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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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
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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: XS, S, M, L
Product Badge:- Part of a Set
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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: $29.90
Availability: In Stock
Available Color: GRAY
Available Size: S, M, L
Product Badge:- Part of a Set
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Trendy Vibe Rhinestone Floral Mini Skirt
Subtle shine, modern silhouette. Exactly what you want when basics feel boring. This abstract print mini skirt features rhinestones in a floral pattern for a trendy vibe. Style with the matching halter top.
Shop Matching Top: Trendy Vibe Rhinestone Floral Halter Top
Fit & Features
- High-rise waist, elasticized waistband
- Mini-length hem
- Form-hugging fit
- All-over abstract print
- Rhinestone floral embellishment
- Mesh fabric with sewn-in knit lining, high stretch
- Runs true to size
Style Number/Barcode: 06501-000112
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Eyes On You Cutout Tube Top
Just enough to catch their attention. This cutout tube top sculpts with soft stretch and statement hardware, giving effortless confidence from sunset plans to late nights.
Shop Matching Bottoms: Eyes On You High Slit Maxi Skirt
Fit & Features
- Strapless sweetheart neckline with no-slip strip
- Front cutout detail
- Gold-tone metal hardware accents
- Ruched detailing
- Cropped length, form-hugging fit
- Lined smooth knit fabric with high stretch
- Runs true to size
Style Number/Barcode: 06001-000420
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Eyes On You High Slit Maxi Skirt
Just enough to catch their attention. This high slit maxi skirt sculpts with soft stretch and statement hardware, giving effortless confidence from sunset plans to late nights.
Shop Matching Top: Eyes On You Cutout Tube Top
Fit & Features
- High-rise waist
- Hardware accent at the waist
- Ruched detailing
- Maxi-length hem with high-cut side slit
- Knit fabric with high stretch
- Runs true to size
Style Number/Barcode: 06501-000114
Category Name: Matching Sets
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
- High-rise waist
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Sunset Mood Tropical Floral Halter Top
The top that belongs in your suitcase and your camera roll. Draped just right with a body-skimming fit, this tropical floral halter top is made for warm nights, golden hours, and wherever the mood takes you. Style with the matching maxi skirt.
Shop Matching Bottoms: Sunset Mood Tropical Floral Maxi Skirt
Fit & Features
- Draped cowl neckline
- Tie-back halter spaghetti straps, beaded accents
- Open back with lower tie-back spaghetti straps, beaded accents
- Sheer mesh fabric with brushed knit lining, high stretch
- Tropical floral print
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000419
Category Name: Matching Sets
Price: $26.90
Availability: In Stock
Available Color: ORANGE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Sunset Mood Tropical Floral Maxi Skirt
The skirt that belongs in your suitcase and your camera roll. Draped just right with a body-skimming fit, this tropical floral maxi skirt is made for warm nights, golden hours, and wherever the mood takes you. Style with the matching halter top.
Shop Matching Top: Sunset Mood Tropical Floral Halter Top
Fit & Features
- High-rise elasticized waist
- Maxi-length hem
- Form-hugging fit
- Sheer mesh fabric with brushed knit lining, high stretch
- Tropical floral print
- Runs true to size
Style Number/Barcode: 06501-000113
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: ORANGE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Sun Chaser Crochet Shorts
Instant vacation mode, no ticket required. These crochet shorts feature a low-rise waist and form-hugging fit that feels bold, effortless, and made for warm days that turn into golden-hour plans. Shop the matching top.
Shop Matching Top: Sun Chaser Crochet Halter Top
Fit & Features
- Crochet knit fabric with a textured feel
- Low-rise waist
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06303-000044
Category Name: Matching Sets
Price: $34.90
Availability: In Stock
Available Color: RED
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Sun Chaser Crochet Halter Top
Instant vacation mode, no ticket required. This crochet halter top features a plunging cowl neckline with a hoop detail that feels bold, effortless, and made for warm days that turn into golden-hour plans. Shop the matching bottoms.
Shop Matching Bottoms: Sun Chaser Crochet Shorts
Fit & Features
- Crochet knit fabric with a textured feel
- Fitted halter silhouette with an open back
- Plunging cowl neckline with a hoop insert
- Adjustable halter tie for a customized fit
- Cropped hem
- Runs true to size
Style Number/Barcode: 06003-000264
Category Name: Matching Sets
Price: $34.90
Availability: In Stock
Available Color: RED
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Cool Confidence Faux Leather Mini Skirt
Cool confidence, zipped up. This faux leather mini skirt hugs just right with sleek structure and trendy deets, making it the style you wear when the outfit needs attitude. Pair with the matching moto jacket.
Shop Matching Jacket: Cool Confidence Cropped Faux Leather Moto Jacket
Fit & Features:
- Faux leather and ribbed knit mixed fabrics, moderate stretch
- Mid-rise waist
- Zip-front closure with snap button detail
- Zippered pockets
- Contoured paneling for a sculpted silhouette
- Mini-length form-hugging fit
- Runs true to size
Style Number/Barcode: 06401-000035
Category Name: Matching Sets
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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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: $56.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L, XL
Product Badge:- Part of a Set
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Untamed Vibes Animal Print Halter Top
A little daring, a lot confident—this top does not blend in. The draped halter neckline and curve-hugging fit make it a go-to for nights out, styled up with the matching skirt or worn solo when the vibe calls for extra.
Shop Matching Skirt: Untamed Vibes Animal Print Maxi Skirt
Fit & Features
- Smooth knit fabrication
- Sleeveless halter cowl neckline
- O-ring accents
- Lower back tie-back
- Leopard and snake print
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-000469
Category Name: Matching Sets
Price: $26.90
Availability: In Stock
Available Color: RUST
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Untamed Vibes Animal Print Maxi Skirt
She’s bold, she’s fierce, she moves like she owns the room. This curve-skimming maxi skirt brings drama with an effortless edge, perfect for nights out, styled solo or paired with the matching top.
Shop Matching Top: Untamed Vibes Animal Print Halter Top
Fit & Features
- Smooth knit fabrication
- Mid-rise waist
- O-ring hardware accent at the waist
- Leopard and snake print pattern
- Maxi length silhouette
- Runs true to size
Style Number/Barcode: 06501-000117
Category Name: Matching Sets
Price: $39.90
Availability: In Stock
Available Color: RUST
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Such A Flirt Polka Dot Mesh Mini Skort
Okay, but this skort just RSVP’d yes for you. This polka dot mesh mini skort drapes perfectly with a tiered ruffled design and flirty A-line fit, making it your go-to for party plans, birthday dinners, or that last-minute invite that has you walking in like you planned it all week.
Shop Matching Top: Such A Flirt Polka Dot Mesh Cowl Neck Top
Fit & Features
- Polka dot mesh fabric, high stretch
- Mid-rise waist with ruching
- Tiered ruffled design
- Mini-length overlay, A-line silhouette
- Hidden fitted knit shorts
- Runs true to size
Style Number/Barcode: 06503-000245
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: S, M, L
Product Badge:- Part of a Set
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Such A Flirt Polka Dot Mesh Cowl Neck Top
Okay, but this top just RSVP’d yes for you. This polka dot mesh cowl neck top drapes perfectly with a plunging halter neckline and flirty open back, making it your go-to for party plans, birthday dinners, or that last-minute invite that has you walking in like you planned it all week.
Shop Matching Bottoms: Such A Flirt Polka Dot Mesh Mini Skort
Fit & Features
- Polka dot mesh fabric, high stretch
- Sleeveless plunging cowl neckline, bar strap detail
- Halter strap with dual button closure, open back
- Draped cropped hem
- Runs true to size
Style Number/Barcode: 06001-000471
Category Name: Matching Sets
Price: $26.90
Availability: In Stock
Available Color: BLACK/WHITE
Available Size: S, M, L
Product Badge:- Part of a Set
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Serving Cool Studded Zip-Front Faux Leather Vest Top
Serving cool without trying too hard. This studded faux leather vest top hugs in all the right places with a sleek zip front and just enough attitude for nights out, rooftop plans, or that last-minute “I need a look” text. Style with the matching mini skirt.
Shop Matching Bottoms: Serving Cool Studded Faux Leather Mini Skirt
Fit & Features
- Distressed faux leather fabric
- Sleeveless V-neckline
- Double zip-front design
- Studded trim
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06204-000117
Category Name: Matching Sets
Price: $39.90
Availability: In Stock
Available Color: CHARCOAL
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Serving Cool Studded Faux Leather Mini Skirt
Serving cool without trying too hard. This studded faux leather mini skirt hugs in all the right places with a trendy belted waist and just enough attitude for nights out, rooftop plans, or that last-minute “I need a look” text. Style with the matching vest top.
Shop Matching Top: Serving Cool Studded Zip-Front Faux Leather Vest Top
Fit & Features
- Distressed faux leather fabric
- Mid-rise waist
- Asymmetric belted design
- Back zipper closure
- Studded trim
- Mini-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06401-000040
Category Name: Matching Sets
Price: $46.90
Availability: In Stock
Available Color: CHARCOAL
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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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: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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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: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Floral Confidence Halter Crop Top
It’s the kind of top that makes sunset cocktails turn into dinners with a view. The floral cowl halter crop top features a fluid drape, statement orchid accent, and tie-back halter neckline that feels flirty, elevated, and ready for warm nights out.
Shop The Matching Skirt: Floral Confidence Maxi Skirt
Fit & Features
- Floral pattern, mesh lined fabric
- Orchid inset, halter cowl neckline, tie straps
- Open back design
- Crop-length hem
- Runs true to size
Style Number/Barcode: 06001-000468
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: BANANA
Available Size: L
Product Badge:- Part of a Set
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Floral Confidence Maxi Skirt
It’s the kind of skirt that makes sunset cocktails turn into dinners with a view. The floral maxi skirt features a fluid drape, statement silhouette, and flared hem that feels flirty, elevated, and ready for warm nights out.
Shop The Matching Top: Floral Confidence Halter Crop Top
Fit & Features
- Tropical statement floral print
- Mesh fabric with smooth knit lining
- Mid-rise waist
- Curve-hugging
- Maxi flared hem
- Runs true to size
Style Number/Barcode: 06501-000116
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: BANANA
Available Size: S, M, L
Product Badge:- Part of a Set
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Petals On Repeat Floral Tube Top
This is what you wear when the group chat says, “dress cute.” The floral tube top hugs in all the right places and gives you that effortless, vacation-coded look without overthinking it.
Shop The Matching Skirt: Floral Confidence Maxi Skirt
Fit & Features
- Tropical statement floral print
- Mesh fabric with smooth knit lining
- Strapless neckline, non-slip grip lining
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06001-000475
Category Name: Matching Sets
Price: $26.90
Availability: In Stock
Available Color: BANANA
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Glam Moment Rhinestone Denim Corset Top
When your outfit deserves its own moment. This rhinestone denim corset top with a plunging halter neckline and curve-hugging fit brings just the right amount of trendy glamour for nights out, concerts, and any moment when subtle won't cut it. Style with the matching mini skirt or jeans.
Shop Matching Bottoms: Glam Moment Rhinestone Denim Mini Skort, Glam Moment Rhinestone Denim Straight-Leg Jeans
Fit & Features
- Denim fabric
- All-over mini iridescent rhinestone embellishments
- Sleeveless plunging V-neckline, halter strap
- Partially open back, stretchy smocked lower back design
- Front hook-eye closures
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-000265
Category Name: Matching Sets
Price: $39.90
Availability: In Stock
Available Color: DENIM
Available Size: XS, S, M, L
Product Badge:- Part of a Set