Matching Sets
Step up your style game with our fashionable collection of matching clothing sets, perfect for everything from a sparkling night out to casual daytime wear. Our selection includes an array of two-piece sets, each designed to provide a coordinated and effortlessly chic look. For evenings out, dazzle in our sparkly matching sets, featuring glitzy tops and bottoms that are sure to turn heads. For more relaxed days, opt for our casual two-piece sets, which offer the perfect blend of style and comfort. These sets range from sleek, modern designs to softer, more laid-back styles, ensuring you find the perfect match for any occasion.
HomeMatching Sets

Matching Sets
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Matching Sets That Serve Style in Every Summer Scene
From rooftop brunches to beach vacations, Windsor’s matching sets deliver effortless coordination and head-turning style. Whether you’re dressing for a getaway, party night, or 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 cool. Breezy cotton, ribbed knits, and lightweight linen blends keep things comfortable and put-together. Style with flat sandals and gold jewelry for casual glam that moves with you.
Night-Out Energy & Elevated Looks
Dial it up with sleek two-piece matching sets combined with a blazer combo, or curve-hugging silhouettes. Faux leather finishes, halter details, and tie-front designs bring the heat—just add strappy heels 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 swap in a fitted bodysuit for your skirt. Finish with a cropped jacket or airy duster for extra dimension.
Explore Windsor’s full collection of matching sets online, in-app, or in-store to level up your summer 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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Gorgeous Perfection Ruffled Floral Chiffon Maxi Skirt
Be gorgeous and perfect all season in this floral chiffon maxi skirt at formal soirees! Made with floral and leaf print chiffon fabric, this skirt is a must-have for any fashion-forward girlie. Its high-rise waist and tiered ruffled silhouette create a flattering fit, while the maxi-length hem adds a chic touch. Complete the look with the matching top.
Shop The Matching Top: Gorgeous Perfection Halter Floral Chiffon Crop Top
Fit & Features
- Floral and leaf print, chiffon fabric lined with stretchy knit
- High-rise waist
- Back zipper and hook-eye closure
- Tiered ruffled maxi silhouette
- Runs true to size
Style Number/Barcode: 06401-0685
Category Name: Matching Sets
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Weekend Mood Crochet Cropped Sweater
This cropped sweater is designed with a breezy open crochet knit fabric, creating a bold sheer look perf for weekend getaways. It features a wide boat neckline and long bell sleeves to give off those effortlessly chic vibes. Style with the matching maxi skirt.
Shop Matching Bottoms: Weekend Mood Crochet Maxi Skirt
Fit & Features
- Open crochet knit fabric, minimal stretch
- Boat neckline
- Long bell sleeves
- Cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06005-2113
Category Name: Matching Sets
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Total Doll Halter Crop Top
Step out looking like a fashion icon in this halter crop top, perfect for a haute night out! Pair with the matching skirt to complete the look.
Fit & Features
- Stretchy knit fabric
- Halter V-neckline, keyhole accent
- Fitted crop hem
- Runs true to size
Shop The Matching Skirt: Total Doll Ruffle Mini Skirt
Style Number/Barcode: 06001-000097
Category Name: Matching Sets
Price: $19.90
Availability: In Stock
Available Color: PINK
Available Size: S, M, L
Product Badge:- Part of a Set
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Daily Vibe Cross Belted Denim Mini Skirt
For a cute look that's always a vibe, this denim mini skirt elevates your cool status! Featuring a figure-flattering V-cut high-rise waist with a cross-belted design, and a bodycon fit that flaunts your curves along the mini-length hem. Complete the look with the matching top.
Shop Matching Top: Daily Vibe Strapless Belted Denim Crop Top
Fit & Features
- Denim fabric, moderate stretch
- V-Cut high-rise waist
- Cross belted design
- Back zipper and hook-eye closure
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06601-0200
Category Name: Matching Sets
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Match High Rise Slit Denim Maxi Skirt
You and this denim maxi skirt will be a trendy match! This denim skirt features a flattering high-rise waist and form-hugging fit, while the high front slit adds a touch of boldness to the maxi-length hem. Complete the look with the matching top.
Shop Matching Top: Trendy Match Sleeveless Denim Crop Top
Fit & Features
- Dark wash denim fabric, slight stretch
- High-rise waist
- Back zipper and hook-eye closure
- High front slit design
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06601-0207
Category Name: Matching Sets
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Downtown Meetings Pinstripe Linen Vest
The perfect pinstripe linen vest for your meetings downtown - whether it's for business or pleasure! Featuring a sleeveless V-neckline and button front closures, this vest exudes chic while the faux pockets and curved crop hem add a touch of modern flair. Complete the look with the matching skort.
Shop The Matching Skort: Downtown Meetings Pinstripe Linen Skort
Fit & Features
- Pinstripe print, linen blend fabric lined with knit
- V-Neckline
- Button front closures
- Faux pockets
- Cropped length
- Runs true to size
Style Number/Barcode: 06204-1739
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Exceptional Poise Sleeveless Button Denim Vest
Short, sweet, and exceptionally poised! This sleeveless button vest is everything for elevating your style. Pair with the matching shorts.
Shop Matching Bottoms: Exceptional Poise High Rise Denim Shorts
Fit & Features
- Dark wash denim fabric with stretch
- Crew neckline
- Button-up front
- Center split accent
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06203-0572
Category Name: Matching Sets
Price: $32.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Sophisticated Posh Zip Up Tweed Plaid Skort
A tweed plaid skort is perfect for adding a touch of sophistication and posh for afternoon tea or a dressy brunch! The high-rise waist has side pockets for keeping your hands warm and a-line silhouette create a flattering fit, while the pleated skirt overlay adds a touch of playfulness. Crafted from tweed plaid woven fabric, this skort exudes posh style and with shorts lining, you'll stay comfortable all day long.
Shop Matching Shacket: Sophisticated Posh Zip Up Tweed Plaid Shacket
Fit & Features
- Tweed plaid woven fabric lined with shorts
- Back zipper and hook-eye closure
- High-rise waist
- Side pockets
- A-Line silhouette
- Runs true to size
Style Number/Barcode: 06403-0369
Category Name: Matching Sets
Price: $20.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Under The Sun Tropical Slit Maxi Skirt
Perfect for any vacation or resort escape, this tropical maxi skirt boasts a sultry high front slit and a flowy silhouette for a breezy allure. Pair with the matching top.
Fit & Features
- Tropical print, stretchy knit fabric, knit panty lining
- Low-rise waist
- High front slit
- Flowy silhouette
- Maxi-length hem
- Runs true to size
Shop The Matching Top: Under The Sun Tropical Tie-Front Crop Top
Style Number/Barcode: 06501-000014
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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Alluring Dream High-Rise Lace Rosette Maxi Skirt
You'll captivate everyone in this alluring lace maxi skirt for an effortless dreamy look at dinner! With a flattering high-rise waist and delicate rosette flower, this lace skirt features a high side slit and form-hugging fit. Complete the look with the matching top.
Shop Matching Top: Alluring Dream V-Neck Lace Rosette Crop Top
Fit & Features
- Lace fabric, sewn-in knit lining, stretchy
- High-rise waist with trim
- Rosette flower
- High side slit
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-1033
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Under The Sun Tropical Tie-Front Crop Top
Perfect for any vacation or resort escape, this tropical top boasts a sultry tie-front and a cropped silhouette for a breezy allure. Pair with the matching skirt.
Fit & Features
- Tropical print, stretchy knit fabric
- Long sleeves
- V-neckline
- Tie-front closure
- Cropped hem
- Runs true to size
Shop The Matching Skirt: Under The Sun Tropical Slit Maxi Skirt
Style Number/Barcode: 06202-000014
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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Preppy Perfection Gingham Twill Cropped Blazer
Style up a look of preppy perfection with this gingham twill cropped blazer! This structured blazer is designed with a fine twill fabric and a chic gingham pattern to step up your everyday 'fits. It features a classic lapel collar, open front design, long sleeves with button accents and shoulder pads, and a cropped hem with an all-over fitted silhouette. Pair with the matching mini skort for a seamlessly fab look!
Shop Matching Bottoms: Preppy Perfection Gingham Twill Skater Skort
Fit & Features
- Fine twill fabric, sewn-in woven lining
- Gingham pattern
- Lapel collar, open front design
- Long sleeves with buttons, shoulder pads
- Cropped hem
- Fitted
- Runs true to size
Style Number/Barcode: 06204-1725
Category Name: Matching Sets
Price: $10.97 $48.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Flirt High Waist Ditsy Floral Ruched Mini Skirt
Sweet and flirty, this floral ruched mini skirt will capture the soft girl trend! The lightweight knit fabric is detailed with an adorable ditsy floral print for the cutest vibes. The skirt features a high-rise elasticized waist, a ruched seam with an adjustable drawstring for a customized fit, a short front slit, and a bodycon silhouette. Style with the matching tie-front top for a day date!
Shop Matching Top: Sweet Flirt Flutter-Sleeve Ditsy Floral Tie-Front Top
Fit & Features
- Ditsy floral printed knit fabric, moderate stretch
- High-rise elasticized waist
- Ruched seam with adjustable drawstring
- Short slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06501-1005
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feelin' Boho Halter Open Back Knit Top
Create a boho babe vibe in this sleeveless knit top with a plunging halter neckline, open back, and a trendy front crochet flyaway design. Style with the matching hot shorts for festival season!
Shop Matching Bottoms: Feelin' Boho Scallop Hem Knit Hot Shorts
Fit & Features
- Sweater knit fabric
- Sleeveless plunge halter neckline, tie-back straps
- Open back, lower tie-back straps
- Front crochet flyaway design
- Mid-length hem, flowy fit
- Runs true to size
Style Number/Barcode: 06005-2256
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: TAUPE
Available Size: S, M, L
Product Badge:- Part of a Set
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Feelin' Boho Scallop Hem Knit Hot Shorts
Create a boho babe vibe in these high-rise knit hot shorts with a cheeky form-hugging fit and trendy scalloped hem. Style with the matching top for festival season!
Shop Matching Top: Feelin' Boho Halter Open Back Knit Top
Fit & Features
- Sweater knit fabric
- High-rise banded waist
- Cheeky form-hugging fit
- Scalloped hem
- Runs true to size
Style Number/Barcode: 06503-1275
Category Name: Matching Sets
Price: $26.90
Availability: In Stock
Available Color: TAUPE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Romance For Two High Rise Slit Maxi Skirt
You'll be sure to fall in love with this flowy maxi skirt for a dreamy summer wardrobe! With its elasticized high-rise waist, flowy tiered silhouette, and front slit, you'll feel effortlessly elegant. Complete the look with the matching top.
Shop Matching Top: Romance For Two Sleeveless Crop Top
Fit & Features
- Gauze woven fabric, short woven lining
- High-rise elasticized waist
- Front slit
- Flowy tiered silhouette
- Runs true to size
Style Number/Barcode: 06301-0189
Category Name: Matching Sets
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirty Duo High-Rise Buckle Pleated Denim Mini Skirt
The flirtiest duo around town includes you and this denim mini skirt! Featuring a high-rise waist with buckle detailing, an a-line silhouette, and a side slit, while the pleated mini-length hem adds a touch of playfulness. Complete the look with the matching top.
Shop Matching Top: Flirty Duo Strapless Sweetheart Denim Crop Top
Fit & Features
- Medium wash denim fabric, no stretch
- High-rise waist with buckle detailing
- Back zipper closure
- A-Line silhouette
- Side slit
- Pleated mini-length hem
- Runs true to size
Style Number/Barcode: 06601-0205
Category Name: Matching Sets
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Breezy Vibes Lace Mini Skirt
Show off a breezy chic vibe in this airy lace mini skirt featuring a high-rise waist and a short form-hugging fit. Style with the matching tie-front top for a weekend getaway.
Shop Matching Top: Breezy Vibes Lace Tie-Front Top
Fit & Features
- Sheer lace fabric with lining
- High-rise waist, eyelet lace trim
- Mini-length bodycon fit
- Runs true to size
Style Number/Barcode: 06501-000004
Category Name: Matching Sets
Price: $26.90
Availability: In Stock
Available Color: IVORY
Available Size: S, M, L
Product Badge:- Part of a Set
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Casual Plans Mid-Rise Linen Shorts
Cute for casual plans, these mid-rise linen blend shorts offer a breezy style to your look! Shop the matching top.
Fit & Features
- Woven linen-blend fabric
- Elasticized mid-rise waist
- Flowy dolphin trim hem
- Runs true to size
Shop The Matching Top: Casual Plans Button-Down Linen Top
Style Number/Barcode: 06303-000001
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: OFF, WHITE
Available Size: XS, M, L
Product Badge:- Part of a Set
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Casual Plans Button-Down Linen Top
Cute for casual plans, this relaxed button-down crop top offers a breezy style to your look! Shop the matching shorts.
Fit & Features
- Woven linen-blend fabric
- Collared neckline
- Button-down front closures
- Cuffed dolman short sleeves
- Relaxed cropped-length hem
- Runs true to size
Shop The Matching Shorts: Casual Plans Mid-Rise Linen Shorts
Style Number/Barcode: 06003-000002
Category Name: Matching Sets
Price: $32.90
Availability: In Stock
Available Color: OFF, WHITE
Available Size: M, L
Product Badge:- Part of a Set
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Beachy Chic Wide-Leg Trouser Pants With Linen
No one will forget your beachy-chic vibes in these linen-blend wide-leg trouser pants perfect for weekend plans or vacation! Pair with the matching vest for a complete look.
Shop Matching Top: Beachy Chic Tie-Front Vest With Linen
Fit & Features
- Linen-blend woven fabric
- High-rise waist, belt loop accents
- Side pockets
- Wide-leg silhouette
- Pants in size small have an approximate 13.5" front rise with a 31" inseam
- Runs true to size
Style Number/Barcode: 06302-0850
Category Name: Matching Sets
Price: $39.90
Availability: In Stock
Available Color: NATURAL
Available Size: S, M, L
Product Badge:- Part of a Set
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Floral Sensation High Waist Pants
Keep it sensational in floral pants this season! The pants feature a high-rise waist, a ditsy floral print, and a wide leg hem. Complete look with the matching crop top.
Shop Matching Crop Top: Floral Sensation Off The Shoulder Top
Fit & Features
- High rise waist
- Wide leg hem
- Ditsy floral print
- Form hugging fit
- Runs true to size
Style Number/Barcode: 06502-0608
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Looking Good V-Waist Smocked Flare Pants
Looking good will be effortless in these flare pants perfect for vacation or a hot night out! Made of smocked stretchy knit fabric, these pants offer comfort and a flattering silhouette. The cinched mid-rise V-waist and hip-hugging fit will accentuate your curves, while the flared hem adds a touch of flare to your outfit. Complete the look with the matching top.
Shop Matching Top: Looking Good Sweetheart Tie Front Crop Top
Fit & Features
- Stretchy smocked knit fabric
- Mid-rise V-waist with cinch
- Hip-hugging fit
- Flare hem
- Runs true to size
Style Number/Barcode: 06502-2495
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Getaway Retreat Sweetheart Tropical Crop Top
Getaway in this tropical crop top for the sweetest vacay vibe! This crop top features wide shoulder straps, a sweetheart neckline for a flattering look, padded bra cups for support, and a stretchy smocked back and cropped hem to flaunt your figure. Complete the look with the matching bottoms.
Shop The Matching Bottoms: Getaway Retreat High Rise Tropical Pants
Fit & Features
- Tropical print, woven fabric, sewn-in lining
- Wide shoulder straps
- Sweetheart neckline
- Padded bra cups
- Stretchy smocked back
- Cropped length
- Runs true to size
Style Number/Barcode: 06003-2504
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale