Matching Sets
Two-piece sets are the ultimate answer to “what am I wearing?” Shop casual to dressy coordinating pieces made for effortless dressing, from a crop top and midi skirt to a dressy top and mini skirt or a long sleeve top and maxi. Printed mesh and lace bring the going-out energy, while boucle, sweater knits, and denim sets keep daytime looks polished. Choose black, brown, or burgundy for a fall-ready finish that moves easily from weekend brunch to night out plans, concerts and festivals. Matching never looked this low-effort.
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Matching Sets That Serve Style in Every Scene
From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and standout style. Whether you're dressing for a night out, a vacation, or a casual day, these sets make getting ready feel easy and elevated.
Everyday Ease & Polished Pairings
Slip into two-piece skirt sets or wide-leg pant sets with matching crop tops for a clean, polished look. Lightweight knits, breathable fabrics, and smooth satins keep things comfortable while still feeling styled. Pair with sandals or heels and layered jewelry for an effortless finish.
Night-Out Energy & Elevated Looks
Turn up the look with sleek two-piece matching sets featuring curve-hugging fits, halter necklines, and tie-front details. Satin finishes and bold silhouettes bring the statement—just add strappy heels and a mini bag for your next night out.
Mix, Match & Layer
Wear the full set or style each piece your way. Pair your top with jeans or tailored shorts, or switch in a bodysuit with your skirt. Add a lightweight jacket or blazer for an extra layer that keeps your look refined.
Explore Windsor’s full collection of matching sets online, in-app, or in-store to refresh your wardrobe with easy, on-trend outfits.
What Are Matching Sets?
Matching sets are coordinated outfits made up of two or more pieces, like a crop top and skirt or a blouse and pants. Designed to be worn together, they create a complete, styled look with minimal effort. Windsor’s sets range from casual lounge styles to elevated options for nights out and special plans.
Are Matching Sets a Trend?
Yes, matching sets are a go-to style that stays on trend. They offer a simple way to look put-together while still feeling comfortable. Whether you're dressing up or keeping it casual, these sets make styling quick and easy.
What Do You Call a Two-Piece Outfit?
A two-piece outfit is often called a matching set or co-ord. These pieces are designed to be worn together, but they can also be mixed and matched with other items to create fresh, versatile looks.
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Island Time Floral Wide-Leg Pants
You'll be on total island time in these bold floral pants! They feature a high-rise banded waist, a wide-leg silhouette, a relaxed fit, and an abstract floral print pattern that will draw everyone's attention to your chic look. Style with the matching tube top for a vacay-ready 'fit.
Shop Matching Top: Island Time Floral Cropped Tube Top
Fit & Features
- High-rise banded waist
- Wide-leg silhouette
- Relaxed fit
- Abstract floral print
- Knit fabric
- Runs true to size
Style Number/Barcode: 06502-2239
Category Name: Matching Sets
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Island Time Floral Cropped Tube Top
You'll be on total island time in this bold floral tube top! It features a strapless sweetheart neckline, a tie-front design that can also be styled as halter straps, an ultra-cropped, fitted hem, and an abstract floral print pattern that will draw everyone's attention to your chic look. Style with the matching wide-leg pants for a vacay-ready 'fit.
Shop Matching Bottoms: Island Time Floral Wide-Leg Pants
Fit & Features
- Strapless sweetheart neckline
- Tie-front design, can be styled as halter straps
- Ultra-cropped, fitted hem, flexible boning at the sides
- Abstract floral print
- Knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-4673
Category Name: Matching Sets
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Muse Floral Satin Pants
When it comes to your fashion style, you're a major muse for sure. These floral satin pants are perf for you. It features a high-rise waist, side pockets, and a wide-leg silhouette. The silky-smooth satin fabric features a chic all-over floral print pattern. Complete the look with the matching button-down top and bra.
Shop Matching Tops: Major Muse Floral Satin Bra Top, Major Muse Floral Satin Button-Down Top
Fit & Features
- High-rise waist
- Side pockets
- Wide-leg silhouette
- Floral print
- Satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-1318
Category Name: Matching Sets
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Muse Floral Satin Button-Down Top
When it comes to your fashion style, you're a major muse for sure. This floral satin button-down top is perf for you. It features a collared neckline, long sleeves with dual button details, a complete button-down front, and a relaxed fit. The silky-smooth satin fabric features a chic all-over floral print pattern. Complete the look with the matching bra top and wide-leg pants.
Shop Matching Top: Major Muse Floral Satin Bra Top
Shop Matching Bottoms: Major Muse Floral Satin Pants
Fit & Features
- Collared neckline
- Long sleeves, dual button details
- Button-down front
- Relaxed fit
- Floral print
- Satin woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-2199
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Major Muse Floral Satin Bra Top
When it comes to your fashion style, you're a major muse for sure. This floral satin bra top is perf for you. It features a sleeveless V-neckline with a twist-front design at the bust, adjustable spaghetti straps, a stretchy smocked back panel, and a fitted cropped hem. The silky-smooth satin fabric features a chic all-over floral print pattern. Complete the look with the matching button-down top and wide-leg pants.
Shop Matching Top: Major Muse Floral Satin Button-Down Top
Shop Matching Bottoms: Major Muse Floral Satin Pants
Fit & Features
- Sleeveless V-neckline, twist-front design
- Adjustable spaghetti straps
- Stretchy smocked back panel
- Fitted cropped hem
- Floral print
- Satin woven fabric, knit lining at the bust
- Runs true to size
Style Number/Barcode: 06003-2198
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Slay Faux Leather Wide-Leg Pants
Show off a major slay in these sleek and edgy faux leather pants! They feature a high-rise waist with a button-front closure, front pockets, a hip-hugging fit, and a wide-leg silhouette. The smooth faux leather fabric gives off a chic sheen. Complete the look with the matching cropped vest and strappy stiletto heels.
Shop Matching Vest: Major Slay Faux Leather Cropped Vest
Fit & Features
- High-rise waist
- Button-front closure, hidden zipper closure
- Dual front pockets
- Hip-hugging fit
- Wide-leg silhouette
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06402-0608
Category Name: Matching Sets
Price: $15.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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So Fabulous Faux Leather Blazer
You'll look so fab in this sleek and trendy faux leather blazer! It features a lapel collar, shoulder pads for structure, long sleeves with button accents, a single button-front closure, faux front pockets, and a long-line fitted silhouette. The lined faux leather fabric offers a minimal amount of stretch. Complete the look with the matching skirt for a posh style!
Shop Matching Bottoms: So Fabulous Faux Leather Skirt
Fit & Features
- Lapel collar, shoulder pads
- Long sleeves, four-button accents
- Single button-front closure
- Dual faux front pockets
- Long-line fitted silhouette
- Faux leather fabric, smooth lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1562
Category Name: Matching Sets
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Twice The Love Rib Knit Crop Top
Dive into cozy rib knit love with this midi skirt! Perfect for everyday styling, this midi skirt features a high-rise elasticized waist and curve-flaunting bodycon silhouette and a side slit that shows some skin. Complete the look with the matching skirt.
Shop Matching Skirt: Twice The Love Rib Knit Midi Skirt
Fit & Features
- Scoop neckline, plunging notched front design
- Long fitted sleeves, flared hems
- Cropped, form-hugging fit
- Smaller notched front detail
- Ribbed sweater knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1806
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirt With Desire Halter Cutout Mini Dress
It may start out as flirting but soon, you'll be head over heels for this bodycon mini dress perfect for a night out! It features a sleeveless halter neckline with a tie-back closure, a partial open-back, and an elasticized waistband with a sultry cutout on buttery-soft lined knit fabric with moderate stretch. Complete the look with the matching long sleeve bolero and glam heels.
Shop Matching Jacket: Flirt With Desire Long Sleeve Bolero
Fit & Features
- Sleeveless halter neckline, tie-back closure
- Partial open-back
- Elasticized waistband, cutout
- Bodycon silhouette
- Mini-length hem
- Soft lined knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-4711
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sunny Day Ready Gingham Mini Skirt
With this gingham skirt and your basket in hand, you'll be ready for a sunny day at the farmer's market! The high-rise waist, bodycon fit, and mini-length hem adds a touch of playfulness to any plans. Pair with the matching vest.
Fit & Features
- Gingham print, woven fabric, knit lining
- High-rise waist
- Back zipper and hook-eye closure
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Shop The Matching Vest: Sunny Day Ready Gingham Tie Front Vest
Style Number/Barcode: 06401-000004
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirt With Desire Long Sleeve Bolero
It may start out as flirting but soon, you'll be head over heels for this adorable bolero perfect for a night out! It features an open front, a majorly cropped hem, long fitted sleeves, and a buttery-soft knit fabric. Complete the look with the matching mini dress and glam heels.
Shop Matching Dress: Flirt With Desire Halter Cutout Mini Dress
Fit & Features
- Open front
- Cropped hem
- Long fitted sleeves
- Soft knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0348
Category Name: Matching Sets
Price: $9.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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She Means Business Wide-Leg Pants
Show them your trendsetter status in these high-waist dress pants! They feature a flattering high-rise waist and a wide-leg silhouette. Style these pants with the matching blazer for a chic ensemble.
Shop Matching Sage Blazer: She Means Business Structured Blazer
Shop The Matching Green Blazer: Bold Moves Woven BlazerFit & Features
- High-rise waist, vertical seam detailing
- Back zipper, hook and eye closure
- Wide-leg fit
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-0615
Category Name: Matching Sets
Price: $18.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Oh My Pearl Faux Wrap Mini Skirt
Bring the classy glamour in this faux pearl mini skirt featuring a high-rise waist, a faux wrap-front design, a mini-length hem, a curve-hugging silhouette, and a texture-knit fabric with lining and minimal stretch. The all-over faux pearl embellishments add the prettiest touch! Complete the look with the matching crop top and trendy mules.
Shop Matching Top: Oh My Pearl Bell Sleeve Crop Top
Fit & Features
- High-rise waist
- Faux wrap-front design
- Mini-length hem
- Curve-hugging fit
- Faux pearl embellishments
- Texture-knit fabric, knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0765
Category Name: Matching Sets
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Match Made Mesh Abstract Skirt
This set is a match made in heaven! Look effortlessly flawless in this mesh mini skirt featuring a high--rise waist, bodycon silhouette, and a flocked velvet abstract line pattern, and is composed of a partially lined mesh fabric with minimal stretch. Style with the matching top to complete the look!
Shop The Matching Top: Match Made Mesh Abstract Crop Top
Fit & Features
- High-rise waist
- Bodycon silhouette
- Mini-length hem
- Partially lined mesh fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06501-0768
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Match Made Mesh Abstract Crop Top
This set is a match made in heaven! Look effortlessly flawless in this mesh crop top featuring fitted long sleeves, a mock neck, and a flocked velvet abstract line pattern, and is composed of a partially lined mesh fabric with minimal stretch. Style with the matching bottoms to complete the look!
Shop The Matching Bottoms: Match Made Mesh Abstract Skirt
Fit & Features
- Fitted long sleeves
- Mock neck
- Flocked velvet abstract line pattern
- Cropped hem
- Partially lined mesh fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06001-4620
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Valley Girl Faux Suede Mini Skirt
Keep fashionable wherever you go in this must-have faux suede houndstooth skirt for an effortless preppy-cute look! The skirt features a high-rise waist, hidden back zipper closure, a bodycon silhouette, and a front slit accent. Style with the matching blazer.
Shop Matching Blazer: Valley Girl Faux Suede Long Blazer
Fit & Features
- High-rise waist
- Bodycon silhouette
- Front slit accent, mini-length hem
- Hidden back zipper closure
- Houndstooth pattern
- Faux suede fabric. smooth lining. minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0466
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Valley Girl Faux Suede Long Blazer
Keep fashionable wherever you go in this must-have faux suede houndstooth blazer for an effortless preppy-cute look! The blazer features long sleeves, a lapel collar neckline, an open-front design, hidden side pockets, a back-slit accent, and a relaxed silhouette. Style with the matching skirt.
Shop Matching Skirt: Valley Girl Faux Suede Mini Skirt
Fit & Features
- Long sleeves, lapel collar neckline
- Open-front design
- Hidden side pockets
- Back slit accent, relaxed long silhouette
- Houndstooth pattern
- Faux suede fabric. smooth lining. minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1464
Category Name: Matching Sets
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wrap Around You Crepe Wide-Leg Pants
Create a sleek and eye-catching look with these crepe pants! They feature a high-rise waist and a wide-leg silhouette. Complete the look with the matching top.
Shop Matching Top: Wrap Around You Crepe Crop Top
Fit & Features
- High-rise waist
- Wide-leg silhouette
- Crepe knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06502-2212
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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As If Moment Tweed Crop Blazer
Have your iconic as-if moment looking major in this 90s-inspired tweed crop blazer featuring long sleeves, shoulder pads for structure, a lapel collar neckline, a front button closure, and a chic plaid pattern. Style with the matching bottoms to complete the look!
Shop Matching Skirt: As If Moment Tweed Mini Skirt
Shop Matching Shorts: As If Moment Tweed Fitted Shorts
Fit & Features
- Long sleeves, shoulder pads
- Lapel collar neckline
- Front button closure
- Cropped hem
- Plaid pattern
- Tweed fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1566
Category Name: Matching Sets
Price: $6.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sunny Day Ready Gingham Tie Front Vest
With this gingham vest and your basket in hand, you'll be ready for a sunny day at the farmer's market! The open design with a tie front closure and cropped hem adds a touch of playfulness to any plans. Pair with the matching skirt.
Fit & Features
- Gingham print, woven fabric, knit lining
- Square neckline
- Wide shoulder straps
- Dual tie-front and open design
- Cropped length hem
- Runs true to size
Shop The Matching Skirt: Sunny Day Ready Gingham Mini Skirt
Style Number/Barcode: 06202-000004
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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As If Moment Tweed Mini Skirt
Have your iconic as-if moment looking major in this 90s-inspired tweed mini skirt featuring a high-rise waist, a back zipper with a hook-eye closure, a bodycon silhouette, a flirty front slit, and a chic plaid pattern. Style with the matching blazer to complete the look!
Shop Matching Blazer: As If Moment Tweed Crop Blazer
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Bodycon silhouette
- Front slit accent, mini-length hem
- Plaid pattern
- Tweed fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06401-0510
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Totally Luxe Ruched Satin Mini Skirt
You'll look totally luxe in this silky-chic satin mini skirt! It features a high-rise waist, front ruched detailing, a mini-length hem, and a curve-hugging silhouette. The smooth satin-knit fabric offers a moderate stretch. Style with the matching crop top and a rhinestone handbag.
Shop Matching Top: Totally Luxe Rhinestone Satin Crop Top
Fit & Features
- High-rise waist
- Front ruching
- Mini-length hem
- Curve-hugging fit
- Satin-knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0743
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Totally Luxe Rhinestone Satin Crop Top
You'll look totally luxe in this silky-chic satin crop top! It features a sleeveless V-neckline with a surplice design, sparkly rhinestone embellished spaghetti straps, front ruched detailing, and a fitted cropped hem. The smooth satin-knit fabric offers a moderate stretch. Style with the matching mini skirt and a rhinestone handbag.
Shop Matching Bottoms: Totally Luxe Ruched Satin Mini Skirt
Fit & Features
- Sleeveless V-neckline, surplice design
- Rhinestone-adorned spaghetti straps
- Front ruching
- Fitted cropped hem
- Satin-knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4551
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Best Match Plaid Slit Mini Skirt
From cool mornings to chilly afternoons, look stylish no matter the weather in this plaid mini skirt featuring a high-rise waist, bodycon silhouette, and a flirty slit accent. Complete the look in the matching shacket and knee-high boots.
Shop The Matching Shacket: Best Match Plaid Longline Shacket
Fit & Features
- High-rise waist
- Back zipper closure
- Bodycon silhouette
- Slit accent
- Mini-length hem
- Plaid pattern, soft woven fabric, no stretch
- Fits true to size
Style Number/Barcode: 06401-0462
Category Name: Matching Sets
Price: $12.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free