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
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Matching Sets That Serve Style in Every Fall Scene
From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and head-turning style. Whether you’re dressing for a seasonal soirée, a night out, or a casual hang, these outfits take the guesswork out of getting ready.
Everyday Ease & Polished Pairings
Slip into two-piece skirt sets or wide-leg pant sets with matching crop tops for daytime polish. Cozy ribbed knits, soft sweater fabrics, and sleek satins keep things comfortable and put-together. Style with ankle boots and layered jewelry for casual glam that moves with you.
Night-Out Energy & Elevated Looks
Dial it up with sleek two-piece matching sets paired with a tailored blazer or curve-hugging silhouettes. Faux leather finishes, halter details, and tie-front designs bring the heat—just add strappy heels or heeled boots and a mini bag for your next night out.
Mix, Match & Layer
Wear the full look or break it up—pair your top with jeans or faux leather pants, or swap in a fitted bodysuit for your skirt. Finish with a cropped jacket or a longline duster coat for extra dimension.
Explore Windsor’s full collection of matching sets online, in-app, or in-store to level up your fall wardrobe.
What are matching sets?
Matching sets are coordinated outfits that include two or more pieces, such as a blouse and pants or a crop top and skirt. Windsor’s matching sets go beyond the basics, featuring stylish combos like blazer and skirt sets, lounge tops with joggers, and trendy T-shirts with biker shorts. Some sets even include matching accessories or jackets for a fully styled look. Whether you’re dressing for a casual day, a vacation, or a night out, matching sets make putting together an outfit effortless and stylish.
Are matching sets a trend?
Absolutely! Matching sets are a must-have trend that Windsor carries all year long. These coordinated outfits take the guesswork out of styling while delivering an effortlessly put-together look. Whether you’re keeping it casual or dressing up for an event, Windsor’s curated selection ensures you’re always on-trend.
What do you call a two-piece outfit?
A two-piece outfit is often called a matching set or co-ords (short for coordinates). These stylish separates are designed to be worn together, but they’re also perfect for mixing and matching to create fresh, new looks.
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Running Wild Zebra Print Crop Top
Look stylish in this zebra print mini skirt running wild keeping up with your social calendar! It features a sleeveless halter neckline, spaghetti straps, an open lace-up back, and a fitted crop hem on brushed knit stretchy fabric. Complete the look with matching bottoms.
Shop The Matching Bottoms: Running Wild Zebra Print Mini Skirt
Fit & Features
- Sleeveless halter neckline
- Spaghetti straps, lace-up open back
- Fitted crop hem
- Zebra print
- Brushed knit stretchy fabric
- Runs true to size
Style Number/Barcode: 06001-4696
Category Name: Matching Sets
Price: $3.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Business-Chic Envelope Skort
Make major boss moves in this business-chic skort! It features a high-rise waist, a wrap-front overlay to create an envelope design, dual back pockets, and a fitted silhouette. Style with a basic bodysuit and the matching blazer and you'll be dressed to impress.
Shop Matching Blazer: Business-Chic Double-Breasted Blazer
Fit & Features
- High-rise waist, elasticized back waistband
- Hidden side zipper
- Wrap-front overlay, envelope design
- Dual faux back pockets
- Fitted silhouette
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0298
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Business-Chic Double-Breasted Blazer
Make major boss moves in this business-chic blazer! It features a lapel collar, shoulder pads for structure, long cuffed sleeves, a double-breasted design, dual faux pockets, and a fitted silhouette. Style with a basic bodysuit and the matching skort and you'll be dressed to impress.
Shop Matching Bottoms: Business-Chic Envelope Skort
Fit & Features
- Lapel collar, shoulder pads
- Long sleeves, cuffed hems
- Double-breasted design
- Dual faux pockets
- Fitted silhouette
- Woven fabric, smooth lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1600
Category Name: Matching Sets
Price: $20.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Meet In The Hamptons Linen Crop Top
This linen crop top has a Hampton's getaway written all over it! Look cute strolling through the town in this top featuring a sleeveless halter V-neckline and dual tie-back neck and lower back straps. Style with the matching bottoms and a dainty necklace to complete the chic look!
Shop Matching Bottoms: Meet In The Hamptons Linen Wide Leg Pants
Fit & Features
- Sleeveless halter V-neckline
- Dual tie-back neck and lower back straps
- Cropped hem
- Lined linen fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-2163
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Meet In The Hamptons Linen Wide Leg Pants
These linen wide-leg pants have a Hampton's getaway written all over it! Look cute strolling through the town in these pants featuring a flattering high-rise waist and a hidden back zipper closure. Style with the matching top and a dainty necklace to complete the chic look!
Shop Matching Top: Meet In The Hamptons Linen Crop Top
Fit & Features
- High-rise waist
- Hidden back zipper closure
- Wide-leg silhouette
- Lined linen fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0723
Category Name: Matching Sets
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Miami Nights Ruched Mini Skirt
Bring the heat and take on the night scene in this alluring mini skirt! It features a high-rise elasticized waist, ruched detailing down the side and back seams, a mini-length hem, and a curve-hugging silhouette. The lined mesh fabric offers plenty of stretch. Style with the matching crop top and a pair of strappy stilettos.
Shop Matching Top: Miami Nights One-Shoulder Crop Top
Fit & Features
- High-rise elasticized waist
- Ruched side and back seams
- Mini-length hem
- Form-hugging fit
- Sheer mesh fabric, full knit lining
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0783
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Miami Nights One-Shoulder Crop Top
Bring the heat and take on the night scene in this alluring crop top! It features a sleeveless asymmetric one-shoulder neckline with a single spaghetti strap, ruched detailing, and a fitted cropped hem. The lined mesh fabric offers plenty of stretch. Style with the matching mini skirt and a pair of strappy stilettos.
Shop Matching Bottoms: Miami Nights Ruched Mini Skirt
Fit & Features
- Sleeveless asymmetric one-shoulder neckline
- Single adjustable spaghetti strap
- Ruching
- Fitted cropped hem
- Sheer mesh fabric, full knit lining
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06001-4672
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Weekend Fun Flutter Sleeve Tie-Front Top
This adorable tie-front top was made for weekend fun, designed with short flutter sleeves and an ultra-cropped hem. Style with the matching mini skort for the cutest vibe.
Shop Matching Bottoms: Weekend Fun Ruffled Mini Skort
Fit & Features
- Cotton woven fabric with swiss dot pattern, no stretch, partial knit lining
- V-neckline, tie-front design
- Short flutter sleeves
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06204-000011
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
Product Badge:- Sale
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Keep It Chill Pajama Top And Shorts Set
Keep your lounge look effortless and chill with this cute two-piece pajama set. It features a tube top with a strapless straight-across elasticized neckline and a cropped elasticized hem. The matching shorts have a high-rise elasticized waist, a tie-front detail, and a relaxed fit. Style with a cozy robe.
Fit & Features
- Matching two-piece pajama set
- Tube top, strapless straight-across elasticized neckline, cropped elasticized hem
- High-rise shorts, elasticized waist, tie-front detail, relaxed fit
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0929
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Quick Instinct Zebra Print Mesh Flare Pants
If your instincts lead to these zebra print flare pants...they belong in your cart! Featuring a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the legs, and a flared hem on a mesh fabric. Complete the look with the matching bustier.
Shop Matching Top: Quick Instinct Zebra Print Mesh Bustier
Fit & Features
- High-rise waist
- Hip-hugging fit
- Form-hugging fit throughout the legs
- Flared hem
- Zebra print
- Mesh fabric
- Runs true to size
Style Number/Barcode: 06502-2257
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Quick Instinct Zebra Print Mesh Bustier
If your instincts lead to this zebra print bustier...it belongs in your cart! Featuring a strapless and structured bodice with flexible boning, a pointed crop hem, and a back zipper and hook-eye closure on a lined mesh fabric. Complete the look with the matching flare pants.
Shop Matching Bottoms: Quick Instinct Zebra Print Mesh Flare Pants
Fit & Features
- Strapless and structured bodice
- Flexible boning
- Pointed crop hem
- Back zipper and hook-eye closure
- Zebra print
- Lined mesh fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4742
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vacay On My Mind Floral Mini Skirt
You'll be ready for your vacay getaway with this bold floral mini skirt. It features a high-rise waist, dual vertical seams down the front, all-over ruching, a mini-length hem, and a curve-hugging silhouette. The lined mesh fabric features a tropical floral print pattern. Style with the matching bustier and a pair of mules!
Shop Matching Top: Vacay On My Mind Floral Bustier Top
Fit & Features
- High-rise elasticized waist, back zipper, hook and eye closure
- Dual vertical seams down the front
- All-over ruching
- Mini-length hem, bodycon fit
- Tropical floral print
- Sheer mesh fabric, full knit lining, plenty of stretch
- Runs true to size
Style Number/Barcode: 06501-0791
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vacay On My Mind Floral Bustier Top
You'll be ready for your vacay getaway with this bold floral bustier top. It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a corset-designed bodice with ruching at the bust, and a fitted, cropped hem. The mesh fabric features a tropical floral print pattern. Style with the matching mini skirt and a pair of mules!
Shop Matching Bottoms: Vacay On My Mind Floral Mini Skirt
Fit & Features
- Sleeveless sweetheart neckline, padded cups
- Adjustable spaghetti straps
- Corset-designed bodice, ruched bust
- Fitted, cropped hem
- Tropical floral print
- Sheer mesh fabric, full knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4714
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Escape To Paradise Tropical Print Mini Skirt
Look like you're ready to escape to paradise in this dreamy tropical print mini skirt! It features a high-rise waist, a faux wrap-front design, a mini-length hem, and a curve-hugging silhouette. The tropical palm leaf print will give off those vacay vibes. Style with the matching crop top!
Shop Matching Top: Escape to Paradise Tropical Print Crop Top
Fit & Features
- High-rise waist
- Faux wrap-front design
- Mini-length hem, form-hugging fit
- Tropical palm leaf print
- Texture knit fabric, partial sewn-in knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0596
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Escape to Paradise Tropical Print Crop Top
Look like you're ready to escape to paradise in this dreamy tropical print crop top! It features a sleeveless scoop neckline, spaghetti straps, an alluring open back with a strappy cross-back lace-up design, and a fitted cropped hem. The tropical palm leaf print will give off those vacay vibes. Style with the matching mini skirt!
Shop Matching Bottoms: Escape To Paradise Tropical Print Mini Skirt
Fit & Features
- Sleeveless scoop neckline, spaghetti straps
- Open back, strappy cross-back lace-up design, tie closure
- Fitted cropped hem
- Tropical palm leaf print
- Texture knit fabric, partial sewn-in knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4007
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual And Chic Linen Shorts
Stylishly elevate your weekend look with these casual and chic linen-blend shorts! They feature a high-rise waist, a button-front closure, dual front pockets, pleating, and a fitted silhouette. Complete the outfit with the matching vest and a pair of espadrille sandals for happy hour!
Shop Matching Top: Casual And Chic Cropped Linen Vest
Fit & Features
- High-rise waist
- Button-front closure, hidden front zipper
- Dual front pockets
- Pleating
- Fitted silhouette
- Linen-blend fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06303-0212
Category Name: Matching Sets
Price: $14.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casual And Chic Cropped Linen Vest
Stylishly elevate your weekend look with this casual and chic linen-blend vest! It features a sleeveless V-neckline, a complete button-down front, and a fitted, cropped hem. Complete the outfit with the matching shorts and a pair of espadrille sandals for happy hour!
Shop Matching Bottoms: Casual And Chic Linen Shorts
Fit & Features
- Sleeveless V-neckline
- Button-down front
- Dual faux pocket slits
- Fitted, cropped hem
- Linen-blend fabric, woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1574
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Make The Shift Linen Tie Waist Vest
Make the shift into a breezy yet sophisticated style for the warmer season ahead! This linen-blend sleeveless vest features a classic lapel collar V-neckline, a cropped hem, and a strappy tie waist design. Complete the look with the matching bottoms and pumps.
Shop Matching Bottoms: Make The Shift Linen Wide Leg Trouser Pants
Fit & Features
- Sleeveless lapel collar V-neckline
- Cropped hem
- Strappy tie waist design
- Linen-blend fabric, smooth woven lining
- No stretch
- Runs true to size
Style Number/Barcode: 06204-1572
Category Name: Matching Sets
Price: $4.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bloom With A View Floral Mini Skirt
Wherever your travels take you, this floral mini skirt is here to make your view that much prettier! Designed to flatter, this skirt has a sleek mid-rise waist and bodycon silhouette that highlights your figure. Pair with the matching top to complete the look.
Fit & Features
- Floral print, mesh fabric, sewn-in knit lining, moderate stretch
- Mid-rise waist
- Bodycon silhouette
- Mini-length hem
- Runs true to size
Shop The Matching Top: Bloom With A View Floral Tube Top
Style Number/Barcode: 06501-000048
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: S
Product Badge:- Sale
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Flirtatious Style Wrap-Front Linen Skort
Show off a flirtatious style in this adorable linen skort, perfect for afternoon wine tasting or evening cocktails! It features a high-rise waist, a faux wrap-front design with an asymmetric overlay, and fitted shorts. Complete the look with the matching corset top and espadrille sandals!
Shop Matching Top: Flirtatious Style Linen Corset Top
Fit & Features
- High-rise waist
- Faux wrap-front design, asymmetric overlay
- Fitted shorts
- Back zipper and hook-eye closure, back pockets
- Lined linen fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06303-0225
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flirtatious Style Linen Corset Top
Show off a flirtatious style in this adorable linen corset top, perfect for afternoon wine tasting or evening cocktails! It features a sleeveless sweetheart neckline, adjustable spaghetti straps, a built-in padded bust with underwire, a hidden front hook and eye closures, flexible boning, and a cropped hem. Complete the look with the matching skort and espadrille sandals!
Shop Matching Bottoms: Flirtatious Style Wrap-Front Linen Skort
Fit & Features
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Built-in padded bust, underwire
- Hidden front hook and eye closures
- Flexible boning, cropped hem
- Lined linen fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06003-2124
Category Name: Matching Sets
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cute In Chevron Print Mesh Crop Top
You'll look cute in this chevron print top for festival season or hitting up the country bar! It features a sleeveless square neck, adjustable spaghetti straps, side ruched seams, and a fitted crop hem. Complete the look in the matching pants.
Shop Matching Bottoms: Cute In Chevron Print Mesh Flare Pants
Fit & Features
- Sleeveless square neck
- Adjustable spaghetti straps
- Side ruched seams
- Fitted crop hem
- Chevron print
- Mesh fabric, knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4709
Category Name: Matching Sets
Price: $3.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cute In Chevron Print Mesh Flare Pants
You'll look cute in these chevron print pants for festival season or hitting up the country bar! It features a high-rise elasticized waist, a hip-hugging fit, and a flared hem. The semi-sheer mesh fabric features a built-in knit panty lining. Complete the look with the matching top.
Shop Matching Top: Cute In Chevron Print Mesh Crop Top
Fit & Features
- High-rise elasticized waist
- Hip-hugging fit
- Flared hem
- Chevron print
- Mesh fabric, knit panty lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-2248
Category Name: Matching Sets
Price: $5.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Worth It Linen Wide-Leg Pants
These linen pants are worth taking on your next weekend adventure! They feature a high-rise waist, back zipper closure, side pockets, and a wide-leg silhouette. Complete the look with the matching top.
Shop Matching Top: Worth It Linen Tube Top
Fit & Features
- High-rise waist
- Back zipper closure
- Side pockets
- Wide-leg silhouette
- Linen fabric, lined, no stretch
- Runs true to size
Style Number/Barcode: 06302-0726
Category Name: Matching Sets
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free