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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High Waist Leopard Print Pajama Shorts
Keep it fab and fierce in pajama shorts that slay! The shorts feature a high-rise waist, a leopard print, and a cheeky fit. The shorts feature a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching longline bralette.
Shop Matching Bralette: Leopard Print Long Line Bralette
Fit & Features
- High-rise waist
- Leopard print
- Cheeky fit
- Ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0550
Category Name: Matching Sets
Price: $5.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Major Goals Cable Knit Pajama Tank
This pajama tank is giving us major style goals! Lounge in this pajama tank that features a sleeveless V-neckline, spaghetti straps, and a cropped hem. The tank is composed of a soft to the touch cotton cable knit fabric that offers a relaxed fit with a moderate stretch. Complete the look with the matching pajama shorts.
Shop Matching Pajama Shorts: Major Goals Cable Knit Pajama Shorts
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Cropped hem
- Cotton cable knit fabric
- Relaxed fit
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0502
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Leopard Print Long Line Bralette
Keep it fierce and fab in a bralette that slays! The bralette features a sleeveless V-neckline, adjustable spaghetti straps, a leopard print, and a cropped hem. The longline-styled bralette is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with matching pajama shorts.
Shop Matching Bottoms: High Waist Leopard Print Pajama Shorts
Fit & Features
- Sleeveless V-neckline
- Adjustable spaghetti straps
- Leopard print
- Cropped hem
- Ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07107-0580
Category Name: Matching Sets
Price: $5.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Cozy Long Chenille Robe
Keep it so cozy in a chenille robe that is perfect for lounging in style with. The robe features a draped open front, a tie waist belt, side pockets, and a long flowy length. The robe is composed of soft to the touch chenille knit fabric that offers a relaxed fit with a moderate stretch. Complete your lounge outfit with the matching pajama bralette and pajama shorts.
Shop Matching Bralette: So Cozy Chenille Pajama Bralette
Shop Matching Pajama Shorts: So Cozy Chenille Pajama Shorts
Fit & Features
- Draped open front
- Tie waist belt
- Long sleeves
- Side pockets
- Long length
- Chenille knit fabric
- Relaxed fit, moderate stretch
Style Number/Barcode: 07106-0052
Category Name: Matching Sets
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bold Boho Vibes Tie Front Top
Bring those bold bohemian vibes to your everyday look with this printed top. The top features a plunging sweetheart neckline with a tie front accent, sleek spaghetti straps, and a cropped hem. The knit fabric showcases an all-over medallion print to achieve that perf boho-chic look. Pair these pants with the matching flared pants and cute sandals.
Shop Matching Flared Pants: Bold Boho Vibes Flared Pants
Fit & Features
- Sleeveless sweetheart neckline
- Tie front accent
- Spaghetti straps
- Bohemian medallion print
- Cropped hem
- Brushed knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06001-3122
Category Name: Matching Sets
Price: $4.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Zip It Denim Halter Crop Top
She’s zipped, fitted, and ready for chaos. This acid wash halter crop top brings major attitude with a V-neckline and cropped hem made for taking no notes.
Fit & Features
- Acid wash denim, slight stretch
- Halter V-neckline, elasticized strap
- Front zip-up
- Stretchy smocked back panel
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06003-000127
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: BLACK, DENIM
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Charming And Chic Snake Print Flared Pants
Shake up your warm-weather wardrobe with these charming and chic snake print flared pants! They feature a high rise banded waist with a form-hugging fit and a flared out hem. The lightweight brushed knit fabric offers plenty of stretch. Pair these pants with the matching top and some chic new accessories.
Shop Matching Top: Charming And Chic Snake Print Crop Top
Fit & Features
- High rise banded waist
- Form-hugging fit
- Flared hem
- Brushed knit fabric
- Snake print
- Runs true to size
Style Number/Barcode: 06502-0502
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bold Boho Vibes Flared Pants
Bring those bold bohemian vibes to your everyday look with these printed flared pants. They feature a high rise banded waist and a form-hugging fit with a trendy flared out hem. The knit fabric showcases an all-over medallion print to achieve that perf boho-chic look. Pair these pants with the matching crop top and cute sandals.
Shop Matching Crop Top: Bold Boho Vibes Tie Front Top
Fit & Features
- High rise banded waist
- Form-hugging fit
- Flared hem
- Knit fabric
- Medallion print
- Brushed knit fabric
- Runs true to size
Style Number/Barcode: 06502-0480
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Taking Knit Easy Wide Leg Pajama Pants
Take it easy with pajama pants that put you in the mood to unwind. The pants feature a high rise elastic banded waist and a straight leg that leads to a flowy wide-leg hem. The pants are composed of a fuzzy knit fabric that offers a relaxed fit with a moderate stretch. Complete the look with the matching pajama tank.
Shop Matching Pajama Tank: Taking Knit Easy Pajama Tank
Fit & Features
- High rise elastic banded waist
- Straight leg
- Wide-leg hem
- Fuzzy knit fabric
- Relaxed fit
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0507
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Taking Knit Easy Pajama Tank
Take it easy with a pajama tank that puts you in the mood to unwind. The tank features a sleeveless scoop neckline, tank shoulder straps, and a cropped hem. The pajama tank is composed of a fuzzy knit fabric that offers a relaxed fit with a moderate stretch. Complete the look with the matching pajama pants.
Shop Matching Pajama Pants: Taking Knit Easy Wide Leg Pajama Pants
Fit & Features
- Sleeveless scoop neckline
- Tank shoulder straps
- Cropped hem
- Fuzzy knit fabric
- Relaxed fit
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0506
Category Name: Matching Sets
Price: $9.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Ruched Ribbed Knit Mini Skirt
Keep your look Insta-ready with this chic mini skirt that is perf for heading out for brunch with the squad! The skirt features a high rise elastic banded waist, dual ruched drawstrings, and a mini-length silhouette. The skirt is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete your look with the matching crop top and mules.
Shop Matching Crop Top: Open Back Ribbed Knit Crop Top
Fit & Features
- High rise elastic banded waist
- Dual ruched drawstrings
- Mini-length silhouette
- Ribbed knit fabric
- Form-hugging fit
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0356
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Open Back Ribbed Knit Crop Top
Keep your look Insta-ready with this chic crop top that is perf for heading out for brunch with the squad! The crop top features a crew neckline, long sleeves, and a bold open back accented with tie straps. Complete your look with the matching mini skirt and mules.
Shop Matching Mini Skirt: Ruched Ribbed Knit Mini Skirt
Fit & Features
- Crew neckline
- Long sleeves
- Open back with tie back straps
- Cropped hem
- Ribbed knit fabric
- Form-hugging fit with a moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3071
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Effortlessly Elevated Knit Cardigan
Effortlessly elevate your basic look with this lightweight knit cardigan. It features long fitted sleeves, an open front, and a relaxed fit. Pair this cardigan with the matching crop top and mom jeans for a chic vibe.
Shop Matching Top: Effortlessly Elevated Knit Crop Top
Fit & Features
- Long fitted sleeves
- Open front
- Relaxed fit
- Knit fabric with moderate stretch
Style Number/Barcode: 06202-0141
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wanderlust Beauty Flared Pants
You're a total wanderlust beauty, and these boho-chic flared pants are a must-have style for you. They feature a high-rise elastic banded waist, a form-hugging fit, and a flared-out hem. The stretchy knit fabric showcases an all-over paisley pattern for a trendy vibe. Complete your look with a crop top and sandals for the perf warm-weather outfit.
Shop Matching Smock Top: Wanderlust Beauty Smocked Tube Top
Shop Matching Tie-Front Top: Wanderlust Beauty Tie Front Top
Shop Matching Lace-Up Top: Wanderlust Beauty Lace-Up Top
Fit & Features
- High-rise elastic banded waist
- Form-fitting style
- Flared hem
- Knit fabric with plenty of stretch
- Paisley print
- Runs true to size
Style Number/Barcode: 06502-0613
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Effortlessly Elevated Knit Crop Top
Effortlessly elevate your basic look with this lightweight knit crop top. It features adjustable spaghetti straps, a V neckline, a center drawstring to create a ruched look, and a cropped, form-hugging fit. Pair this top with the matching cardigan and a pair of mom jeans for a chic vibe.
Shop Matching Cardigan: Effortlessly Elevated Knit Cardigan
Fit & Features
- Sleeveless bodice
- Adjustable spaghetti straps
- V neckline
- Center drawstring
- Ruched detailing
- Cropped, form-fitting style
- Knit fabric with moderate stretch
Style Number/Barcode: 06001-3117
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casually Chic Cropped Knit Cardigan
Keep it casually chic with a knit cardigan to layer over your favorite outfits. The cardigan features a multi-button down front, long sleeves. and a cropped hem. The cardigan is composed of a knit fabric that offers a relaxed fit. Complete look with the matching crop top.
Shop Matching Crop Top: Casually Chic Sleeveless Crop Top
Fit & Features
- Multi-button down front
- Long sleeves
- Cropped hem
- Knit fabric
- Relaxed fit
- Matching crop top sold separately
Style Number/Barcode: 06005-0914
Category Name: Matching Sets
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vibes Unfiltered Halter Corset Crop Top
Serving untouchable confidence. This mesh halter corset top snatches the waist and gives that sculpted, no-effort-needed vibe for your next night out.
Fit & Features
- Abstract print, mesh-lined fabric
- Halter V-neckline, tie closure
- Hidden front hook-eye closures
- Corset bodice, flexible boning
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06001-000212
Category Name: Matching Sets
Price: $26.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Casually Chic Sleeveless Crop Top
Keep it casually chic with a sleeveless knit crop top to create trendy outfits. The sleeveless top features a V-neckline and a cropped hem. The crop top is composed of a knit fabric that offers a relaxed fit. Complete look with the matching cardigan.
Shop Matching Cardigan: Casually Chic Cropped Knit Cardigan
Fit & Features
- Sleeveless
- V-neckline
- Cropped hem
- Knit fabric
- Matching cardigan sold separately
Style Number/Barcode: 06005-0913
Category Name: Matching Sets
Price: $4.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendsetting Babe Zip-Up Hoodie
Elevate your casual everyday look in this trendy zip-up hoodie! It features long loose dolman style sleeves with tapered hems, a zip front, front pockets, and an elastic banded hem. The hoodie is composed of a soft scuba knit fabric with plenty of stretch for comfortable wear. Pair this hoodie with the matching crop top and joggers and a pair of chunky sneakers.
Shop Matching Top: Trendsetting Babe Cropped Tank
Shop Matching Joggers: Trendsetting Babe High Waist Joggers
Fit & Features
- Hoodie
- Long loose dolman sleeves with tapered hems
- Zip front
- Front pockets
- Elastic banded hem
- Relaxed fit
- Scuba knit fabric with plenty of stretch
- Runs true to size
Style Number/Barcode: 06202-0328
Category Name: Matching Sets
Price: $16.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendsetting Babe High Waist Joggers
Elevate your casual everyday look in these trendy joggers! They feature a high-rise waist with a tie front, front pockets, a relaxed fit, and a tapered jogger hem. The bottoms are composed of a soft scuba knit fabric with plenty of stretch for comfortable wear. Pair these joggers with the matching hoodie and top and a pair of chunky sneakers.
Shop Matching Hoodie: Trendsetting Babe Zip-Up Hoodie
Shop Matching Top: Trendsetting Babe Cropped Tank
Fit & Features
- High-rise waist
- Tie front
- Front pockets
- Relaxed fit
- Tapered jogger hem
- Scuba knit fabric with plenty of stretch
- Runs true to size
Style Number/Barcode: 06502-1045
Category Name: Matching Sets
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendsetting Babe Cropped Tank
Elevate your casual everyday look in this trendy cropped tank! It features adjustable spaghetti straps, a square neck, and a cropped, form-hugging fit. The top is composed of a soft scuba knit fabric with plenty of stretch for comfortable wear. Pair this top with the matching hoodie and joggers and a pair of chunky sneakers.
Shop Matching Hoodie: Trendsetting Babe Zip-Up Hoodie
Shop Matching Joggers: Trendsetting Babe High Waist Joggers
Fit & Features
- Adjustable spaghetti straps
- Square neckline
- Cropped
- Form-hugging fit
- Scuba knit fabric with plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-3129
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's A Trendsetter Cable Knit Crop Top
Here's looking at you, babe! Let this crop top take the spotlight of your trendy outfit! The crop top a sleeveless square neckline, a cropped hem, and composed of a cable knit fabric. Complete your look with the matching cardigan and high waist jeans for an effortlessly cool girl look.
Shop Matching Cardigan: She's A Trendsetter Cable Knit Crop Top
Fit & Features
- Sleeveless square neckline
- Cropped hem
- Cable knit fabric
- Relaxed fit
- Moderate stretch
- Matching cardigan sold separately
Style Number/Barcode: 06005-0917
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's A Trendsetter Cable Knit Cardigan
Here's looking at you, babe! Let this cardigan take the spotlight of your trendy outfit! The cardigan features an open-front, a multi-button down front, long sleeves, a cropped hem, and composed of a cable knit fabric. Complete your look with the matching crop top and high waist jeans for an effortlessly cool girl look.
Shop Matching Crop Top: She's A Trendsetter Cable Knit Crop Top
Fit & Features
- Open front
- Multi-button down front
- Long sleeves
- Cropped hem
- Cable knit fabric
- Relaxed fit, moderate stretch
- Matching crop top sold separately
Style Number/Barcode: 06005-0918
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Back To Basics Cropped Drawstring Hoodie
Bring it back to basics in a cropped hoodie that keep it chill! The cropped hoodie features a drawstring hoodie, long sleeves, and a cropped hem. Complete look with the matching joggers and chunky sneakers to nail those casual vibes.
Shop Matching Joggers: Back To Basics High Waist Joggers
Fit & Features
- Drawstring hoodie
- Long sleeves
- Cropped drawstring hem
- Matching joggers sold separately
Style Number/Barcode: 06002-0693
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale