit & Features
- Tank-like shoulder straps
- Scoop neckline
- Short, form-hugging fit
- Ribbed knit fabric
- Moderate stretch
Style Number/Barcode: 05102-1061
Category Name: Matching Sets
Price: $19.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Keeping Knit Casual Biker Shorts
Keep it casual in knit biker shorts that are perf for nailing those lowkey vibes. The biker shorts feature a high rise fit, a mid-thigh length, and composed of sweater knit fabric that offers a form-hugging fit and plenty of stretch. Complete your look with the matching crop top.
Shop Matching Crop Top: Keeping Knit Casual Wrap Crop Top
Fit & Features
- High rise waist
- Mid-thigh length
- Knit fabric with plenty of stretch
- Form-hugging fit
- Matching crop top sold separately
Style Number/Barcode: 06503-0175
Category Name: Matching Sets
Price: $5.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral Frenzy High Waist Mini Skirt
Show off your love for your florals with a cute mini skirt! The skirt features a high rise waist, a ruched body, and contrast piping details. Complete your look with the matching bustier crop top.
Shop Matching Bustier Crop Top: Floral Frenzy Ruched Cropped Bustier
Fit & Features
- High rise waist with back zipper and hook and eye closure
- Ruched body
- Floral print, contrast piping details
- Mini length silhouette
- Mesh fabric
- Form-hugging fit
- Matching bustier crop top sold separately
Style Number/Barcode: 06501-0344
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Handle With Care Delivery Driver Costume Set
Special delivery—this look comes stamped with confidence and attitude. This Halloween costume set with the top, shorts, and accessories is fitted, flirty, and ready for every party stop.
Fit & Features
- Knit top with collared V-neckline, snap button-down front, short cuffed sleeves, chest pocket, "handle with care" embroidered patch, and a fitted, ultra-cropped hem
- Knit shorts with mid-rise waist, belt loops, hidden zipper and snap button closure, dual back pockets, and a cheeky, form-hugging fit
- Knit belt with front buckle and grommet details, buttoned side pouch with belt loops
- Faux leather fingerless gloves with adjustable strap
- Baseball cap with "handle with care" embroidered patch and adjustable back strap
- Sheer nylon thigh-high stockings
- Runs true to size
Style Number/Barcode: 06001-000193
Category Name: Matching Sets
Price: $24.97 $59.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: L/XL
Product Badge:- Sale
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Floral Frenzy Ruched Cropped Bustier
Show off your love for your florals with a cute bustier! The bustier features an off the shoulder neckline, a padded sweetheart bust, sheer ruched long sleeves, contrast piping details, and a cropped hem. Complete your look with the matching mini skirt.
Shop Matching Mini Skirt: Floral Frenzy High Waist Mini Skirt
Fit & Features
- Off the shoulder neckline
- Padded sweetheart bust
- Sheer ruched long sleeves
- Floral print, contrast piping details
- Cropped hem
- Semi-sheer mesh fabric with a knit lining, form-hugging fit
- Moderate stretch
- Matching skirt sold separately
Style Number/Barcode: 06001-3041
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Casually Chic Cropped Jacket
Style up this trendy cropped jacket for a casually chic look! It features a collared neckline, a complete button-down front, long sleeves, and a cropped hem. Pair this ribbed knit jacket with the matching dress and chunky sneakers for the perf everyday 'fit.
Shop Matching Dress: Casually Chic Mini Dress
Fit & Features
- Collared neckline
- Button-down front
- Long sleeves
- Buttoned chest pockets
- Cropped, relaxed fit
- Ribbed knit fabric with moderate stretch
Style Number/Barcode: 06202-0120
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Issa Celebration Glitter Mini Dress
Celebrate in style with a glitter blazer, perfect for that upcoming holiday party or birthday! The mini dress features a sleeveless V-neckline, sleek bungee straps, and composed of a lined glitter knit fabric that offers a form hugging fit with a moderate stretch. Complete your night out look with the matching blazer and chrome heels!
Shop Matching Blazer: Issa Celebration Glitter Blazer
Fit & Features
- Sleeveless V-neckline
- Bungee straps
- Mini length silhouette
- Lined glitter knit fabric
- Form hugging fit
- Moderate stretch
- Matching blazer sold separately
Style Number/Barcode: 05103-0805
Category Name: Matching Sets
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Issa Celebration Glitter Blazer
Celebrate in style with a glitter blazer, perfect for that upcoming holiday party or birthday! The blazer features a collared neckline, a single hook and eye fasten closure, long sleeves, long-length, and composed of a lined glitter knit fabric that dazzles! Complete your night out look with the matching mini dress and chrome heels!
Shop Matching Mini Dress: Issa Celebration Glitter Mini Dress
Fit & Features
- Collared neckline
- Long sleeves
- Single hook and eye closure at center of the bodice
- Long length
- Lined glitter knit fabric
- Form hugging fit, minimal stretch
- Matching dress sold separately
Style Number/Barcode: 06204-0463
Category Name: Matching Sets
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casual And Cozy Ribbed Knit Duster
Look oh-so-casual and cozy in this adorable ribbed knit duster! It features long fitted sleeves, an open front, and a mid-length, relaxed, and flowy fit. Pair this duster with mom jeans and heels for an elevated, chic vibe.
Shop Matching Top: Casual And Cozy Ribbed Knit Tank
Fit & Features
- Long fitted sleeves
- Open front
- Mid-length
- Relaxed and flowy fit
- Ribbed knit fabric with moderate stretch
Style Number/Barcode: 06202-0116
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Casual And Cozy Ribbed Knit Tank
Look oh-so-casual and cozy in this adorable ribbed knit tank! It features a scoop neckline and a cropped, form-fitting style. Pair this top with mom jeans and heels for an elevated, chic vibe.
Shop Matching Duster: Casual And Cozy Ribbed Knit Duster
Fit & Features
- Tank-like shoulder straps
- Scoop neckline
- Cropped
- Form-fitting
- Ribbed knit fabric with moderate stretch
Style Number/Barcode: 06001-2898
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Rose Ruched Mini Skirt
Bring the charm in a rose skirt that is perfect for date night! The skirt features a high rise waist, a rose print, ruched side seams, and a mini length silhouette. The skirt is composed of a sheer mesh fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching crop top.
Shop Matching Crop Top: Sweet Rose Mesh Crop Top
Fit & Features
- High rise waist
- Ruched side seams
- Rose print
- Mesh fabric
- Form-hugging fit
- Moderate stretch
Style Number/Barcode: 06501-0308
Category Name: Matching Sets
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Rose Mesh Crop Top
Bring the charm in a rose top that is perfect for date night! The top features a crew neckline, a rose print, long sleeves, and a cropped hem. The top is composed of a sheer unlined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete the look with a bralette and the matching skirt.
Shop Matching Skirt: Sweet Rose Ruched Mini Skirt
Fit & Features
- Crew neckline
- Rose print
- Long sleeves
- Cropped hem
- Sheer unlined mesh fabric
- Form-hugging fit with moderate stretch
- Bralette pictured is not included
Style Number/Barcode: 06001-2899
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cuddle Up Cozy Leggings
Cuddle up for a movie marathon in these cozy leggings! They feature a high rise elastic banded waist, ribbed hems, and a form-hugging fit. Pair this top with some fuzzy faux fur slippers for the perfect loungewear look.
Shop Matching Top: Cuddle Up Cozy Crop Top
Fit & Features
- High rise elastic banded waist
- Ribbed hems
- Form-hugging fit
- Sweater ribbed knit fabric
- Plenty of stretch
Style Number/Barcode: 06502-0451
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's A Wild One Leopard Ruffle Hot Shorts
Shake it up in this leopard ruffle hot short for a night on the prowl!
Shop Matching Top: She's A Wild One Leopard Ruffle Tube Top
Fit & Features
- Leopard print, mesh fabric, stretchy knit lining
- High-rise waist
- Ruffled silhouette
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06503-000005
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: LEOPARD
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Cuddle Up Cozy Crop Top
Cuddle up for a movie marathon in this cozy crop top! It features a crew neckline, long fitted sleeves, a cropped, form-hugging fit, and ribbed hems. Pair this top with some fuzzy faux fur slippers for the perfect loungewear look.
Shop Matching Bottoms: Cuddle Up Cozy Leggings
Fit & Features
- Crew neckline
- Long fitted sleeves
- Cropped
- Ribbed hems
- Fitted
- Sweater ribbed knit fabric
- Plenty of stretch
Style Number/Barcode: 06005-0810
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Eyelash Knit Crew Neck Crop Top
Keep it cozy and chic in a crop top that is perf for this season. The crop top features a crew neckline, long sleeves, and a cropped hem. The top is composed of a curve-hugging eyelash knit fabric. Complete look with the matching skirt.
Shop Matching Skirt: Eyelash Knit High Waist Mini Skirt
Fit & Features
- Crew neckline
- Long sleeves
- Cropped hem
- Eyelash knit fabric
- Fits true to size
Style Number/Barcode: 06005-0819
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Eyelash Knit High Waist Mini Skirt
Keep it cozy and chic in a skirt that is perf for this season. The skirt features a high rise waist, a curve-hugging mini length silhouette, and composed of an eyelash knit fabric. Complete your look with the matching crop top.
Shop Matching Crop Top: Eyelash Knit Crew Neck Crop Top
Fit & Features
- High rise waist
- Mini length silhouette
- Eyelash knit fabric
- Form hugging fit
- Matching crop top sold separately
Style Number/Barcode: 06501-0307
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale