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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Major Cozy Vibes Duster
Get major cozy vibes in this adorable flowy duster! It features long fitted sleeves, a mid-length flowy fit and a textured knit fabric. Complete your loungewear look with chic slides for the ultimate stay at home 'fit.
Shop Matching Top: Major Cozy Vibes Cropped Tank
Shop Matching Bottoms: Major Cozy Vibes Wide Leg Pants
Fit & Features
- Long fitted sleeves
- Mid-length hem
- Flowy, relaxed fit
- Textured knit fabric
Style Number/Barcode: 06202-0117
Category Name: Matching Sets
Price: $15.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Moment Cable Knit Pajama Leggings
Create a cozy moment in these leggings that are so soft to the touch! The leggings feature a ribbed high rise waist, a straight leg with a tapered ribbed hem, and composed of a cable knit fabric. Complete your look with the matching pajama tank top and fuzzy slides.
Shop Matching Pajama Tank Top: Cozy Moment Cable Knit Pajama Tank
Fit & Features
- Ribbed high rise waist
- Straight leg with a ribbed hem
- Cable knit fabric
- Relaxed fit
- Moderate stretch
- Matching pajama tank sold separately
Style Number/Barcode: 07103-0451
Category Name: Matching Sets
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Moment Cable Knit Pajama Tank
Create a cozy moment in a pajama tank that is so soft to the touch! The pajama tank features a sleeveless scoop neckline, tank straps, and composed of a cable knit fabric. Complete your look with the matching pajama leggings and fuzzy slides.
Shop Matching Pajama Leggings: Cozy Moment Cable Knit Pajama Leggings
Fit & Features
- Sleeveless scoop neckline
- Tank-straps
- Cropped ribbed hem
- Cable knit fabric
- Matching pajama leggings sold separately
Style Number/Barcode: 07103-0450
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Mid Rise Eyelash Knit Pajama Leggings
Stay cozy and chic in pajama leggings that are so soft to the touch! The leggings feature a mid-rise waist, a drawstring detail, and a skinny leg fit. The leggings are composed of a soft to the touch eyelash knit fabric that offers a relaxed with a moderate stretch. Complete your cozy night in look with the matching top and fuzzy slides.
Shop Matching Pajama Top: Long Sleeve Eyelash Knit Pajama Top
Fit & Features
- Mid-rise waist
- Drawstring
- Skinny leg fit
- Eyelash knit fabric
- Relaxed fit
- Moderate stretch
- Matching top sold separately
Style Number/Barcode: 07103-0424
Category Name: Matching Sets
Price: $9.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sunny Oasis Ruffle Mini Skirt
Escape to a sunny destination with this alluring high-rise ruffle mini skirt! Pair with the matching top to complete the trendy vibe.
Fit & Features
- Slinky knit stretchy fabric
- High-rise waist
- Bodycon silhouette
- Side ruched seams
- Ruffled mini-length hem
- Runs true to size
Shop The Matching Top: Sunny Oasis Halter Crop Top
Style Number/Barcode: 06501-000053
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: In Stock
Available Color: YELLOW
Available Size: L
Product Badge:- Sale
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Long Sleeve Eyelash Knit Pajama Top
Stay cozy and chic in pajama leggings that are so soft to the touch! The pajama top features a wide round neckline, long sleeves, and a cropped hem. The top is composed of an eyelash knit fabric that offers a relaxed fit with a moderate stretch. Complete your cozy night in look with the matching leggings and fuzzy slides.
Shop Matching Pajama Leggings: Mid Rise Eyelash Knit Pajama Leggings
Fit & Features
- Wide round neckline
- Long sleeves
- Cropped hem
- Eyelash knit fabric
- Matching leggings sold separately
Style Number/Barcode: 07103-0423
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Colorfully Chic Tie Dye Joggers
Keep it colorfully chic in joggers that keep it casual for a chill day in. The joggers feature an elastic high rise fit, a tie-dye print, and an oversized fit with a stretchy elastic hem. Complete your look with the matching top and chunky sneakers to rock a casual outfit.
Shop Matching Top: Colorfully Chic Tie Dye Oversized Top
Fit & Features
- Elastic high rise waist
- Tie-dye print
- Straight leg with elastic hem
- Oversized fit, moderate stretch
- Soft to the touch cashmere-like fabric
- Matching top sold separately
Style Number/Barcode: 06502-0514
Category Name: Matching Sets
Price: $10.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Colorfully Chic Tie Dye Oversized Top
Keep it colorfully chic in a top that keeps it casual for a chill day in. The top features a crew neckline, long dolman sleeves, a tie-dye print, and an oversized fit. Complete your look with the matching joggers and chunky sneakers to rock a casual outfit.
Shop Matching Joggers: Colorfully Chic Tie Dye Joggers
Fit & Features
- Crew neckline
- Long dolman sleeves
- Tie-dye print
- Oversized fit, moderate stretch
- Soft to the touch cashmere-like fabric
- Matching joggers sold separately
Style Number/Barcode: 06002-0730
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek and Sassy Snake Mini Skirt
Keep it sassy in a snake print skirt! The mini skirt features a high rise waist, a mini skirt length, and a metallic snake print pattern. Complete look with the matching crop top and clear mules.
Shop Matching Crop Top: Sleek and Sassy Snake Crop Top
Fit & Features
- High rise waist
- Mini length
- Metallic snake print
- Lined smooth knit fabric
- Form hugging fit, moderate stretch
- Matching crop top sold separately
Style Number/Barcode: 06501-0300
Category Name: Matching Sets
Price: $7.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sleek and Sassy Snake Crop Top
Keep it sassy in a snake print crop top! The crop top features a scoop neckline, bungee-corded straps, and a metallic snake print pattern. Complete look with the matching skirt and clear mules.
Shop Matching Skirt: Sleek and Sassy Snake Mini Skirt
Fit & Features
- Sleeveless scoop neckline
- Bungee-corded straps
- Cropped hem
- Metallic snake print
- Lined smooth knit fabric
- Form hugging fit, moderate stretch
- Matching mini skirt sold separately
Style Number/Barcode: 06001-2869
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Cutie Sherpa Pajama Crop Top
Keep it cozy and cute in a pajama top that is perfect for lounging in! Binge on your favorite shows in this pajama crop top that features a wide round neckline, long sleeves, and a cropped hem. The pajama top is composed of a soft to the touch cozy sherpa knit fabric with an oversized fit. Complete look with the matching pajama joggers and slides.
Shop Matching Pajama Joggers: Cozy Cutie Sherpa Pajama Joggers
Fit & Features
- Wide round neckline
- Long sleeves
- Cropped hem
- Sherpa knit fabric
- Matching joggers sold separately
Style Number/Barcode: 07103-0425
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Cutie Sherpa Pajama Joggers
Keep it cozy and cute in pajama joggers that are perfect for lounging in! Binge on your favorite shows in pajama joggers that feature a mid-rise fit, an elastic waistband, and a straight leg fit with an elastic cuff. Joggers are composed of a soft to the touch sherpa knit fabric with a relaxed fit. Complete look with the matching pajama crop top and slides.
Shop Matching Crop Top: Cozy Cutie Sherpa Pajama Crop Top
Fit & Features
- Mid-rise waist
- Elastic waistband
- Straight leg fit
- Sherpa knit fabric
- Relaxed fit
- Matching crop top sold separately
Style Number/Barcode: 07103-0426
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ribbed Knit High Waist Leggings
Step up your loungewear game in these adorable high waist leggings! They feature a high rise elastic banded waist and tapered pant legs with a form-hugging fit. The lightweight ribbed knit fabric offers plenty of stretch for comfortable wear. Pair these leggings with fuzzy slippers for the perf cozy look.
Shop Matching Top: Ribbed Knit Henley Crop Top
FIt & Features
- High rise elastic banded waist
- Tapered pant legs
- Form-hugging fit
- Ribbed knit fabric with plenty of stretch
Style Number/Barcode: 06502-0466
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Ribbed Knit Henley Crop Top
Step up your loungewear game in this adorable henley crop top! It features fitted long sleeves, a partial snap button front, and a cropped, form-hugging fit with a twisted detail at the front hem. The lightweight ribbed knit fabric offers plenty of stretch for comfortable wear. Pair this top with fuzzy slippers for the perf cozy look.
Shop Matching Bottoms: Ribbed Knit High Waist Leggings
Fit & Features
- Scoop neckline
- Partial snap button front
- Long fitted sleeves
- Cropped with a twisted detail at front hem
- Form-hugging fit
- Ribbed knit fabric with plenty of stretch
Style Number/Barcode: 06002-0636
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She Came to Slay Floral Maxi Skirt
When your outfit speaks before you do. This abstract floral maxi skirt brings the drama with a back slit accent and a flawless, form-hugging fit made for rooftop nights and flirty first dates.
Shop Matching Top: She Came to Slay Floral Corset Tube Top
Fit & Features
- Sheer mesh fabric with full knit lining, high stretch
- Abstract floral print
- High-rise waist
- Maxi-length hem, back slit
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000050
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: In Stock
Available Color: FUCHSIA
Available Size: S, M
Product Badge:- Sale
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Classic Plaid Pajama Crop Top
Keep it classic in a plaid pajama crop top this is perfect for those chilly nights. The leggings feature a scoop neckline, long sleeves, a plaid print, and a cropped hem. Complete your cozy night in look with the matching pajama and fuzzy slides.
Shop Matching Pajama Leggings: Classic Plaid Pajama Leggings
Fit & Features
- Scoop neckline
- Long sleeves
- Plaid print
- Flannel knit fabric
- Relaxed fit, minimal stretch
- Matching pajama leggings sold separately
Style Number/Barcode: 07103-0421
Category Name: Matching Sets
Price: $12.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Long Sleeve Stripped Pajama Top
Stun in a striped pajama top for a cozy night in. The pajama top features a high round neckline, long sleeves with a lettuce-edge hem, a striped pattern, and a cropped hem. Complete your look with the matching pajama shorts and fuzzy slides.
Shop Matching Pajama Shorts: High Waist Striped Pajama Shorts
Fit & Features
- High round neckline
- Long sleeves with lettuce-edge hem
- Striped pattern
- Cropped hem
- Textured cotton knit fabric
- Relaxed fit, moderate stretch
- Matching shorts sold separately
Style Number/Barcode: 07103-0476
Category Name: Matching Sets
Price: $9.97 $20.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Waist Striped Pajama Shorts
Stun in striped pajama shorts for a cozy night in. The pajama shorts feature a high rise waist, a striped pattern, and a cheeky fit with a lettuce-edge hem. Complete your look with the matching pajama top and fuzzy slides.
Shop Matching Pajama Top: Long Sleeve Striped Pajama Top
Fit & Features
- High rise waist
- Striped pattern
- Cheeky fit
- Lettuce-edge hem
- Textured cotton knit fabric
- Relaxed fit, moderate stretch
- Matching top sold separately
Style Number/Barcode: 07103-0477
Category Name: Matching Sets
Price: $13.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It In Check Plaid Coat
Keep your stylish look in check with this adorable plaid coat! It features a lapel collar with an open front and a mid-length hem. Pair this coat with a basic bodysuit and heeled booties for a city-chic look.
Shop Matching Bottoms: Keep It In Check Plaid Mini Skirt
Fit & Features
- Lapel collar
- Long sleeves
- Open front
- Lined side pockets
- Mid-length hem with a back slit
- Allover plaid print
- Brushed polyester fabric with moderate stretch
Style Number/Barcode: 06201-0166
Category Name: Matching Sets
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic In Plaid Mini Skirt
Wear this adorable plaid mini skirt for a chic look, perfect for a fashionista like you! It features a high rise waist with a mini length hem and a form-fitting silhouette. Pair this skirt with a mock neck top for an elevated 'fit you can wear to the office.
Shop Matching Coat: Chic In Plaid Belted Coat
Fit & Features
- High rise waist
- Back zipper closure
- Short, form-fitting style
- Allover plaid print
- Faux wool fabric
- No stretch
Style Number/Barcode: 06401-0271
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic In Plaid Belted Coat
Layer on this adorable plaid belted coat for a chic look, perfect for a fashionista like you! It features a lapel collar, a mid-length hem, and a tie front belted waist. Pair this coat with a mock neck top for an elevated 'fit you can wear to the office.
Shop Matching Bottoms: Chic In Plaid Mini Skirt
Fit & Features
- Lapel collar
- Long sleeves
- Tie front belted waist
- Lined side pockets
- Mid-length hem
- Allover plaid print
- Brushed polyester fabric with no stretch
Style Number/Barcode: 06201-0165
Category Name: Matching Sets
Price: $21.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keep It In Check Plaid Mini Skirt
Keep your stylish look in check with this adorable plaid mini skirt! It features a high rise waist with a trendy side slit and a short, form-fitting style. Pair this skirt with a basic bodysuit and heeled booties for a city-chic look.
Shop Matching Coat: Keep It In Check Plaid Coat
Fit & Features
- High rise waist
- Back zipper closure with O-ring detail
- Side slit
- Short, form-fitting style
- Allover plaid print
- Brushed polyester fabric with moderate stretch
Style Number/Barcode: 06401-0272
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Glow Up Glitter Mini Skirt
Glow up in this skirt that dazzles for your next night out. The skirt features a high rise waist, a mini side slit, a ribbed knit fabric, and glitter throughout. Complete your look with the matching crop top and black mules.
Shop Matching Crop Top: Glow Up Glitter Crop Top
Fit & Features
- High rise elastic banded waist
- Mini side slit
- Ribbed knit fabric with plenty of stretch
- Glitter
- Matching crop top sold separately
Style Number/Barcode: 06501-0303
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Glow Up Glitter Crop Top
Glow up in this crop top that dazzles for your next night out. The top features a crew neckline, long sleeves, and a cropped hem. The top is composed of a ribbed knit fabric adorned with glitter throughout. Complete your look with the matching mini skirt and black mules.
Shop Matching Mini Skirt: Glow Up Glitter Mini Skirt
Fit & Features
- High round neckline
- Long sleeves
- Ribbed knit fabric with plenty of stretch
- Cropped hem
- Glitter
- Matching mini skirt sold separately
Style Number/Barcode: 06001-2871
Category Name: Matching Sets
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free