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.
HomeMatching Sets

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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Feeling Fierce Leopard Print Denim Mini Skirt
Get wild in the feeling fierce leopard print denim mini skirt. With a high-rise asymmetric waist and a form-hugging fit, this skirt is your new go-to for standout style.
Fit & Features
- Leopard-printed denim fabric
- High-rise asymmetric waist, belt loops
- Dual front and back pockets
- Mini-length hem
- Form-hugging fit
- Runs true to size
Shop Matching Shacket: Feeling Fierce Leopard Print Denim ShacketStyle Number/Barcode: 06601-0224
Category Name: Matching Sets
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feeling Bliss Rib Knit Pajama Tank Top
Experience comfort and bliss in this soft pajama crop top! Its round neckline, racerback design, fitted elasticized crop hem, and soft rib knit fabric ensure a cute and cozy lounge. Complete the look with the matching pajama bottoms.
Shop Matching Bottoms: Feeling Bliss Rib Knit Pajama Pants
Fit & Features
- Sleeveless round neckline
- Racerback design
- Fitted elasticized crop hem
- Soft rib knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0954
Category Name: Matching Sets
Price: $9.97 $13.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sangria Please Striped Wide Leg Pants
Can't you imagine wearing this striped halter top while sipping on a sangria? Set the tone for vacay-ready in these striped pants featuring a high-rise waist, paper bag style, and a wide-leg silhouette. Complete the look in the matching top.
Shop The Matching Top: Sangria Please Striped Halter Top
Fit & Features
- High-rise elasticied waist
- Paperbag style
- Wide leg silhouette
- Striped pattern
- Gauze woven fabric, no stretch
- Fits true to size
Style Number/Barcode: 06302-0613
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Romantic Aura Flocked Floral Mesh Maxi Skirt
Shop Matching Top: Romantic Aura Flocked Floral Mesh Bustier Top
Fit & Features
- Sheer mesh fabric with knit lining
- Flocked velvet floral pattern
- High-rise waist, dainty lace trim
- Maxi-length mermaid silhouette, lettuce-edge trim
- Runs true to size
Style Number/Barcode: 06501-1103
Category Name: Matching Sets
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
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Wild Blossom Abstract Print Tie-Front Crop Top
Channel your inner wild child with the wild blossom abstract print tie-front crop top. This sheer mesh beauty flaunts a V-neckline, long sleeves, and a ruffled hem for a flirty vibe.
Fit & Features
- Sheer mesh fabrication
- V-neckline
- Sheer unlined long-sleeves
- Leopard and floral print
- Cropped tie-front ruffled hem
- Runs true to size
Shop Matching Skirt: Wild Blossom Abstract Print Maxi SkirtStyle Number/Barcode: 06202-0503
Category Name: Matching Sets
Price: $29.90
Availability: Out of Stock
Product Badge:- Ships Free
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Wild Blossom Abstract Print Maxi Skirt
Fit & Features
- Mesh fabrication
- High-rise waist
- Leopard and floral print
- Maxi length hem
- Runs true to size
Shop Matching Top: Wild Blossom Abstract Print Tie-Front Crop TopStyle Number/Barcode: 06501-1084
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam Nights Studded Crop Top
Shop Matching Bottoms: Glam Nights Studded Mini Skirt
Fit & Features
- Smooth knit fabrication, stretchy knit lining
- Sleeveless square neckline
- Tank shoulder straps
- Studded gemstones
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-5555
Category Name: Matching Sets
Price: $7.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glam Nights Studded Mini Skirt
Shop Matching Top: Glam Nights Studded Crop Top
Fit & Features
- Smooth knit fabrication, stretchy knit lining
- Mid-rise waist
- Studded gemstone accents
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06501-1085
Category Name: Matching Sets
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitzy Affair Cowl Neck Glitter Crop Top
Shop Matching Bottoms: Glitzy Affair High-Slit Glitter Midi Skirt
Fit & Features
- Lined glitter knit fabrication
- Sleeveless cowl neckline
- Spaghetti straps
- Lace-up back design
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-5570
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glitzy Affair High-Slit Glitter Midi Skirt
Elevate your look with this high-slit glitter midi skirt. This high-rise stunner features a dazzling knit and a daring asymmetrical slit for a night to remember.
Shop Matching Top: Glitzy Affair Cowl Neck Glitter Crop Top
Fit & Features
- Lined glitter knit fabrication
- High-rise waist
- High asymmetrical side-slit
- Midi length hem
- Runs true to size
Style Number/Barcode: 06501-1106
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Luxe Touch Flocked Velvet Crop Top
Nail your look with this velvet crop top with sheer mesh and floral velvet vibes. Featuring a V-neck, lace trim, and adjustable straps, it's your go-to for effortless glam.
Shop Matching Bottoms: Luxe Touch Flocked Velvet Midi Skirt
Fit & Features
- Sheer mesh fabric with knit bust lining, plenty of stretch
- Floral flocked velvet pattern
- Sleeveless V-neckline
- Lace trim with mini bow accent
- Adjustable spaghetti straps
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06001-5560
Category Name: Matching Sets
Price: $19.90
Availability: Out of Stock
Product Badge:- Ships Free
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Luxe Touch Flocked Velvet Midi Skirt
Elevate your style with the luxe touch flocked velvet midi skirt. Featuring sheer mesh, floral velvet, and a chic high-rise waist with lace trim and a mini bow. Perfect for any occasion!
Shop Matching Top: Luxe Touch Flocked Velvet Crop Top
Fit & Features
- Sheer mesh fabric with knit lining, moderate stretch
- Floral flocked velvet pattern
- High-rise waist
- Lace trim and mini bow accent at waist
- Center slit at back of hem
- Midi-length hem
- Runs true to size
Style Number/Barcode: 06501-1089
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sculpted Chic Ruched Midi Skirt
Shop Matching Top: Sculpted Chic Ruched Halter Top
Fit & Features
- Smooth knit fabric with mini-length knit lining, plenty of stretch
- High-rise waist
- Ruching
- High side-slit with drawstring
- Midi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-1083
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sculpted Chic Ruched Halter Top
A ruched halter top with a cowl neckline and beaded tie-back straps. Smooth knit fabric hugs your curves, while the open back adds a flirty touch. Perfect for your next adventure!
Shop Matching Bottoms: Sculpted Chic Ruched Midi Skirt
Fit & Features
- Smooth knit fabric with plenty of stretch
- Cowl neckline with halter tie-back spaghetti straps, beaded detailing
- Ruching
- Open back with lower tie-back spaghetti straps, beaded detailing
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-5554
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid Perfection Faux Wool Mini Skort
Layer on the chic style with this plaid mini skort designed with structured faux wool fabric. It features a high-rise waist, a mini-length overlay with a short side slit, and hidden fitted knit shorts for coverage. Style with the matching long coat!
Shop Matching Coat: Plaid Perfection Faux Wool Long Coat
Fit & Features
- Plaid faux wool fabric, no stretch
- High-rise waist
- Back zipper with hook-eye closure
- Mini-length overlay with side slit
- Hidden fitted knit shorts
- Runs true to size
Style Number/Barcode: 06403-0617
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bold Staple Long Sleeve Crop Top
A bold long sleeve crop top that'll be a staple in your weekly lineup! Style it with the matching midi skirt to complete the look.
Fit & Features
- Stretchy smooth knit fabrication
- Mock neck
- Fitted long sleeves
- Ruching
- Cropped hem
Shop Matching Midi Skirt: Bold Staple Ruched Asymmetrical Midi SkirtStyle Number/Barcode: 06001-5603
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Classic Charm Plaid Trench Coat
Shop Matching Bottoms: Classic Charm Plaid Wrap Skort
Fit & Features
- Faux wool fabrication with smooth woven lining, no stretch
- Plaid pattern
- Collared neckline, double-breasted button closure
- Long sleeves with buttoned straps
- Lined slant pockets
- Long length hem
- Runs true to size
Style Number/Barcode: 06201-0507
Category Name: Matching Sets
Price: $9.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Classic Charm Plaid Wrap Skort
Shop Matching Jacket: Classic Charm Plaid Trench Coat
Fit & Features
- Faux wool fabrication
- Mid-rise waist, back zipper and hook-eye closure
- Mini skirt wrap overlay
- Hidden stretchy knit shorts
- Plaid pattern
- Runs true to size
Style Number/Barcode: 06403-1065
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Glam Cable Knit Long Sleeve Bolero
Shop Matching Top: Cozy Glam Cable Knit Tube Top
Fit & Features
- Cable knit fabric with plenty of stretch
- Open front
- Long sleeves
- Cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2117
Category Name: Matching Sets
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bold Aura Leopard Print Knit Crop Top
Shop Matching Bottoms: Bold Aura Leopard Print Knit Maxi Skirt
Fit & Features
- Leopard print brushed hacci knit fabric, plenty of stretch
- Mock neckline
- Long fitted sleeves
- Cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06002-1969
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bold Aura Leopard Print Knit Maxi Skirt
Shop Matching Top: Bold Aura Leopard Print Knit Crop Top
Fit & Features
- Leopard print brushed hacci knit fabric, plenty of stretch
- Ruched high-rise waist
- Maxi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-1087
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Leopard print brushed hacci knit fabric, plenty of stretch
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Wild Sparkle Leopard Print Sequin Crop Top
The sleeveless top features a cowl neckline, criss-cross straps that lead to a lace-up back, clear sequins, a trendy leopard print, and an asymmetrical cropped hem. Complete the look with the matching mini skirt for the ultimate GNO outfit!
Shop Matching Bottoms: Wild Sparkle Leopard Print Sequin Mini Skirt
Fit & Features
- Woven-knit fabric
- Leopard print, all-over clear sequin embroidery
- Sleeveless cowl neckline
- Back criss-cross lace-up straps
- Asymmetric cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-2647
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's The Main Rib Knit Strapless Midi Dress
Flaunt your look with ease and chicness with this midi dress this season! The knee-length dress features a strapless neckline, a flattering bodycon silhouette, and a fitted maxi-length hem on soft and stretchy rib knit fabric with a short knit lining. Style with the matching bolero and heels for weekend plans!
Shop Matching Bolero: She's The Main Rib Knit Slouchy Bolero
Fit & Features
- Strapless neckline
- Bodycon silhouette
- Fitted midi-length hem
- Soft and stretchy
- Rib knit fabric, short knit lining
- Runs true to size
Style Number/Barcode: 05102-5872
Category Name: Matching Sets
Price: $19.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Casual Cable Knit Turtleneck Sweater Topper
Shop Matching Top: Cozy Casual Cable Knit Cropped Tank Top
Fit & Features
- Cable knit fabric
- Ribbed fold-over turtleneck
- Long sleeves with ribbed hems
- Asymmetric ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06005-2110
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale