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.
-
Luxe Wonder Flocked Velvet Floral Midi Skirt
Turn heads in the luxe wonder flocked velvet floral midi skirt. With a high side slit and mid-rise waist, it's perfect for flaunting your style. Pair it with the matching halter top for extra glam.
Fit & Features
- Lined mesh fabrication
- Mid-rise waist
- Flocked floral velvet pattern
- High side slit
- Midi length hem
- Runs true to size
Shop Matching Top: Luxe Wonder Flocked Velvet Floral Halter TopStyle Number/Barcode: 06501-1090
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Vacay Ready Tie-Front Bandeau Crochet Crop Top
Heading on vacation? Don't forget to grab this vacay ready strapless crochet bandeau crop top with a sultry tie-front closure. Pair with the matching skirt and your fave shades!
Fit & Features
- Crochet fabric, stretchy knit lining
- Strapless neckline
- Tie-front closure
- Ultra-cropped hem
- Runs true to size
Shop The Matching Skirt: Vacay Ready High Rise Crochet Maxi Skirt
Style Number/Barcode: 06003-2777
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
So Darling Ditsy Floral Mini Skirt
Get a darling and chic look with this ditsy floral mini skirt that is perf for summer! It features a flattering high-rise waist, a short, curve-hugging fit with a ruffled hem, and a smocked design. Complete the outfit with the matching tube top for weekend brunches with the girls.
Shop Matching Top: So Darling Ditsy Floral Tube Top
Fit & Features
- High-rise waist
- Mini-length, form-fitting silhouette
- Ruffled hem
- Smocked woven fabric
- Ditsy floral print
- Runs true to size
Style Number/Barcode: 06301-0098
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic And Basic Cropped Tank
Your style can be basic and still so chic with this on-trend cropped tank! It features a sleeveless square neckline, a cropped, form-hugging fit, and is composed of a lightweight brushed knit fabric with plenty of stretch. Style this top with the matching midi skirt.
Shop Matching Bottoms: Chic And Basic Ruched Midi Skirt
Fit & Features
- Sleeveless square neckline
- Cropped, form-hugging fit
- Brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-3635
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
So Darling Ditsy Floral Tube Top
Get a darling and chic look with this ditsy floral tube top that is perf for summer! It features a strapless sweetheart neckline, a cute tie-front detail, a cropped, form-hugging fit, and a smocked design. Complete the outfit with the matching mini skirt for weekend brunches with the girls.
Shop Matching Bottoms: So Darling Ditsy Floral Mini Skirt
Fit & Features
- Strapless sweetheart neckline
- Tie-front
- Cropped, form-hugging fit
- Smocked woven fabric
- Ditsy floral print
- Runs true to size
Style Number/Barcode: 06003-1548
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Chic And Basic Ruched Midi Skirt
Your style can be basic and still so chic with this on-trend midi skirt! It features a high-rise waist, ruched side detailing, a mid-length, curve-hugging silhouette, and is composed of a brushed knit fabric with plenty of stretch. Style this skirt with the matching cropped tank.
Shop Matching Top: Chic And Basic Cropped Tank
Fit & Features
- High-rise waist, elastic band
- Ruched side detailing
- Mid-length, form-hugging fit
- Brushed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0475
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Level Up Snake Ruched Mini Skirt
Level up your night with a chic mini skirt! The skirt features a high-rise waist, a snake print, dual ruched drawstrings, and a mini-length silhouette. Complete look with the matching crop top.
Shop Matching Crop Top: Level Up Snake Crop Top
Fit & Features
- High rise waist
- Dual ruched drawstrings
- Snake print
- Mini length silhouette
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0417
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Plaid Mood Cropped Blazer
Channel a plaid mood with a cute blazer! The blazer features a collared neckline, long sleeves, a double-breast button design, and a semi-cropped hem. The blazer is composed of Ponte-like woven fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Plaid Mood High Slit Mini Skirt
Fit & Features
- Collared neckline, lapel accent
- Long sleeves
- Double-breasted button design
- Semi-cropped hem
- Ponte-like knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-1080
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Plaid Mood High Slit Mini Skirt
Channel a plaid mood with a cute mini skirt! The skirt features a plaid print, a high-rise waist, a mini side slit, and a mini-length silhouette. The skirt is composed of a ponte knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching blazer and a blouse.
Shop Matching Blazer: Plaid Mood Cropped Blazer
Fit & Features
- Plaid print
- High rise waist
- Mini side slit
- Ponte knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0339
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Minimal Chic Seamless Pajama Cami
Keep it minimal with a pajama cami that is cozy and chic! The cami features a sleeveless scoop neckline, adjustable spaghetti straps, and a cropped hem. The cami is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pajama biker shorts.
Shop Matching Biker Shorts: Minimal Chic Seamless Pajama Biker Shorts
Fit & Features
- Sleeveless scoop neckline
- Adjustable spaghetti straps
- Cropped hem
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0630
Category Name: Matching Sets
Price: $7.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Sassy Sequins High Waist Skirt
Keep it sassy with a sparkling sequin skirt! The skirt features a high-rise waist, dazzling sequins, and a mini-length silhouette. The skirt is composed of a lined mesh fabric that offers a form hugging fit with minimal stretch. Complete look with the matching bustier.
Shop Matching Bustier: Sassy Sequins Cropped Bustier
Fit & Features
- High rise waist
- Sequins
- Mini length silhouette
- Lined mesh fabric
- Form hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0433
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Feeling Fierce Leopard Print Denim Shacket
Fit & Features
- Leopard-printed denim fabric
- Collared neckline
- Chest pockets
- Button-down closure
- Long sleeves with single-button cuff
- Oversized fit
Shop Matching Mini Skirt: Feeling Fierce Leopard Print Denim Mini Skirt
Style Number/Barcode: 06203-0566
Category Name: Matching Sets
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Sassy Sequins Cropped Bustier
Keep it sassy with a sparkling sequin bustier! The bustier features sequins, a sleeveless sweetheart neckline, padded cups, bungee spaghetti straps, and a cropped hem. The bustier is composed of a lined mesh fabric that offers a form hugging fit with minimal stretch. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Sassy Sequins High Waist Skirt
Fit & Features
- Sleeveless sweetheart neckline
- Padded cups
- Bungee spaghetti straps
- Cropped hem
- Sequins
- Lined mesh fabric
- Form hugging fit, minimal stretch, runs true to size
Style Number/Barcode: 06001-3459
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Minimal Chic Seamless Pajama Biker Shorts
Keep it minimal with pajama biker shorts that are cozy and chic! The shorts feature a high-rise waist, mid-thigh length, and a seamless body throughout. The shorts are composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching pajama cami.
Shop Matching Cami: Minimal Chic Seamless Pajama Cami
Fit & Features
- High rise waist
- Mid-thigh length
- Seamless
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0631
Category Name: Matching Sets
Price: $8.97 $10.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Polished Glam Oversized Plaid Blazer
Keep it polished with a blazer that brings that sophisticated glamour. The blazer features a plaid print, a collared neckline with a lapel accent, a multi-button down front, front pockets, long sleeves, and an oversized fit. The blazer is composed of a woven fabric that offers a relaxed fit with slight stretch. Complete look with the matching bustier and jeans.
Shop Matching Bustier: Polished Glam Cropped Plaid Bustier
Fit & Features
- Collared neckline, lapel accent
- Multi-button down front
- Front pockets
- Long sleeves
- Oversized fit
- Woven fabric
- Relaxed fit, slight stretch, runs true to size
Style Number/Barcode: 06204-0979
Category Name: Matching Sets
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Polished Glam Cropped Plaid Bustier
Keep it polished with a bustier that brings that sophisticated glamour. The bustier features a plaid print, a sleeveless V-neckline, tank shoulder straps, and a cropped hem. The bustier is composed of a woven fabric that offers a relaxed fit with slight stretch. Complete look with the matching blazer and jeans.
Shop Matching Blazer: Polished Glam Oversized Plaid Blazer
Fit & Features
- Sleeveless V-neckline
- Tank shoulder straps
- Cropped hem
- Plaid print
- Woven fabric
- Form hugging fit, slight stretch
- Runs true to size
Style Number/Barcode: 06003-1358
Category Name: Matching Sets
Price: $4.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Polka Dot Perfection Mini Skirt
Keep it cute with the perfect mini skirt that brings those stylish vibes! The skirt features a high-rise waist, a polka dot pattern, and a mini-length silhouette. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Crop Top: Polka Dot Perfection Crop Top
Fit & Features
- High rise waist
- Polka dot pattern
- Mini length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0429
Category Name: Matching Sets
Price: $7.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Polka Dot Perfection Crop Top
Keep it cute with the perfect crop top that brings those stylish vibes! The top features a plunging V-neckline, short sleeves, a tie-front hem, and a polka dot pattern. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Mini Skirt: Polka Dot Perfection Mini Skirt
Fit & Features
- V-neckline
- Short puff sleeves
- Tie-front hem
- Polka dot pattern
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3403
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Minimal Vibes Cinched Pajama Shorts
Channel those minimal vibes with pajama shorts that keep your lounge look lowkey! The shorts feature a high-rise waist, dual ruched drawstrings, and a cheeky fit. Complete look with the matching pajama tank.
Shop Matching Pajama Tank: Minimal Vibes Pajama Tank
Fit & Features
- High rise waist
- Dual ruched drawstrings
- Cheeky fit
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0619
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Stylish And Seamless Biker Shorts
Stylish and seamless, these biker shorts are a closet staple. They feature a flattering high-rise banded waist and a mid-thigh length, form-hugging fit. Complete the outfit with the matching longline bralette for the perf loungewear look.
Shop Matching Bralette: Stylish And Seamless Longline Bralette
Fit & Features
- High-rise banded waist
- Mid-thigh length, form-hugging fit
- Seamless ribbed knit fabric
- Runs true to size
Style Number/Barcode: 07103-0661
Category Name: Matching Sets
Price: $4.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Stylish And Seamless Longline Bralette
Stylish and seamless, this longline bralette is a closet staple. It features a sleeveless V-neckline, tank shoulder straps, and a cropped, form-hugging fit. Complete the outfit with the matching biker shorts for the perf loungewear look.
Shop Matching Bottoms: Stylish And Seamless Biker Shorts
Fit & Features
- Sleeveless V-neckline
- Tank shoulder straps
- Cropped, form-hugging fit
- Seamless knit fabric
- Runs true to size
Style Number/Barcode: 07107-0641
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cozy Basics Ribbed Pajama Pants
Slay in basics with pajama pants that are part stylish, part comfy. The pants feature a high-rise waist, drawstring, and a straight leg that leads to a flared hem. The pants are composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pajama tank.
Shop Matching Pajama Tank: Cozy Basics Ribbed Pajama Tank
Fit & Features
- High rise waist
- Drawstring
- Straight leg, flared hem
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0598
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Luxe Allure Flocked Floral Knit Mini Skirt
Shop Matching Top: Luxe Allure Flocked Floral Knit Bustier Top
Fit & Features
- Knit lined fabric with velvet flocked floral pattern
- High-rise waist
- Mini-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-1082
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
Product Badge:- Sale
-
Cozy Basics Ribbed Pajama Tank
Slay in cozy basics with a pajama tank that is part stylish, part comfy. The tank features a sleeveless square neckline, tank shoulder straps that lead to a racerback, and a cropped hem. The tank is composed of a ribbed knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching pants.
Shop Matching Pajama Pants: Cozy Basics Ribbed Pajama Pants
Fit & Features
- Sleeveless square neckline
- Tank shoulder straps, racerback
- Cropped hem
- Ribbed knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0597
Category Name: Matching Sets
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale