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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Flower Thru It Mini Skirt
Attend any spring soiree looking sweet and dreamy in this floral mini skirt! Don't forget to pick up the matching top to complete the outfit!
Shop Matching Top: Flower Thru It Tie Front Crop Top
Fits & Features
- High Rise Waist
- Back Zipper With Hook & Eye Closure
- Woven Fabric I Fully Lined
- Mini Length Silhouette I Front Slit
- Form Hugging Fit I Minimal Stretch
Style Number/Barcode: 06401-0232
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fierce And Flirty Leopard Floral Tie-Front Top
Show up fierce and flirty in this leopard floral tie-front top! The long fitted sleeves are accented with flared hems, while the tie-front design adds a trendy allure to your look. Pair with the matching maxi skirt.
Shop Matching Bottoms: Fierce And Flirty Leopard Floral Maxi Skirt
Fit & Features
- Leopard floral print, mesh fabric, high stretch
- V-neckline
- Tie-front design
- Long fitted sleeves, flared hems
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06202-000035
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lil Miss Sunshine Smocked Tube Top
Nothing but good vibes in our Lil Miss Sunshine set! Brighten up any room as you walk in bringing the fun!
Shop Matching Top: Lil Miss Sunshine Smocked Tube Top
Fits & Features
- Ruffle-Trim Strapless Neckline & Hem
- All Over Smocking
- Tie Design At Center Front
- Plenty Of Stretch
Style Number/Barcode: 06003-0530
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All The Stripe Moves Chevron Straight Leg Pants
We are lovin' this groovy vibe you got! Make sure you pick up the matching crop top to complete this retro-inspired ensemble!
Shop Matching Top: All The Stripe Moves Chevron Tube Top
Fits & Features
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High Rise Waistband
- Straight Leg Silhouette
- Colorful Knit Chevron Pattern I Fully Lined
- Form Hugging Fit
- Moderate Stretch
- Matching Top Sold Separately
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06302-0086
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise Waistband
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All The Stripe Moves Chevron Tube Top
We are lovin' this groovy vibe you got! Make sure you pick up the matching crop top to complete this retro-inspired ensemble!
Shop Matching Bottoms: All The Stripe Moves Chevron Straight Leg Pants
Fits & Features
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Strapless
- Sweetheart Neckline
- Colorful Knit Chevron Pattern
- Form Hugging Fit
- Moderate Stretch
- Matching Bottoms Sold Separately
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06003-0481
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Strapless
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Endless Summer O-Ring Ruffle Hem Mini Skirt
Embrace the summer vibes in this flowy, boho mini skirt! Don't forget to add the matching crop top to complete the fit!
Shop Matching Top: Endless Summer O-Ring Ruffle Hem Crop Top
Fits & Features
- High Rise Waist
- Side Zipper
- Faux Wrap Design With O-Ring Detail
- Mini Length I Ruffle-Trim Hem
- Woven Fabric I Fully Lined
- Minimal Stretch
Style Number/Barcode: 06301-0066
Category Name: Matching Sets
Price: $6.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Endless Summer O-Ring Ruffle Hem Crop Top
Embrace the summer vibes in this flowy, boho crop top! Don't forget to add the matching mini skirt to complete the fit!
Shop Matching Bottoms: Endless Summer O-Ring Ruffle Hem Mini Skirt
Fits & Features
- Elastic Plunging V Neckline I O-Ring Detail At Bust
- Long Sleeve
- Ruffle-Trim Cuffs & Crop Hemline
- Woven Fabric
- Plenty Of Stretch
Style Number/Barcode: 06003-0877
Category Name: Matching Sets
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Vacay Queen Smocked Crop Top
You'll be a stunning queen on vacay in this printed smocked crop top! Pair with the matching pants to complete the set.
Shop Matching Bottoms: Vacay Queen Wide Leg Pants
Fit & Features
- Off the shoulder square neckline
- Short puff sleeves | Ruffle trim
- Stretchy smocked fabric
- Cropped
- All over palm print
Style Number/Barcode: 06003-0842
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's A Boss Babe Mini Skirt
You're a major boss babe, showcase your chic style in this mini skirt! Pair with the matching jacket to complete the look.
Shop Matching Top: She's A Boss Babe Cropped Jacket
Fit & Features
- High rise waist
- Double button detailing
- Wrap front
- Two faux pockets
- Short, flared fit
- Woven fabric | No stretch
Style Number/Barcode: 06401-0225
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vacay Queen Wide Leg Pants
You'll be a stunning queen on vacay in these printed wide leg pants! Pair with the matching top to complete the set.
Shop Matching Top: Vacay Queen Smocked Crop Top
Fit & Features
- High rise elastic banded waist
- Tie front belt
- Wide pant legs
- All over palm print
- Woven fabric | No stretch
Style Number/Barcode: 06302-0126
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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She's A Boss Babe Cropped Jacket
You're a major boss babe, showcase your chic style in this cropped jacket! Pair with the matching skirt to complete the look.
Shop Matching Bottoms: She's A Boss Babe Mini Skirt
Fit & Features
- Lapel collar
- Long sleeves
- Double button front detailing
- Hidden hook and eye closure
- Cropped
- Woven fabric | No stretch
Style Number/Barcode: 06204-0564
Category Name: Matching Sets
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lively In Linen High Waist Shorts
You'll be lookin' lively in linen in these spring break ready high waist shorts! Perf for a day out in the sun with the girls, the shorts and matching top make the cutest set!
Shop Matching Top: Lively In Linen Crop Top
Fit & Features
- High rise waist
- Belt loops
- Front button | Hidden zipper closure
- Two slanted front pockets
- Cuffed
- Linen fabric | Woven lining
Style Number/Barcode: 06303-0063
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sultry Bloom Floral Mesh Tube Top
Serve a sultry vibe in this blooming floral printed mesh tube top! Designed with ruched side seams to show off your curves, style with the matching maxi skirt for a gorgeous look.
Shop Matching Bottoms: Sultry Bloom Floral Mesh Maxi Skirt
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Strapless straight neckline, no-slip strip
- Ruched side seams
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5714
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Sheer mesh fabric with knit lining, high stretch
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Lively In Linen Crop Top
You'll be lookin' lively in linen in this spring break ready crop! Perf for a day out in the sun with the girls, the top and matching shorts make the cutest set!
Shop Matching Bottoms: Lively In Linen High Waist Shorts
Fit & Features
- Strapless sweetheart neckline
- Tie front detail
- Stretchy smocked back
- Zipper closure
- Cropped
- Linen fabric
Style Number/Barcode: 06003-0818
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bad Intentions Double Lace Up Latex Briefs
We've got a little baddie on our hands! Embrace your edgy side, and don't forget to pick up the matching lace up top!
Shop Matching Top: Bad Intentions Double Lace Up Latex Crop Top
Fit & Features
- High waist fit
- Double eyelet lace up detail
- Long laces
- Cheeky bottom
- Shiny latex finish
- Faux leather
Style Number/Barcode: 07108-0020
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sunday Funday Lounge Joggers
Weekend vibez has us feeling chill AF! Keep it chill and cozy in these cute joggers! Don't forget to complete your weekend look with the matching top!
Shop Matching Top: Sunday Funday Lounge Crop Top
Fit & Features
- Drawstring Waist
- Side Pockets
- Straight Leg Fit
- Elastic Hem
- Lined Fleece Fabric
- Relaxed Fit
- Moderate Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06502-0352
Category Name: Matching Sets
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sunday Funday Lounge Crop Top
Weekend vibez has us feeling chill AF! Keep it chill and cozy in this cute crop bby! Don't forget to complete your weekend look with the matching joggers!
Shop Matching Joggers: Sunday Funday Lounge Joggers
Fit & Features
- Drawstring Hood
- Long Sleeves
- Cropped Hem
- Lined Fleece Fabric
- Relaxed Fit
- Moderate Stretch
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.Style Number/Barcode: 06002-0460
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bad Intentions Lace Up Latex Crop Top
We've got a little baddie on our hands! Embrace your edgy side, and don't forget to pick up the matching lace up bottoms!
Shop Matching Bottoms: Bad Intentions Double Lace Up Latex Briefs
Fit & Features
- Tank straps
- Round neckline
- Cropped hemline
- Princess seams
- Lace up eyelet detail center bodice
- Shiny latex finish
- Faux leather
Style Number/Barcode: 06003-0670
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Day At The Hamptons Smocked Linen Pants
Step out and feel luxurious in linen! We are loving this look for resort wear or a day at the beach! Don't forget to pick up the matching top to complete your loook!
Fit & Features
- High waist fit
- Smocked waist line
- Wide fit leg
- Lightweight linen material
- Relaxed fit
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06302-0112
Category Name: Matching Sets
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Day At The Hamptons Puff Sleeve Top
Step out and feel luxurious in linen! We are loving this look for resort wear or a day at the beach! Don't forget to pick up the matching bottoms to complete your loook!
Fit & Features
- Sweetheart neckline
- Short puff sleeves
- Knotted detail center bust
- Cropped hemline
- Linen material
- Smocked bodice | Moderate stretch
Model is 5'6" with 31" bust, 26" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-2458
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Velvet Floral Burnout Crop Top
Be a stylish stunner in this chic velvet floral burnout crop top! Pair with the matching midi skirt to complete the set.
Shop Maching Bottoms: Velvet Floral Burnout Midi Skirt
Fit & Features
- Spaghetti straps
- Cowl neckline
- Cropped
- Semi-sheer velvet floral burnout fabric
- No stretch
Style Number/Barcode: 06003-0587
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Excuse Me Miss Ruched Midi Skirt
Excuse me miss, can we get ur name, and find out where u got that dynamite style? Step out dressed to impress in a set that will have the compliments rolling through non stop! Don't forget to pick up the matching cropped top to complete!
Shop Matching Top: Excuse Me Miss Ruched Crop Top
Fit & Features
- High waist fit
- Ruched detailing down the center
- Midi length
- Nylon | Moderate stretch
Model is 5'4" with 33" bust, 24.5" waist and 39" hips. She is wearing a size small.
Style Number/Barcode: 06501-0256
Category Name: Matching Sets
Price: $10.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Perfect Symphony Floral Tube Top
This floral tube top brings perfect tropical vibes to your weekend plans or vacation! Pair with the matching skirt to complete the look.
Shop Matching Bottoms: Perfect Symphony Floral Maxi Skirt
Fit & Features
- Floral print, chiffon fabric, stretchy knit lining
- Tie-back detail, stretchy smocked panel
- Strapless tube neckline
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06003-000053
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Met Your Match Smocked Mini Skirt
Girl, we are SWOONIN' over your outfit! Charm them all in this look that's as sweet as you!
Shop Matching Top: Met Your Match Smocked Crop Top
Fits & Features
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High Rise, Elastic Waistband
- Smocking Throughout
- Ruffle Mini Length Hem
- Woven Fabric
- Curve Hugging Fit I Ample Stretch
- Matching Top Sold Separately
Model is 5'8" with a 32" bust, 26" waist and 38" hips. She is wearing a size small.
Style Number/Barcode: 06401-0211
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise, Elastic Waistband