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.
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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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Met Your Match Smocked Crop Top
Girl, we are SWOONIN' over your outfit! Charm them all in this look that's as sweet as you!
Shop Matching Skirt: Met Your Match Smocked Mini Skirt
Fits & Features
- Smocked Bodice
- Lettuce Trim Square Neckline & Cropped Hem
- Adjustable Drawstring At Center Front
- Roomy Long Sleeves
- Elastic, Ruffle Cuffs
- Matching Skirt Sold Separately
Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06003-0768
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dazzle Me Fringe Crop Top
Okay babe, you sure know how to make an entrance! This head turning fringe crop top pairs perfectly with the matching mini skirt.
Shop Matching Bottoms: Dazzle Me Mini Skirt
Fit & Features
- Rhinestone adorned adjustable spaghetti straps
- Square neck and back
- Rhinestone trim detailing along the front neckline
- Exposed back zipper | Hook and eye closure
- Cropped
- Tiered fringe detailing
- Knit fabric | Moderate stretch
Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06003-0753
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Dazzle Me Mini Skirt
Okay babe, you sure know how to make an entrance! This head turning mini skirt pairs perfectly with the matching crop top.
Shop Matching Top: Dazzle Me Fringe Crop Top
Fit & Features
- High rise waist
- Hidden back zipper closure
- Short, curve hugging fit
- Ponte knit fabric
- Moderate stretch
Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06501-0240
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Getting My Way Coated Mini Skirt
Get things to go your way when you step out in the perfect outfit! No one will be able to say no to you gurl. Don't forget to pick up the matching top though....it only works if u got the whole 'fit
Shop Matching Top: Getting My Way Coated Cropped Top
Fit & Features
- High waist fit
- Elastic waist band | Stretch waist
- Form fitting silhouette
- Moderate stretch
- Mini hemline
- Smooth coated finish
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06501-0184
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirty Florals Tie Front Top
Keep it flirty in florals this season babe! Wrap yourself in this head-turning tie front top! Don't forget to add the matching skirt to complete your look!
Shopping Matching Skirt: Flirty Florals Pencil Skirt
Fit & Features
- Tie Front Bodice
- Long Sleeves
- Floral Print
- Brushed Knit Fabric
- Relaxed Fit
- Moderate Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06202-0053
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flirty Florals Pencil Skirt
Keep it flirty in florals this season babe! Wrap yourself in this head-turning skirt! Don't forget to add the matching top to complete your look!
Shop Matching Top: Flirty Florals Tie Front Top
Fit & Features
- High Waist
- Floral Print
- Brushed Knit Fabric
- Mini Skirt Length Knit Lining
- Relaxed Fit
- Moderate Stretch
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small
Style Number/Barcode: 06501-0155
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Beautifully Beaded Rhinestone And Pearl Crop Briefs
Shop Matching Top: Moment To Shine Crop Top
Shine when the moment counts the most in these sparkling high waist briefs! They feature a high rise waist and a partial coverage bottom. Shine from any angle with the glitzy heat stones, multi-faceted gemstones and pearl accents throughout. Briefs are composed of a semi-sheer unlined mesh fabric that offers a relaxed fit with a moderate stretch. Be sure to pick up the matching top to complete your look!
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07108-0012
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Make A Ponte Mini Skirt
Strut right out in this curve-hugging skirt! No matter the season, it's an essential piece to all those looks you got in mind!
Shop Matching Top: Make A Ponte Fringe Crop Top
Fits & Features
- High Rise, Elastic Waistband
- Back Zipper With Hook & Eye Closure
- Mini Length Silhouette
- Smooth Ponte Knit Fabric
- Moderate Stretch
Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0239
Category Name: Matching Sets
Price: $6.97 $25.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
- High Rise, Elastic Waistband
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Come Away With Me Puff Sleeve Linen Top
Come away with me, to another place, where we can sip on mimosas and take pics in our cute linen sets!
Fit & Features
- Square neckline
- Puff sleeves
- Cropped neckline
- Tassel fringe hemline
- Composed of linen | Minimal stretch
- Zipper closure center back
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0703
Category Name: Matching Sets
Price: $12.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feelin' Boho Halter Open Back Knit Top
Create a boho babe vibe in this sleeveless knit top with a plunging halter neckline, open back, and a trendy front crochet flyaway design. Style with the matching hot shorts for festival season!
Shop Matching Bottoms: Feelin' Boho Scallop Hem Knit Hot Shorts
Fit & Features
- Sweater knit fabric
- Sleeveless plunge halter neckline, tie-back straps
- Open back, lower tie-back straps
- Front crochet flyaway design
- Mid-length hem, flowy fit
- Runs true to size
Style Number/Barcode: 06005-2256
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Come Away With Me Cotton Skort
Come away with me, to another place, where we can sip on mimosas and take pics in our cute cotton sets! The skort features a high-rise waist, a wrap front overlay, a tassel fringe trim, and a back zipper closure on cotton fabric with a knit lining. Complete the look with the matching crop top.
Shop Matching Top: Come Away With Me Cotton Crop Top
Fit & Features
- High-rise waist
- Wrap front with tassel fringe
- Skort-style design
- Back zipper closure
- Cotton fabric, knit lining, no stretch
- Runs true to size
Style Number/Barcode: 06303-0210
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Make A Ponte Fringe Crop Top
Strut right out in this stunning fringe crop! Don't forget to pick up the matching skirt for a full blow lewwwk!
Shop Matching Skirt: Make A Ponte Mini Skirt
Fits & Features
- Sweetheart neckline | Padded cups
- Spaghetti straps
- Cropped hemline
- Dangling fringe detail
- Zipper closure center back
- Smooth Ponte Knit Fabric
- Moderate Stretch
Model is 5'9" with 32" bust, 23" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0751
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Comfy Vibes Pullover
Get all those comfy cozy vibes in this adorable pullover! Pair with the matching joggers for the perf set.
Shop Matching Bottoms: Comfy Vibes Knit Joggers
Fit & Features
- Crew neckline with ribbed hem
- Long sleeves with ribbed cuffs
- Mid-length hem with front drawstring
- Relaxed fit
- Cotton blend fabric | Moderate stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.Style Number/Barcode: 06002-0441
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vacay Mode Tie Front Blouse
A suitcase staple! The Vacay Mode blouse is perf for wearing with your denim shorts for a cute, laid back look. All you need is that refreshing marg
Shop Matching Bottoms: Vacay Mode Smocked Mini Skirt
Fits & Features
- Tie Front Closure
- Long Batwing Sleeves
- Crop Hem I Elastic At Back
- Woven Fabric
- Tropical Palm Print
Model is 5'9" with a 34" bust, 24" waist and 35.5" hips. She is wearing a size small.
Style Number/Barcode: 06003-0566
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Love Affair Textured Off Shoulder Crop Top
YASSS
We've got heart eyes for this cute AF off-shoulder top! Don't forget to add to cart the matching skirt! Shop Matching Skirt: Love Affair Textured Mini Skirt
Fits & Features
- Ruffle-Trim Off Shoulder Neckline & Cuffs
- Ties At Keyhole Opening
- Smocked Back
- Quarter Length Sleeves
- Cropped Hem
- Woven Textured Fabric
- Plenty Of Stretch
Style Number/Barcode: 06001-2482
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Love Affair Textured Mini Skirt
YASSS
We've got heart eyes for this cute AF mini skirt! Don't forget to add to cart the matching crop top! Shop Matching Top: Love Affair Textured Off Shoulder Crop Top
Fits & Features
- High Rise, Elastic Waistband
- Mini Length Silhouette
- Smocked At The Back
- Woven Textured Fabric
- Form Hugging Fit I Plenty Of Stretch
- No Zipper
Style Number/Barcode: 06401-0212
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Beautifully Beaded Rhinestone And Pearl Crop Top
Get a bold and beautifully beaded look with this embellished top, and don't forget to pick up the matching briefs!
Shop Matching Bottoms: Beautifully Beaded Rhinestone And Pearl Crop Briefs
Fit & Features
- Off the shoulder neckline | Long fitted sleeves
- V neck and square back | No slip strip
- Slight V neckline
- Back zipper | Hook and eye closure
- Cropped
- Rhinestone and pearl embellishment
- Knit fabric | Moderate stretch
Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
Style Number/Barcode: 06001-2199
Category Name: Matching Sets
Price: $6.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Comfy Vibes Knit Joggers
Get all those comfy cozy vibes in these adorable joggers! Pair with the matching pullover for the perf set.
Shop Matching Top: Comfy Vibes Pullover
Fit & Features
- High rise waist
- Front drawstring
- Slanted front pockets
- Relaxed fitting pant legs | Jogger hem
- Cotton blend fabric | Moderate stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06502-0327
Category Name: Matching Sets
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Feline Myself Satin Leopard Flare Midi Skirt
Girl! We're all about this look and we know you'll be feeling it too. Don't forget to complete your 'fit and add the matching crop top to cart
Shop Matching Top: Feline Myself Satin Leopard Crop Top
Fits & Features
- High Rise Waist
- Satin-Like Fabric | Leopard Print
- Flares At Hem For Extra Flow
- Relax Fit
Style Number/Barcode: 06401-0128
Category Name: Matching Sets
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Chic Babe Eyelet Lace Shorts
Elevate your weekend looks with these chic eyelet lace shorts with a high-rise waist and dual front pockets. Style with the matching blazer and your fave heels.
Shop Matching Blazer: Chic Babe Eyelet Lace Blazer
Fit & Features
- Floral eyelet lace fabric with woven lining, no stretch
- High-rise waist, belt loops
- Front button closure
- Dual front pockets
- Runs true to size
Style Number/Barcode: 06403-000001
Category Name: Matching Sets
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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It's A Date Crepe Crop Top
Whether you are on a date with ur girls or celebrating a special night with bae, the cuutest 'fit option is obviously a matching set! Don't forget to pick up the matching skirt and u are ready to go babe!
Shop Matching Skirt: It's A Date Crepe Mini Skirt
Fit & Features
- Cropped top
- Spaghetti straps
- Padded bust
- Crepe | Moderate stretch
- Bar cut out detailing
Style Number/Barcode: 06003-0791
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feline Myself Satin Leopard Crop Top
Girl! We're all about this look and we know you'll be feeling it too. Don't forget to complete your 'fit and add the matching midi skirt to cart
Shop Matching Skirt: Feline Myself Satin Leopard Flare Midi Skirt
Fits & Features
- Spaghetti Strap
- Cowl Neckline
- Crop Hemline
- Back Zipper And Hook And Eye Closure
- Satin-Like Fabric | Leopard Print
- Fitted
Style Number/Barcode: 06003-0532
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Comfy Vibes Pullover
Get all those comfy cozy vibes in this adorable pullover! Pair with the matching joggers for the perf set.
Shop Matching Bottoms: Comfy Vibes Knit Joggers
Fit & Features
- Crew neckline with ribbed hem
- Long sleeves with ribbed cuffs
- Mid-length hem with front drawstring
- Relaxed fit
- Cotton blend fabric | Moderate stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06002-0411
Category Name: Matching Sets
Price: $10.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Be Mine Ruche Midi Skirt
Look simply stunning in this perfect midi skirt! Complete the look and add the matching crop top to your cart!
Shop Matching Top: Be Mine Off Shoulder Crop Top
Fits & Features
- Elastic Waistband
- Midi Length Silhouette
- Ruching Detail Along The Sides
- Smooth Jersey Knit Fabric I Lined
- Curve Hugging Fit I Moderate Stretch
Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06501-0197
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free