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.
-
The Cutest Look Floral Crop Top
Get the cutest look for spring dates in this adorable crop top. It features long sleeves with puff shoulders and smocked detailing, a V-neckline with a tie-front design, a majorly cropped fit, and an all-over dainty ditsy floral print. Style with the matching mini skirt and a pair of mules.
Shop Matching Bottoms: The Cutest Look Floral Mini Skirt
Fit & Features
- Long sleeves, puff shoulders, smocked detailing
- V-neckline
- Tie-front
- Cropped
- Ditsy floral print
- Textured crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06003-1793
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chic And Elevated Trouser Shorts
Refresh your wardrobe with these chic and elevated trouser shorts! They feature a high-rise waist, a front button closure, front pleated detailing, and a fitted silhouette. The smooth crepe fabric includes a woven lining. Style with the matching blazer.
Shop Matching Blazer: Chic And Elevated Woven Blazer
Fit & Features
- High-rise waist
- Front button, hidden button and zipper closure
- Front pleating
- Front pockets
- Fitted
- Crepe fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06403-0212
Category Name: Matching Sets
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Total Doll Halter Crop Top
Step out looking like a fashion icon in this halter crop top, perfect for a haute night out! Pair with the matching skirt to complete the look.
Fit & Features
- Stretchy knit fabric
- Halter V-neckline, keyhole accent
- Fitted crop hem
- Runs true to size
Shop The Matching Skirt: Total Doll Ruffle Mini Skirt
Style Number/Barcode: 06001-000097
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Leopard Spots High Rise Flare Pants
You'll surely be spotted in this fab leopard flare pant featuring a high-rise waist and a form-fitting silhouette on soft and stretchy knit fabric. Complete the look in the matching Top.
Shop Matching Top: Leopard Spots Strappy Crop Top
Fit & Features
- High-rise elasticized waist
- Form-fitting silhouette
- Flared hem
- Leopard print
- Stretchy soft knit fabric
- Runs true to size
Style Number/Barcode: 06502-0854
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Leopard Spots Strappy Crop Top
You'll surely be spotted in this fab leopard crop top featuring long sleeves and an open plunge neckline with criss-cross straps. Complete the look in the matching bottoms.
Shop Matching Bottoms: Leopard Spots High Rise Flare Pants
Fit & Features
- Long sleeves
- Open plunge neckline
- Criss-cross straps
- Cropped hem
- Leopard print
- Stretchy soft knit fabric
- Runs true to size
Style Number/Barcode: 06001-4134
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Sandy Beaches Boho Halter Top
The perfect boho top to walk the sandy beaches in while on vacay! It features a sleeveless, halter neck with tie, cropped hem, and an open back with tie closure on boho-inspired print on woven fabric. Complete the look in the matching top.
Shop Matching Bottoms: Sandy Beaches Boho Wide Leg Pants
Fit & Features
- Sleeveless, halter neck, tie closure
- Cropped hem
- Open-back with tie
- Boho-inspired print
- Woven lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1591
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Sandy Beaches Boho Wide Leg Pants
The perfect boho pants to walk the sandy beaches in while on vacay! They feature a high-rise elasticized waist, flowy, wide-leg silhouette, and a boho-inspired print on woven fabric. Complete the look in the matching top.
Shop Matching Top: Sandy Beaches Boho Halter Top
Fit & Features
- High-rise elasticized waist
- Wide-leg silhouette
- Boho-inspired print
- Woven lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0619
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Bohemian Chic Lace Up Top
Channel your bohemian side with a top that will have you festival ready! The top features a bohemian print, a sleeveless square neckline, spaghetti straps that lead to a cross-back design, and a cropped hem. The top is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching maxi skirt.
Shop Matching Maxi Skirt: Bohemian Chic Maxi Skirt
Fit & Features
- Bohemian print
- Sleeveless square neckline
- Spaghetti straps
- Lace-up back
- Cropped hem
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3747
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Good At Being Bad Lace Hot Shorts
Earn style cred in these lace hot shorts with frilly ruffles and a cheeky fit. Pair with the matching top.
Fit & Features
- Lace fabric
- Low-rise waist
- Frilly ruffled design
- Cheeky fit
- Runs true to size
Shop The Matching Top: Good At Being Bag Lace Crop Top
Style Number/Barcode: 06503-000027
Category Name: Matching Sets
Price: $11.97 $28.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: M, L
Product Badge:- Sale
- Lace fabric
-
Bohemian Chic Maxi Skirt
Channel your bohemian side with a skirt that will have you festival ready! The skirt features a bohemian print, a high rise waist, and a maxi length with a high side slit. The skirt is composed of a lined smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top.
Shop Matching Crop Top: Bohemian Chic Lace Up Top
Fit & Features
- Bohemian print
- High rise waist
- Maxi length
- High side slit
- Lined smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0538
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Tropical Palm Leaf Maxi Skirt
Hit the tropics in a maxi skirt that is ready for those island vibes! The skirt features a palm leaf print, an elastic high rise waist, a high side slit, and a maxi 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: Tropical Palm Leaf Crop Top
Fit & Features
- Tropical palm leaf print
- Elastic high rise waist
- High side slit
- Maxi length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0540
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Tropical Palm Leaf Crop Top
Hit the tropics in a crop top that is ready for those island vibes! The crop top features a palm leaf print, a plunging sleeveless V-neckline, a ruched drawstring, spaghetti straps, and a cropped hem. The top is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching maxi skirt.
Shop Matching Maxi Skirt: Tropical Palm Leaf Maxi Skirt
Fit & Features
- Tropical palm leaf print
- Sleeveless V-neckline
- Ruched drawstring
- Spaghetti straps
- Cropped hem
- Lined smooth knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06001-3752
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Tropical Toucan Ruched Mini Skirt
Slip on this tropical mesh mini skirt for instant island vibes! It features a high-rise waist, chic ruched detailing down the sides, a short, curve-hugging fit, and a palm leaf print on sheer mesh knit fabric with a moderate stretch. Complete the look with the matching crop top for the perfect vacay 'fit.
Shop Matching Top: Tropical Toucan Mesh Crop Top
Shop Matching Duster: Tropical Toucan Long Mesh Duster
Shop Matching Jumpsuit: Tropical Toucan Strapless Jumpsuit
Fit & Features
- High-rise waist
- Side ruching
- Mini-length, form-fitting silhouette
- Palm leaf print
- Sheer mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0539
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Tropical Toucan Mesh Crop Top
Slip on this tropical mesh crop top for instant island vibes! It features a sleeveless square neckline, thin bungee straps, a cropped, form-hugging fit, and a palm leaf print on sheer mesh knit fabric with a moderate stretch. Complete the look with the matching mini skirt for the perfect vacay 'fit.
Shop Matching Bottoms: Tropical Toucan Ruched Mini Skirt
Shop Matching Duster: Tropical Toucan Long Mesh Duster
Shop Matching Jumpsuit: Tropical Toucan Strapless Jumpsuit
Fit & Features
- Sleeveless square neckline
- Thin bungee straps
- Cropped, form-hugging fit
- Palm leaf print
- Sheer mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3749
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Bring The Heat Printed Midi Skirt
Bring the heat to your vacay look with this sultry midi skirt! It features a high-rise waist, chic ruched detailing down the sides, a midi-length, curve-hugging fit, and an all-over tropical palm leaf print. Style with the matching tube top and strappy mules.
Shop Matching Top: Bring The Heat Printed Tube Top
Fit & Features
- High-rise elasticized waist
- Ruching down the sides
- Midi-length, form-fitting silhouette
- Tropical palm leaf print
- Sheer mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0541
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Bring The Heat Printed Tube Top
Bring the heat to your vacay look with this sultry tube top! It features a sleeveless halter neckline with cross-front spaghetti straps that tie in the back, a bralette design, a cropped fit, and an all-over tropical palm leaf print. Style with the matching midi skirt and strappy mules.
Shop Matching Bottoms: Bring The Heat Printed Midi Skirt
Fit & Features
- Sleeveless halter neckline
- Cross front spaghetti straps, tie-back closure
- Bralette design
- Cropped, form-hugging fit
- Tropical palm leaf print
- Sheer mesh fabric, front knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3753
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Tropical Dream Tube Top
Let this tube top transport you to an island paradise! The top features a sleeveless square tube design, a pretty tropical print, and a cropped hem. The top is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching maxi skirt.
Shop Matching Maxi Skirt: Tropical Dream Maxi Skirt
Fit & Features
- Sleeveless square neckline
- Tropical palm leaf print
- Cropped hem
- Lined smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3746
Category Name: Matching Sets
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Tropical Dream Maxi Skirt
Let this maxi skirt transport you to an island paradise! The skirt features a pretty tropical print, a high-side slit, and a maxi-length silhouette. The skirt is composed of a lined smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching tube top.
Shop Matching Tube Top: Tropical Dream Tube Top
Fit & Features
- Elastic high-rise waist
- Tropical palm leaf print
- High side slit
- Maxi length silhouette
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0537
Category Name: Matching Sets
Price: $12.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Good At Being Bad Lace Crop Top
Earn style cred in this lace crop top with frilly ruffles and a fitted hem. Pair with the matching shorts.
Fit & Features
- Lace fabric, sewn-in knit lining
- Low-rise waist
- Frilly ruffled design
- Cheeky fit
- Runs true to size
Shop The Matching Shorts: Good At Being Bad Lace Hot Shorts
Style Number/Barcode: 06001-000079
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- Sale
- Lace fabric, sewn-in knit lining
-
Ditsy Blooms Lace-Up Crop Top
Ditsy and cute, this crop top is in full bloom for spring! It features short puff sleeves, a square neck, and an open back with a lace-up closure. Composed of a brushed knit with a moderate stretch. Style with the matching bottoms.
Shop Matching Bottoms: Ditsy Blooms Ruched Mini Skirt
Fit & Features
- Short puff sleeves, elasticized hems
- Square neck
- Cropped hem
- Open-back, lace-up closure
- Ditsy floral pattern
- Brushed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3839
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Ditsy Blooms Ruched Mini Skirt
Ditsy and cute, this mini skirt is in full bloom for spring! It features a high-rise waist, a side ruched seam that accentuates your curves on the form-fitting silhouette. Composed of a brushed knit with a moderate stretch. Style with the matching top.
Shop Matching Top: Ditsy Blooms Lace-Up Crop Top
Fit & Features
- High-rise waist
- Side ruched seam
- Form-fitting silhouette
- Mini-length hem
- Ditsy floral pattern
- Brushed knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0556
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Girl's Trip Boho Slit Maxi Skirt
Grab the girls, book the flight, and pack this cute boho maxi skirt! It features a high-rise waist, a front slit, and a long hem. Complete the look in the matching top.
Shop Matching Top: Girl's Trip Boho Tie-Front Top
Fit & Features
- High-rise waist
- Front slit
- Long hem
- Boho pattern
- Runs true to size
Style Number/Barcode: 06301-0104
Category Name: Matching Sets
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Girl's Trip Boho Tie-Front Top
Grab the girls, book the flight, and pack this cute boho tie-front top! It features a sleeveless V-neck, spaghetti straps, and a smocked back. Complete the look in the matching skirt.
Shop Matching Skirt: Girl's Trip Boho Slit Maxi Skirt
Fit & Features
- Sleeveless, V-neck, spaghetti straps
- Tie-front detail
- Smocked back
- Cropped hem
- Boho pattern
- Runs true to size
Style Number/Barcode: 06003-1569
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Like It Or Dot Puff Sleeve Crop Top
Like it or not, this polka dot crop top will surely be your fav! It features short puff sleeves, a sweetheart neckline, and a tie-front closure. The top is composed of a lightweight woven fabric that offers a relaxed fit with minimal stretch. Complete the look in the matching shorts.
Shop Matching Shorts: Like It Or Dot High Rise Shorts
Fit & Features
- Short puff sleeves
- Sweetheart neckline
- Tie-front closure
- Cropped hem
- Polka dot pattern
- Lightweight woven fabric
- Runs true to size
Style Number/Barcode: 06001-4103
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance