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.

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.

Sunlit Mood Crochet Triangle Bikini Top
The bikini top you reach for when you want effortless allure without overthinking it. The crochet wavy texture and triangle fit keep it flirty, lightweight, and ready for every sun-drenched plan.

Shop Matching Bottoms: Sunlit Mood Crochet Swim Shorts

Fit & Features
- Triangle cups with adjustable halter and back ties
- Sliding cup design for customizable coverage
- Crochet knit fabric with a multicolor wave pattern
- Runs true to size
Style Number/Barcode: 07104-000012

Category Name: Matching Sets

Price: $6.97 $25.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sunlit Mood Crochet Swim Shorts
The swim shorts you slip into when you want that effortless confidence. The crochet wavy texture and swim short fit keep it flirty, lightweight, and ready for every sun-drenched plan.

Shop Matching Top: Sunlit Mood Crochet Triangle Bikini Top

Fit & Features
- Low-rise waist
- Crochet knit fabric with a multicolor wave pattern
- Swim short silhouette
- Runs true to size
- Returns are not accepted without the hygienic liner
Style Number/Barcode: 07105-000020

Category Name: Matching Sets

Price: $6.97 $25.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Wild Card Plans Ruffle Lace Mini Skort
Cute from the front, confident from every angle. This ruffle lace mini skort gives you the flirty look you want with the built-in comfort you’ll actually appreciate all night.

Shop The Matching Top: Wild Card Plans Lace Tie-Front Top

Fit & Features
- Leopard lace fabrication with soft lining
- High-rise mini skort silhouette
- Tiered ruffle detailing for movement
- Built-in shorts for coverage and ease
- Runs true to size
Style Number/Barcode: 06503-000194

Category Name: Matching Sets

Price: $34.90

Availability: In Stock

Available Color: LEOPARD

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Wild Card Plans Lace Tie-Front Top
Cute from the front, confident from every angle. This lace leopard tie-front top gives you the flirty look you want, complete with a crop length that showcases your figure.

Shop The Matching Skort: Wild Card Plans Ruffle Lace Mini Skort

Fit & Features
- Leopard lace fabrication with soft lining
- Long sleeves
- Tie-front design
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06202-000070

Category Name: Matching Sets

Price: $12.97 $29.90

On Sale: Yes

Availability: In Stock

Available Color: LEOPARD

Available Size: XS, S, M
Product Badge:
- Sale
Effortlessly Dialed In Denim Strapless Top
Quiet confidence, zero effort. This strapless denim top sharpens any look with clean structure and an easy button front that works from day plans to late nights.

Shop Matching Jeans: Effortlessly Dialed In Denim Flare Jeans

Fit & Features
- Structured denim fabrication
- Sleeveless square neckline
- Button-down front closure
- Flared hem
- Runs true to size
Style Number/Barcode: 06003-000241

Category Name: Matching Sets

Price: $36.90

Availability: In Stock

Available Color: DARK, DENIM

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Effortlessly Dialed In Denim Flare Jeans
Clean lines, confident fit—this denim does the heavy lifting. Stun in polished flare jeans that balance structure and ease for days when looking put together is non-negotiable.

Shop Matching Top: Effortlessly Dialed In Denim Strapless Top

Fit & Features
- Structured denim fabrication
- Mid-rise waist
- Single-button and hidden zipper closure
- Classic five-pocket design
- Flare silhouette
- Runs true to size
Style Number/Barcode: 06602-000089

Category Name: Matching Sets

Price: $49.90

Availability: In Stock

Available Color: DARK, DENIM

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Sultry Glow Metallic Floral Print Halter Top
Catch the light, keep the attention. This sultry metallic floral print halter top drapes just right with a cowl neckline and open back, made for nights when your outfit does all the talking. Style with the matching mini skirt.

Shop Matching Bottoms: Sultry Glow Metallic Floral Print Ruffle Mini Skirt

Fit & Features
- Slinky metallic knit fabric, abstract floral print, high stretch
- Sleeveless cowl neckline
- Halter tie-back straps, metal O-ring accents
- Open back, lower tie-back spaghetti straps
- Ruched detailing
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000378

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: TAUPE

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Wild Crush Ruffle Mini Skort
When you want to bring a little chaos—in the cute way—this ruffle skort steps in with all the confidence of a bold-print moment. Light, flouncy, and ready for any night you decide to turn up the charm.

Shop The Matching Top: Wild Crush Hoop Halter Crop Top

Fit & Features
- Sheer mesh fabrication with animal print
- High-rise waistband with soft stretch
- Ruched sides
- Tiered ruffle overlay forming an asymmetrical mini skort silhouette
- Built-in shorts lining for coverage
- Runs true to size
Style Number/Barcode: 06503-000210

Category Name: Matching Sets

Price: $12.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Sultry Glow Metallic Floral Print Ruffle Mini Skirt
Catch the light, keep the attention. This sultry metallic floral print mini skirt drapes just right with an asymmetric hem and ruffle trim, made for nights when your outfit does all the talking. Style with the matching halter top.

Shop Matching Top: Sultry Glow Metallic Floral Print Halter Top

Fit & Features
- Slinky metallic knit fabric, abstract floral print, high stretch
- Mid-rise waist, metal O-ring cutout accent
- Ruched detailing
- Mini-length asymmetric hem, ruffled trim
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000101

Category Name: Matching Sets

Price: $9.97 $32.90

On Sale: Yes

Availability: In Stock

Available Color: TAUPE

Available Size: L
Product Badge:
- Sale
Wild Crush Hoop Halter Crop Top
When you want to bring a little chaos—in the cute way—this halter crop top steps in with all the confidence of a bold-print moment. Light, flouncy, and ready for any night you decide to turn up the charm.

Shop The Matching Skort: Wild Crush Ruffle Mini Skort

Fit & Features
- Sheer mesh fabrication with animal print
- Strapless neckline with halter strap featuring dual gold-tone O-ring hardware
- Ruched bodice creating a fitted silhouette
- Cropped hemline
- Runs true to size
Style Number/Barcode: 06001-000379

Category Name: Matching Sets

Price: $12.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Booked the Getaway Crop Top
This top already feels like a destination. With a form-hugging fit, statement hardware, and a skin-baring cutout that moves when you do, it’s made for warm nights and last-minute getaways.

Shop The Matching Skirt: Booked the Getaway Maxi Skirt

Fit & Features
- Lightweight mesh-lined fabric with printed finish
- Halter sweetheart neckline with hardware accent
- Spaghetti strap ties
- Cutout underbust design
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06001-000388

Category Name: Matching Sets

Price: $12.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Tailored Mood Plaid Woven Shorts
Your “I planned this” shorts—clean, tailored, and instantly elevated. The plaid woven finish gives them that strategic, cool-girl polish that works from brunch to late-night plans without ever trying too hard.

Shop Matching Blazer: Tailored Mood Plaid Woven Blazer

Fit & Features
- Plaid printed woven fabric
- Mid-rise waist, belt loops
- Front closure
- Dual front pockets
- Fitted silhouette
- Runs true to size
Style Number/Barcode: 06403-000065

Category Name: Matching Sets

Price: $6.97 $34.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Off Duty Attitude Belted Mini Skort
Serving cool without even trying. This belted mini skort hugs in all the right places with a sleek, structured feel that’s made for going out or leveling up your everyday look. Style with the matching cropped vest top.

Shop Matching Top: Off Duty Attitude Zip-Front Cropped Vest Top

Fit & Features
- Woven fabric
- Mid-rise waist
- Belted design
- Back zipper closure
- Mini-length overlay with pleating and grommet trim, A-line fit
- Hidden fitted shorts
- Runs true to size
Style Number/Barcode: 06403-000106

Category Name: Matching Sets

Price: $16.97 $39.90

On Sale: Yes

Availability: In Stock

Available Color: BLACK

Available Size: S, M, L
Product Badge:
- Sale
Chic And Confident Pinstripe Flared Trouser Pants
Sharp lines, chic confidence. These pinstripe trouser pants hug through the hips, flare out at the hem, and instantly pull an outfit together whether you’re dressing them up or keeping it low-key. Style with the matching vest top!

Shop Matching Vest: Chic And Confident Pinstripe Vest

Fit & Features
- Pinstripe print
- Knit fabric
- Low-rise waistband with belt loops
- Slim fit through hip and thigh
- Flared leg silhouette
- Runs true to size
Style Number/Barcode: 06502-000067

Category Name: Matching Sets

Price: $46.90

Availability: In Stock

Available Color: BLACK

Available Size: XS, S, M, L
Product Badge:
- Part of a Set
Chic And Confident Pinstripe Vest
Sharp lines, chic confidence. This pinstripe vest top instantly pulls an outfit together, whether you’re dressing it up or keeping it low-key. Style with the matching flared pants.

Shop Matching Bottoms: Chic And Confident Pinstripe Flared Trouser Pants

Fit & Features
- Woven knit fabrication, sewn-in lining
- V-neckline with button-up front
- Pinstripe pattern
- Cropped hem
- Runs true to size
Style Number/Barcode: 06204-000105

Category Name: Matching Sets

Price: $34.90

Availability: In Stock

Available Color: BLACK

Available Size: L
Product Badge:
- Part of a Set
Booked the Getaway Maxi Skirt
This skirt already feels like a destination. With a fluid drape, statement hardware, and a leg-baring slit that moves when you do, it’s made for warm nights and last-minute getaways.

Shop The Matching Top: Booked the Getaway Crop Top

Fit & Features
- Lightweight mesh-lined fabric with printed finish
- High-rise waistband with ruched detail
- Side hardware accents with cutout detail
- Thigh-high side slit
- Maxi length silhouette with flowy movement
- Runs true to size
Style Number/Barcode: 06501-000107

Category Name: Matching Sets

Price: $16.97 $39.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Off Duty Attitude Zip-Front Cropped Vest Top
Serving cool without even trying. This zip-front cropped vest top hugs in all the right places with a sleek, structured feel that’s made for going out, layering up, or leveling up your everyday look. Style with the matching mini skort.

Shop Matching Bottoms: Off Duty Attitude Belted Mini Skort

Fit & Features
- Woven fabric
- Sleeveless V-neckline
- Double zip-front design
- Grommet trim
- Angled cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06204-000108

Category Name: Matching Sets

Price: $9.97 $29.90

On Sale: Yes

Availability: In Stock

Available Color: BLACK

Available Size: S, M, L
Product Badge:
- Sale
Cool Confidence Cropped Faux Leather Moto Jacket
Cool confidence, zipped up. This cropped faux leather moto jacket hugs just right with sleek structure and trendy deets, making it the style you wear when the outfit needs attitude. Pair with the matching mini skirt.

Shop Matching Bottoms: Cool Confidence Faux Leather Mini Skirt

Fit & Features
- Faux leather and ribbed knit mixed fabrics, moderate stretch
- High neckline
- Full front zipper closure
- Zip front pockets
- Long sleeves
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06204-000110

Category Name: Matching Sets

Price: $59.90

Availability: In Stock

Available Color: BLACK

Available Size: S, M, L, XL
Product Badge:
- Part of a Set
Too Cute To Miss Heart Cutout Mini Skirt
Short, sweet, and impossible to ignore. This heart cutout mini skirt adds a flirty twist to any 'fit, with a flowy drape that keeps things effortless from first plan to last.

Fit & Features
- Mid-rise waist
- Heart-shaped metal hardware detail at the waist
- Mini-length hem
- A-line silhouette
- Smooth knit fabric with high stretch
- Runs true to size
Style Number/Barcode: 06501-000108

Category Name: Matching Sets

Price: $24.90

Availability: In Stock

Available Color: BLACK

Available Size: S, M, L
Product Badge:
- Part of a Set
Trendy Vibe Rhinestone Floral Halter Top
Subtle shine, modern silhouette. Exactly what you want when basics feel boring. This abstract print halter top features rhinestones in a floral pattern for a trendy vibe. Style with the matching mini skirt.

Shop Matching Bottoms: Trendy Vibe Rhinestone Floral Mini Skirt

Fit & Features
- Halter neckline with adjustable tie-back closure
- Open back design with lower tie-back straps
- All-over abstract print
- Rhinestone floral embellishment
- Mesh fabric with knit lining, high stretch
- Runs true to size
Style Number/Barcode: 06001-000401

Category Name: Matching Sets

Price: $12.97 $29.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Sale
Check In Chic Polka Dot Halter Corset
Easy yes, zero hesitation. This halter crop top brings a clean fit with just enough drama—perfect for spontaneous plans and outfits that don’t need a backup.

Shop Matching Skirt: Check In Chic Polka Dot Mini Skirt

Fit & Features
- Woven knit fabrication
- Plunging halter neckline
- Hook and eye front fasten closure
- Flexible boning
- Polka dot pattern
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-000400

Category Name: Matching Sets

Price: $29.90

Availability: In Stock

Available Color: IVORY

Available Size: M, L
Product Badge:
- Part of a Set
Chic Romance Rose Crop Top
Romantic with a polished twist. This rose crop top fits close with a sleek mock neckline, giving you an easy way to look put-together without feeling overdone.

Shop Matching Skirt: Chic Romance Rose Mini Skirt

Fit & Features
- Stretchy sheer mesh fabrication
- Sleeveless mock neckline
- All over rose print pattern
- Fitted cropped silhouette
- Runs true to size
Style Number/Barcode: 06001-000394

Category Name: Matching Sets

Price: $6.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Love Notes Rose Strapless Mesh Corset
Romantic with a little structure—this corset means business in the prettiest way.
Designed to sculpt and hold, the rose mesh and strapless neckline set the tone for date nights, dinners, and plans that feel a little cinematic.

Shop Matching Bottoms: Love Notes Rose Mesh Maxi Skirt

Fit & Features
- Mesh-lined fabric
- Sleeveless square neckline
- Contrasting rose pattern
- Structured corset silhouette
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-000396

Category Name: Matching Sets

Price: $6.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free
Sultry Soft Sheer Lace Cami Top
A little sultry, a little soft, and absolutely the cami you reach for when you want effortless allure. The sheer lace hugs just right, making it perfect for layering. Style with the matching shorts.

Shop The Matching Shorts: Sultry Soft Sheer Lace Shorts

Fit & Features
- Sheer lace fabric with stretch
- Scalloped lace trim along hem
- Scoop neck and back
- Bungee spaghetti straps
- Mid-length hem
- Runs true to size
- Bralette pictured not included
Style Number/Barcode: 07103-000091

Category Name: Matching Sets

Price: $6.97 $19.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Ships Free

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