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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The Next Level O-Ring Crop Top
Take your look to the next level with a crop top that brings out your sassy side! The top features a plunging V-neckline, a metal O-Ring at the center of the bodice, long sleeves, tie-front ties at the hem, and a cropped hem. The top is composed of a lurex knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching skirt.
Shop Matching Skirt: The Next Level High Slit Midi Skirt
Fit & Features
- V-neckline
- Metal O-Ring
- Long sleeves
- Tie-front ties at the hem
- Cropped hem
- Lurex knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06001-3827
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Irresistibly Chic Snake Print Mini Skirt
Showcase an alluring and irresistible look in this chic snake print mini skirt! It features a high-rise elastic banded waist, a sultry side slit, and a short, form-hugging fit. Style this skirt with the matching bustier and clear heels.
Shop Matching Top: Irresistibly Chic Snake Print Bustier
Fit & Features
- High-rise waist, elastic band
- Side slit
- Mini-length, form-hugging fit
- Snake print
- Textured knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0517
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek And Stunning Satin Crop Top
Keep it sleek and stunning with a crop top that elevates your outfits! The crop top features a sleeveless cowl neckline, spaghetti straps, a lace-up back, and a cropped hem. The top is composed of a stretchy satin fabric that offers a form hugging fit. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Sleek And Stunning Satin Mini Skirt
Fit & Features
- Sleeveless cowl neckline
- Spaghetti straps
- Lace-up back
- Cropped hem
- Stretchy satin fabric
- Form hugging fit
- Runs true to size
Style Number/Barcode: 06001-3637
Category Name: Matching Sets
Price: $9.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Irresistibly Chic Snake Print Bustier
Showcase an alluring and irresistible look in this chic snake print bustier! It features a sleeveless sweetheart neckline, bungee spaghetti straps, padded cups, and a cropped, form-hugging fit. Style this bustier with the matching mini skirt and clear heels.
Shop Matching Bottoms: Irresistibly Chic Snake Print Mini Skirt
Fit & Features
- Sleeveless sweetheart neckline
- Bungee spaghetti straps
- Padded cups
- Cropped, form-hugging fit
- Snake print
- Textured knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3673
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Trendy Essential Seamless Biker Shorts
These simple seamless biker shorts are a definite trendy essential! They feature a flattering high-rise banded waist, a mid-thigh length, form-hugging fit, and are composed of a lightweight ribbed knit fabric that offers plenty of stretch for comfortable wear. Style these shorts with the matching bralette.
Shop Matching Bralette: Trendy Essential Seamless Bralette
Fit & Features
- High-rise banded waist
- Mid-thigh length, form-hugging fit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 07103-0666
Category Name: Matching Sets
Price: $9.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Essential Seamless Bralette
This simple seamless bralette is a definite trendy essential! It features a flattering V-neckline, adjustable spaghetti straps, and is composed of a lightweight ribbed knit fabric that offers plenty of stretch for comfortable wear. Style this bralette with the matching biker shorts.
Shop Matching Bottoms: Trendy Essential Seamless Biker Shorts
Fit & Features
- V-neckline
- Adjustable spaghetti straps
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 07107-0646
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Keeping Knit Basic Crop Top
Lay on basics with this fab crop top! The top features a crew neckline, short sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching duster and chunky sneakers.
Shop Matching Duster: Keeping Knit Cozy Basic Duster
Fit & Features
- Crew neckline
- Short sleeves
- Cropped hem
- Ribbed knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06002-0988
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Back To Basics Knit Hoodie
Bring your look back to basics with a hoodie that keeps it casual and comfy! The hoodie features a zippered front, a hood, long sleeves, side pockets, and a cropped hem. The hoodie is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching joggers.
Shop Matching Joggers: Back To Basics Knit Joggers
Fit & Features
- Zippered front
- Hood
- Long sleeves
- Side pockets
- Cropped hem
- Knit fabric
- Relaxed fit, moderate stretch, runs true to size
Style Number/Barcode: 06202-0196
Category Name: Matching Sets
Price: $14.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Back To Basics Knit Joggers
Bring your look back to basics with joggers that keep it casual and comfy. The joggers feature a high-rise waist with a drawstring, zippered side pockets, and a straight leg fit with a ribbed hem. Complete look with the matching zipper hoodie.
Shop Matching Hoodie: Back To Basics Knit Hoodie
Fit & Features
- Elastic high rise waist
- Drawstring
- Zippered side pockets
- Straight leg fit
- Knit fabric
- Relaxed fit, moderate stretch, runs true to size
Style Number/Barcode: 06502-0582
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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At Your Leisure Mid-Rise Flare Pants
A comfy and cute mid-rise flare pants perfect for post-pilates and grabbing coffee! Pair with the matching jacket.
Fit & Features
- Stretchy rib knit fabric
- Folded mid-rise waist
- Hip-hugging fit
- Flare hem
- Runs true to size
Shop The Matching Jacket: At Your Leisure Zip-Up Crop Jacket
Style Number/Barcode: 06502-2570
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Chic Plaid Mini Skirt
Keep it preppy with a plaid mini skirt that elevates your look! 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 lightweight woven fabric that offers a form-hugging fit with minimal stretch. Complete look with the matching cropped blazer.
Shop Matching Blazer: Preppy Chic Plaid Cropped Blazer
Fit & Features
- Plaid print
- High-rise waist
- Mini side slit
- Mini-length
- Lightweight woven fabric
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06401-0331
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dangerous Glam Faux Leather Midi Skirt
Dare to go bold with a mini skirt that is so dangerously glam! The skirt features an elastic high rise waist, ruching, a high side slit with a twist-knot accent, and a midi length silhouette. The skirt is composed of a lined faux leather fabric that offers a form hugging fit with a slight stretch. Complete look with the matching crop top.
Shop Matching Crop Top: Dangerous Glam Faux Leather One Shoulder Crop Top
Fit & Features
- Elastic high rise waist
- Ruching
- High side slit
- Midi length silhouette
- Faux leather fabric
- Form hugging fit, slight stretch
- Runs true to size
Style Number/Barcode: 06501-0526
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Chic Plaid Cropped Blazer
Keep it preppy with a plaid blazer that elevates your look! The blazer features a plaid print, a collared neckline with lapel accents, a single button closure, long sleeves, and a cropped hem. The blazer is composed of a lightweight woven fabric that offers a form-hugging fit with minimal stretch. Complete look with the matching mini skirt.
Shop Matching Mini Skirt: Preppy Chic Plaid Mini Skirt
Fit & Features
- Plaid print
- Collared neckline, lapels
- Single-button closure
- Long sleeves
- Cropped hem
- Lightweight woven fabric
- Form-hugging fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1077
Category Name: Matching Sets
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dangerous Glam Faux Leather One Shoulder Crop Top
Dare to go bold with a crop top that is so dangerously glam! The crop top features a one-shoulder neckline, a spaghetti strap, and a cropped hem. The top is composed of a lined faux leather fabric that offers a form hugging fit with a slight stretch. Complete look with the matching midi skirt.
Shop Matching Midi Skirt: Dangerous Glam Faux Leather Midi Skirt
Fit & Features
- One-shoulder neckline
- Spaghetti strap
- Cropped hem
- Faux leather fabric
- Form hugging fit, slight stretch
- Runs true to size
Style Number/Barcode: 06001-3686
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Trends Eyelash Knit Mini Dress
Slip into a cozy mini dress that keeps you on trend, babe! The dress features a sleeveless scoop neckline, spaghetti straps, and a mini-length silhouette with a ribbed hem. The dress is composed of an eyelash knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching cardigan.
Shop Matching Cardigan: Cozy Trends Eyelash Knit Cardigan
Fit & Features
- Sleeveless scoop neckline
- Spaghetti straps
- Mini length silhouette
- Ribbed hem
- Eyelash knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1170
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy Trends Eyelash Knit Cardigan
Layer on a cozy cardigan that keeps you on-trend, babe! The cardigan features a draped open front, a multi-button down front, long sleeves, and a cropped hem. The cardigan is composed of an eyelash knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching mini dress.
Shop Matching Mini Dress: Cozy Trends Eyelash Knit Mini Dress
Fit & Features
- Open front
- Multi-button front closure
- Long sleeves
- Cropped hem
- Eyelash knit fabric
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1171
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Lace Detail Cropped Tank
This chic lace detailed cropped tank is perf for transitioning your wardrobe to winter fashion! It features a sleeveless V-neckline, spaghetti straps, a dainty lace trim, and a cropped, form-hugging fit. The lightweight ribbed knit fabric offers plenty of stretch. Complete the outfit with jeans and the matching cardigan for an effortless everyday look.
Shop Matching Cardigan: Chic Lace Detail Cropped Cardigan
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Lace trim
- Cropped, form-hugging fit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-3410
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning And Chic Swirl Crop Top
Keep it stunning with a crop top that makes a chic impression! The top features a trendy swirl pattern, a plunging V-neckline, long sleeves, a lace-up front, 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 midi skirt.
Shop Matching Midi Skirt: Stunning And Chic Swirl Midi Skirt
Fit & Features
- Swirl pattern
- V-neckline
- Long sleeves
- Lace-up front
- Cropped hem
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3662
Category Name: Matching Sets
Price: $3.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stunning And Chic Swirl Midi Skirt
Keep it stunning with a midi skirt that makes a chic impression! The skirt features a trendy swirl pattern, a high rise waist, a midi length silhouette, and a high center slit in back. 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: Stunning And Chic Swirl Crop Top
Fit & Features
- Swirl pattern
- High rise waist
- Midi length silhouette
- High center slit in back
- Form hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0502
Category Name: Matching Sets
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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At Your Leisure Zip-Up Crop Jacket
A comfy and cute zip-up crop jacket perfect for post-pilates and grabbing coffee! Pair with the matching bottoms.
Fit & Features
- Stretchy rib knit fabric
- Fitted long sleeves
- Mock neckline
- Zip-up front closure
- Fitted crop hem
- Runs true to size
Shop The Matching Pants: At Your Leisure Mid-Rise Flare Pants
Style Number/Barcode: 06202-000079
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Wild Thing Zebra Halter Top
Tap into your wild side with a halter top that makes a fierce impression! The top features a trendy zebra print, a halter neck, a drawstring tie front, 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 midi skirt.
Shop Matching Midi Skirt: Wild Thing Zebra Midi Skirt
Fit & Features
- Zebra print
- Halter neck
- Drawstring tie front
- Cropped hem
- Smooth knit fabric
- Form-hugging fit, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-3797
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Lace Detail Cropped Cardigan
This chic lace detailed cropped cardigan is perf for transitioning your wardrobe to winter fashion! It features long fitted sleeves, a dainty lace trim, a button-down front, and a cropped, form-hugging fit. The lightweight ribbed knit fabric offers plenty of stretch. Complete the outfit with jeans and the matching tank for an effortless everyday look.
Shop Matching Top: Chic Lace Detail Cropped Tank
Fit & Features
- Long fitted sleeves
- Lace trim
- Button-down front
- Cropped, form-hugging fit
- Ribbed knit fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06202-0205
Category Name: Matching Sets
Price: $12.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Behavior High Slit Midi Skirt
Stay on trend with a skirt that creates a major moment! The skirt features an abstract splatter pattern, a high rise waist, a ruched drawstring, a high side slit, and a midi-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: Trendy Behavior Cutout Crop Top
Fit & Features
- Abstract splatter pattern
- High rise waist
- Ruched drawstring
- High side slit
- Midi length silhouette
- Smooth knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06501-0549
Category Name: Matching Sets
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Trendy Behavior Cutout Crop Top
Stay on trend with a crop top that creates a major moment! The crop top features an abstract splatter pattern, long sleeves, dual cutouts at the sides, ruched drawstrings, 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 midi skirt.
Shop Matching Midi Skirt: Trendy Behavior High Slit Midi Skirt
Fit & Features
- Abstract splatter pattern
- Long sleeves
- Dual cutouts at the sides
- Ruched drawstrings
- Cropped hem
- Smooth knit fabric
- Form hugging fit, moderate stretch, runs true to size
Style Number/Barcode: 06001-3798
Category Name: Matching Sets
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free