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.
HomeMatching Sets
Matching Sets
Product Recommendations
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.
-
Let's Glow Metallic Mini Skirt
Get ready to glow and illuminate the night in this metallic mini skirt! It features a high-rise waist, a faux wrap-front design creating a chic slit, a short, curve-hugging fit, and a vibrant metallic sheen. The lightweight faux leather fabric has a moderate stretch. Complete your party look with the matching crop top.
Shop Matching Top: Let's Glow Metallic Crop Top
Fit & Features
- High-rise elasticized waist
- Faux wrap-front, slit accent
- Mini-length hem, fitted bodycon silhouette
- Metallic sheen
- Faux leather fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0788
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
VIP Heat Stone Mini Skirt
VIP cause you know you're going to shine in this heat stone skirt all night! It features a high-rise waist, bodycon silhouette, and a faux wrap mini hem. Complete the look in the matching top and heels.
Shop The Matching Top: VIP Heat Stone Halter Top
Fit & Features
- Sleeveless
- Cross halter neckline
- Cropped hem
- Tie closure
- Heat stones
- Lined knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0668
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
VIP Heat Stone Halter Top
VIP cause you know you're going to shine in this heat stone top all night! It features a sleeveless cross halter neckline, cropped hem, and tie closure. Complete the look in the matching skirt and heels.
Shop The Matching Bottoms: VIP Heat Stone Mini Skirt
Fit & Features
- Sleeveless
- Cross halter neckline
- Cropped hem
- Tie closure
- Heat stones
- Lined knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4297
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Summer Glow-Up Watercolor Woven Shorts
Show off a summer glow-up in these watercolor-printed woven shorts designed with a high-rise waist and a relaxed silhouette. Style with the matching tube top for a chic vibe.
Shop Matching Top: Summer Glow-Up Watercolor Woven Tube Top
Fit & Features
- Linen-like woven fabric, watercolor print, woven lining
- High-rise waist, belt loops
- Hidden front zipper and hook-eye closure
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06303-000022
Category Name: Matching Sets
Price: $9.97 $36.90
On Sale: Yes
Availability: In Stock
Available Color: MULTI
Available Size: S
Product Badge:- Sale
-
Prepped Success Plaid Mini Skirt
You'll be prepped for a successful outfit this fall by layering on this faux suede mini skirt featuring a high-rise waist, bodycon silhouette, front slit accent, and a contemporary houndstooth plaid pattern. Complete your fit with the matching blazer!
Shop Matching Blazer: Prepped Success Plaid Long Blazer
Fit & Features
- High-rise waist, hidden back zipper closure
- Bodycon silhouette
- Front slit accent
- Mini-length hem
- Houndstooth plaid pattern
- Faux suede fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0465
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
So Chic Glitter Knit Crop Top
Step looking so chic in this glitter metallic knit crop top featuring a sleeveless V-neck, spaghetti straps, and a fitted hem. Complete the look with matching bottoms for your next girl's night!
Shop Matching Bottoms: So Haute Glitter Knit Midi Skirt
Fit & Features
- Sleeveless V-neck
- Spaghetti straps
- Cropped hem
- Glitter metallic knit fabric, partial lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4659
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
So Chic Glitter Knit Midi Skirt
Step looking so chic in this glitter metallic knit midi skirt featuring a high-rise waist, front knot accent, form-hugging silhouette, and an asymmetrical style hem. Complete the look with the matching top for your next girl's night!
Shop Matching Top: So Haute Glitter Knit Crop Top
Fit & Features
- High-rise elasticized waist
- Front knot accent
- Form-hugging silhouette
- Asymmetrical midi hem
- Glitter metallic knit fabric, partial lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0774
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Prepped Success Plaid Long Blazer
You'll be prepped for a successful outfit this fall by layering on this faux suede long blazer featuring long sleeves, a lapel collar neckline, an open-front design, and a contemporary houndstooth plaid pattern. The smooth faux suede fabric offers a moderate stretch. Complete your fit with the matching skirt!
Shop Matching Skirt: Prepped Success Plaid Mini Skirt
Fit & Features
- Long sleeves
- Lapel collar neckline
- Open-front design, side pockets
- Long-length hem
- Houndstooth plaid pattern
- Faux suede fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-1463
Category Name: Matching Sets
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Fab Sass Marabou Trim Mini Skirt
Stroll into the party looking fabulously sassy in this mini skirt featuring a high-rise waist, back zipper closure, bodycon silhouette, and marabou feather trim hem. Complete the look with the matching blazer and heels!
Shop The Matching Blazer: Fab Sass Marabou Trim Crop Blazer
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Bodycon silhouette
- Marabou feather trim hem
- Mini-length hem
- Woven fabric, lining, no stretch
- Runs true to size
Style Number/Barcode: 06401-0475
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Fab Sass Marabou Trim Crop Blazer
Stroll into the party looking fabulously sassy in this cropped blazer featuring long sleeves with marabou feather trim cuffs, a lapel collar neckline, and single front button closure. Complete the look with the matching mini skirt and heels!
Shop The Matching Skirt: Fab Sass Marabou Trim Mini Skirt
Fit & Features
- Long sleeves with marabou feather trim cuffs
- Lapel collar neckline
- Single front button closure
- Cropped hem
- Woven fabric, lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1516
Category Name: Matching Sets
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Twice The Fun Satin Mini Skirt
This satin mini skirt brings fun and stunning looks to your night! The skirt features a high-rise elasticized waist, a bodycon fit, a side pleated seam, and a faux wrap asymmetrical hem. The smooth satin-knit fabric offers a moderate stretch. Complete the look with the matching crop top and strappy heels.
Shop Matching Top: Twice The Fun Satin Crop Top
Fit & Features
- High-rise elasticized waist
- Bodycon silhouette
- Side pleated seam
- Faux wrap asymmetrical hem
- Mini-length hem
- Stretch satin-knit fabric
- Runs true to size
Style Number/Barcode: 06501-0756
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Twice The Fun Satin Crop Top
This satin crop top brings fun and stunning looks to your night! The top features a sleeveless cowl neckline, pleated detailing at the bust, spaghetti straps, and a cropped, form-hugging fit. The smooth satin-knit fabric offers a moderate stretch. Complete the look with the matching mini skirt and strappy heels.
Shop Matching Bottoms: Twice The Fun Satin Mini Skirt
Fit & Features
- Sleeveless cowl neckline
- Pleating at the bust
- Spaghetti straps
- Cropped hem, form-hugging fit
- Stretch satin-knit fabric, lined front
- Runs true to size
Style Number/Barcode: 06001-4576
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Social Scene Plaid Tweed Skirt
With so much on your calendar, this plaid tweed mini skirt will have you looking posh and poised! It features a high-rise waist, faux flap pockets, and button-down closures. Complete the look in the matching blazer and mules.
Shop Matching Blazer: Social Scene Plaid Tweed Blazer
Fit & Features
- High-rise waist
- Faux flap pockets
- Button-down closures
- Plaid pattern
- Mini-length hem
- Tweed woven fabric, lined, no stretch
- Runs true to size
Style Number/Barcode: 06401-0516
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Summer Glow-Up Watercolor Woven Tube Top
Show off a summer glow-up in this watercolor-printed woven tube top designed with a strapless sweetheart neckline, tie-front, and fitted ultra-cropped hem. Style with the matching shorts for a chic vibe.
Shop Matching Bottoms: Summer Glow-Up Watercolor Woven Shorts
Fit & Features
- Linen-like woven fabric, watercolor print
- Strapless sweetheart neckline
- Tie-front design
- Stretchy smocked back
- Fitted ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06003-000034
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Social Scene Plaid Tweed Blazer
With so much on your calendar, this plaid tweed blazer will have you looking posh and poised! It features long sleeves, a lapel collar neckline, front button closures, and a cropped hem. Complete the look in matching bottoms and mules.
Shop Matching Bottoms: Social Scene Plaid Tweed Skirt
Fit & Features
- Long sleeves
- Lapel collar neckline
- Front button closures
- Cropped hem
- Plaid pattern
- Tweed woven fabric, lined, no stretch
- Runs true to size
Style Number/Barcode: 06204-1552
Category Name: Matching Sets
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Essentially Cozy Chenille PJ Joggers
Cozy vibes all around! Snuggle up in this chenille PJ jogger featuring a high-rise waist, and jogger skinny-leg design with ribbed ankle cuffs. Complete the look with the matching top and robe.
Shop The Matching Set: Essentially Cozy Chenille PJ Top, Essentially Cozy Chenille PJ Robe
Fit & Features
- High rise waist
- Jogger skinny-leg design
- Ribbed ankle cuffs
- Soft and comfortable
- Chenille fabric
- Fits true to size
Style Number/Barcode: 07103-0813
Category Name: Matching Sets
Price: $18.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sleek Sophistication Satin Blazer
Show off a major sleek and sophisticated style in this woven satin blazer. It features a lapel collar, three-quarter-length sleeves with cinched detailing, shoulder pad accents, and a chic, fitted silhouette. The smooth satin fabric will give your 'fit that luxe look. Pair with the matching trouser shorts and platform heels.
Shop Matching Bottoms: Sleek Sophistication Satin Trouser Shorts
Fit & Features
- Lapel collar
- Three-quarter-length sleeves, cinched hems
- Shoulder pads
- Fitted silhouette
- Woven satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1591
Category Name: Matching Sets
Price: $15.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Elevated Casual Ruched Cropped Tank
This casual-chic cropped tank is perfect for dressing up or down. It features a sleeveless crew neckline, tank shoulder straps, center-ruched detailing down the front, and a cropped, form-hugging fit. The ultra soft knit fabric offers plenty of stretch. Style with the matching flare pants for an effortless look.
Shop Matching Bottoms: Elevated Casual Strappy Flare Pants
Fit & Features
- Sleeveless crew neckline
- Tank shoulder straps
- Center ruching down the front
- Cropped, form-hugging fit
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-4625
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Elevated Casual Strappy Flare Pants
These casual-chic flare pants are perfect for dressing up or down. They feature a high-rise waist with a wrap-around thin strappy design, center-ruched detailing at the front, a form-hugging fit, and a flared-leg silhouette. The ultra soft knit fabric offers plenty of stretch. Style with the matching cropped tank for an effortless look.
Shop Matching Top: Elevated Casual Ruched Cropped Tank
Fit & Features
- High-rise waist
- Wrap-around thin strappy design, tie closure
- Center ruching at the front
- Form-hugging fit
- Flared-leg silhouette
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06502-2231
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Perfect Night In Top And Leggings Set
Have the perfect night in wearing this cozy top and leggings set! The tank crop top features a sleeveless scoop neck with spaghetti straps and high-rise matching jogger leggings. Complete your lounge look in a cozy hoodie jacket.
Fit & Features
- Top and leggings set
- Tank crop top, scoop neck, spaghetti straps
- High-rise jogger leggings with tie front
- Soft and cozy
- Knit fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 07103-0788
Category Name: Matching Sets
Price: $10.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Plaid's My Favorite Woven Skirt
It's the season for cozy layers and your favorite print! This plaid woven skirt features a high-rise waist, back zipper closure, bodycon silhouette, and a mini-length hem. Complete the look with the matching shacket.
Shop The Matching Shacket: Plaid's My Favorite Woven Shacket
Fit & Features
- High-rise waist
- Back zipper closure
- Bodycon silhouette
- Mini-length hem
- Plaid pattern, woven fabric
- Fits true to size
Style Number/Barcode: 06401-0460
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Plaid's My Favorite Woven Shacket
It's the season for cozy layers and your favorite print! This plaid woven shacket features long sleeves, a collar neckline, button-down closures, a front pocket, and an oversized fit. Complete the look with matching bottoms.
Shop The Matching Bottoms: Plaid's My Favorite Woven Skirt
Fit & Features
- Long sleeves
- Collar neckline
- Button-down closures
- Front pocket
- Oversized silhouette
- Plaid pattern, woven fabric
- Fits true to size
Style Number/Barcode: 06204-1449
Category Name: Matching Sets
Price: $10.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Twinkle Like A Star Sequin Pants
Twinkle like the star you are in these sequin pants perfect for your next night out! The high-rise pants feature a hip-hugging silhouette and a flared hem on mesh-lined knit fabric. Complete the look with the matching top.
Shop The Matching Top: Twinkle Like A Star Sequin Crop Top
Fit & Features
- High-rise waist
- Hip-hugging silhouette
- Flare hem
- Sequin mesh-knit fabric, lined
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06502-2240
Category Name: Matching Sets
Price: $9.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Twinkle Like A Star Sequin Crop Top
Twinkle like the star you are in this sequin crop top perfect for your next night out! The top features a sleeveless cowl neckline, open-back, and dual tie-back closures on mesh-lined knit fabric. Complete the look with matching bottoms.
Shop The Matching Bottoms: Twinkle Like A Star Sequin Pants
Fit & Features
- Sleeveless cowl neckline
- Open-back
- Dual tie-back closures
- Cropped hem
- Sequin mesh-knit fabric, lined
- Moderate stretch
- Fits true to size
Style Number/Barcode: 06001-4681
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance