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 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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Get The Look Crochet High-Rise Pants
Curate effortless vibes in these crochet high-rise pants, perfect for pairing with the matching top for a cute look!
Fit & Features
- Embroidered crochet fabric, sewn-in panty knit lining
- High-rise waist, side zipper and hook-eye closure
- Sheer design
- Runs true to size
Shop The Matching Top: Get The Look Crochet Halter Crop Top
Style Number/Barcode: 06402-000005
Category Name: Matching Sets
Price: $19.97 $46.90
On Sale: Yes
Availability: In Stock
Available Color: WHITE
Available Size: M
Product Badge:- Part of a Set
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Holiday Hottie Glitter Bodycon Mini Skirt
Slay the holidays in this glitter rhinestone mini skirt perfect for decking the halls into the new year! It features a flattering high-rise waist and bodycon silhouette. Complete the look with the matching top.
Shop Matching Top: Holiday Hottie Glitter Cowl Neck Crop Top
Fit & Features
- High-rise waist
- Bodycon silhouette
- Mini-length hem
- Glitter rhinestone knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0889
Category Name: Matching Sets
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- High-rise waist
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Admirable Aesthetic Oversized Long Sleeve Denim Shacket
Arrive on the scene looking trendsetting in this oversized denim shacket! Featuring a stylish collar neckline, long sleeves with button cuffs, flap pockets, and button-down front closures along the oversized silhouette, this shacket effortlessly combines comfort and fashion. Complete the look with the skort.
Shop Matching Skort: Admirable Aesthetic Mid-Rise Denim Skort
Fit & Features
- Denim fabric, minimal stretch
- Long sleeves with button cuffs
- Collar neckline
- Button-down front closures
- Flap pockets
- Oversized silhouette
- Runs true to size
Style Number/Barcode: 06203-0542
Category Name: Matching Sets
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Get The Look Crochet Halter Crop Top
Curate effortless vibes in this crochet halter crop top, perfect for pairing with the matching pants for a cute look!
Fit & Features
- Embroidered crochet fabric
- Halter plunge V-neck
- Crop hem
- Runs true to size
Shop The Matching Pants: Get The Look Crochet High-Rise Pants
Style Number/Barcode: 06003-000036
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Escape Floral Tie Front Top
Giving off total romantic vibes, this floral top is flirty without trying too hard. With lace trim, long sleeves, and a tie-front detail, it’s the perfect blend of dreamy and effortless.
Fit & Features
- Floral print, mesh fabric, bust knit lining
- Long sleeves
- Lace trim tie-front design
- Ruffled trim, crop hem
- Runs true to size
Style Number/Barcode: 06202-000044
Category Name: Matching Sets
Price: $34.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
Product Badge:- Best Seller
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Flirty Moves Ruffled Tie-Front Knit Crop Top
Make major flirty moves and create an enticing aura in this ruffled tie-front crop top! Designed with a stretchy smooth knit fabric, it features a sultry V-neckline with a tie-front design, ruffled hems for that girly flair, spaghetti straps, and an asymmetric cropped hem. Style with the matching midi skirt for a girl's night out!
Shop Matching Bottoms: Flirty Moves Ruffled Slit Knit Midi Skirt
Fit & Features
- Double-lined stretchy smooth knit fabric
- V-neckline, tie-front design
- Ruffled hems
- Spaghetti straps
- Asymmetric cropped hem
- Runs true to size
Style Number/Barcode: 06001-5451
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Posh Pursuit High Rise Tweed Mini Skirt
You'll impress in this posh tweed skirt everywhere you go! Featuring a high-rise waist and hidden back zipper and hook-eye closure for a sleek silhouette, this skirt also boasts a bodycon fit and a front slit accent for a polished look. The mini-length hem adds a touch of modern edge to this timeless piece. Complete the look with the matching blazer!
Shop Matching Blazer: Posh Pursuit Long Sleeve Tweed Crop Blazer
Fit & Features
- Tweed fabric lined with woven fabric
- High-rise waist
- Back zipper and hook-eye closure
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06401-0640
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Posh Pursuit Long Sleeve Tweed Crop Blazer
You'll impress in this posh tweed blazer everywhere you go! Featuring long sleeves and shoulder pads for a sleek silhouette, this blazer also boasts a lapel collar neckline and hidden front hook and eye closures for a polished look. The cropped hem adds a touch of modern edge to this timeless piece. Complete the look with the matching bottoms!
Shop Matching Bottoms: Posh Pursuit High Rise Tweed Mini Skirt
Fit & Features
- Tweed fabric lined with woven fabric
- Shoulder pads
- Hidden front hook and eye closures
- Cropped length
- Runs true to size
Style Number/Barcode: 06204-1723
Category Name: Matching Sets
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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All Set Up High Rise Geometric Palazzo Pants
Super cute and perfect for getaways or weekend plans, these palazzo pants are stylish and comfortable for anything on your calendar! They feature a flattering smocked high-rise waist, a wide-leg silhouette, and a trendy geometric print on woven fabric. Complete the look with the matching top.
Shop The Matching Top: All Set Up Geometric Bandeau Halter Crop Top
Fit & Features
- Geometric print, woven fabric, no stretch
- Smocked high-rise waist
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06402-1420
Category Name: Matching Sets
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cause A Commotion High Rise Flare Denim Pants
Cause a commotion with your trendsetting style in these denim flare pants! Featuring a high-rise waist and a hip-hugging fit leading to the flared hem that highlights your figure. Complete the look with the matching top.
Shop The Matching Top: Cause A Commotion Tie Front Denim Crop Top
Fit & Features
- Denim fabric, minimal stretch
- High rise waist
- Hip-hugging fit
- Flared hem
- Runs true to size
Style Number/Barcode: 06502-2491
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Escape Floral Slit Maxi Skirt
Giving off total romantic vibes, this floral maxi skirt is flirty without trying too hard. With a high-rise waist, curve-hugging fit, and a high side slit detail, it’s the perfect blend of dreamy and effortless.
Fit & Features
- Floral print, mesh-lined fabric
- High-rise waist
- Curve-hugging silhouette
- High side slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000065
Category Name: Matching Sets
Price: $34.90
Availability: In Stock
Available Color: BLACK-2
Available Size: XS, S, M, L
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Trendy Treasure Strapless Linen Corset Top
Everyone will be asking where you found this trendy linen crop corset top! You'll love the sweetheart neckline and padded bra cups for a flattering fit, while the non-slip grip lining, multiple back hook and eye fasteners, and flexible boning keep it in place. Complete the look with the matching wide-leg pants.
Shop Matching Bottoms: Trendy Treasure Linen Wide-Leg Pants
Fit & Features
- Linen-blend fabric, sewn-in knit lining, no stretch
- Strapless sweetheart neckline
- Multiple back hook and eye fasteners
- Padded bra cups, flexible boning
- Cropped length
- Runs true to size
Style Number/Barcode: 06003-2365
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Game Set Collar Short Sleeve Crop Top
Game set and match! This collar crop top is in it for the win. It features short sleeves a trendy collar neckline, and a cropped hem on stretchy rib knit fabric. Complete the look with the matching bottoms.
Shop Matching Bottoms: Game Set High Rise Pleated Mini Skort
Fit & Features
- Stretchy rib knit fabric
- Collar neckline
- Cropped length
- Runs true to size
Style Number/Barcode: 06002-1820
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Enticing Sparkle Sequin Crop Top
Look absolutely enticing in this sequin crop top for endless sparkle! The top is designed with fitted long sleeves, a square neckline, a form-hugging fit, and a cropped hem on sequin-embellished fabric that shimmers under the light. Complete the look in the matching bottoms for a dressy occasion!
Shop Matching Bottoms: Enticing Sparkle Sequin Midi Skirt
Fit & Features
- Fitted long sleeves
- Square neckline
- Form-hugging
- Cropped hem
- Sequin-embellished knit fabric, sewn-in knit lining
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4965
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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All Day Darling Sleeveless Lace Crop Top
You'll be darling all day in this lace crop top at parties and brunch! Made of soft knit floral lace fabric, it's both stylish and comfortable. It features a square neckline, bungee spaghetti straps, and a ruched bust for a flattering fit. Complete the look with the matching mini skirt.
Shop Matching Bottoms: All Day Darling High Rise Lace Mini Skirt
Fit & Features
- Floral lace knit fabric, sewn-in lining, moderate stretch
- Square neckline
- Bungee spaghetti straps
- Ruched bust
- Cropped length
- Runs true to size
Style Number/Barcode: 06001-5185
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Enticing Sparkle Sequin Midi Skirt
Look absolutely enticing in this sequin midi skirt for endless sparkle! The midi skirt is designed with a flattering high-rise waist and bodycon silhouette on sequin-embellished fabric that shimmers under the light. Complete the look in the matching top for a dressy occasion!
Shop Matching Top: Enticing Sparkle Sequin Crop Top
Fit & Features
- Fitted long sleeves
- Square neckline
- Form-hugging
- Cropped hem
- Sequin-embellished knit fabric, sewn-in knit lining
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0882
Category Name: Matching Sets
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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So Boho High Waist Crinkle Knit Flare Pants
These crinkle knit flare pants will give you those trendy boho vibes you've been lusting after! Designed with a crinkle-textured knit fabric, these pants feature a high elasticized waist, a hip-hugging fit that continues through the leg, and a flared hem to add some stylish allure. Complete your bohemian-chic look with the matching top and sandals!
Shop Matching Top: So Boho Lace-Up Crinkle Knit Top
Fit & Features
- Stretchy crinkle-textured knit fabric
- High elasticized waist
- Hip-hugging fit, form-hugging fit through the leg
- Flared hem
- Runs true to size
Style Number/Barcode: 06502-2434
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sunny Vibes Woven Wide-Leg Pants
These airy woven wide-leg pants will bring the sunny vibes to your weekend plans! Designed with a lightweight woven fabric, they feature a flattering high-rise elasticized waist, front pockets, and a flowy wide-leg silhouette. Style with the matching crop top for a fabulous 'fit!
Shop Matching Top: Sunny Vibes Bow Back Woven Crop Top
Fit & Features
- Woven fabric with minimal stretch
- High-rise elasticized waistband
- Wide-leg fit
- Dual front pockets
- Runs true to size
Style Number/Barcode: 06402-1365
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wild Side Leopard Halter Crop Top
Serving up fierce with a side of flirty, this halter crop top is pure attitude. The hoop inserts bring the drama while the fit keeps it effortlessly cool for nights out or rooftop hangs.
Shop The Matching Bottoms: Wild Side Leopard Wide-Leg Pants
Fit & Features
- Soft stretch knit fabric with leopard print
- Halter neckline with hoop insert details, tie closure
- Cropped silhouette with open back and tie closure
- Crop hem
- Runs true to size
Style Number/Barcode: 06001-000265
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: MULTI
Available Size: S, M, L
Product Badge:- Part of a Set
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Out For The Night High Rise Mesh Mini Skirt
Get ready to turn heads in this high-rise mesh mini skirt! With its high-rise waist and bodycon fit, this skirt will accentuate your curves and give you a confident, daring look. The mini-length hem and texture mesh-lined fabric add a touch of edginess to your outfit. Complete the look with the matching top.
Shop Matching Top: Out For The Night Strapless Strappy Crop Top
Fit & Features
- Texture mesh lined fabric, moderate stretch
- High rise waist
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06501-0961
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Downtown Meetings Pinstripe Linen Skort
The perfect pinstripe linen skort for your meetings downtown - whether it's for business or pleasure! Featuring a high-rise waist and faux button front closures, this skort exudes chic while the faux wrap front skirt overlay and mini-length hem add a touch of modern flair. Complete the look with the matching vest.
Shop The Matching Vest: Downtown Meetings Pinstripe Linen Vest
Fit & Features
- Pinstripe print, linen blend fabric lined with knit
- High-rise waist
- Back zipper and hook-eye closure
- Faux wrap front skirt overlay, faux buttons
- Mini-length
- Runs true to size
Style Number/Barcode: 06303-0254
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Boho Cutie Bell Sleeve Crochet Crop Top
Show off the cutest boho vibe in this breezy crochet crop top! Designed with an airy sheer crochet knit fabric, this top is perfect for summer days spent by the coast. It features a wide scoop neckline, long bell sleeves with a stylish flare, a tie-back design at the neck, and a cropped hem with a form-hugging fit. Complete your look with the matching wide-leg pants and a pair of strappy sandals!
Shop Matching Bottoms: Boho Cutie Crochet Wide-Leg Pants
Fit & Features
- Sheer crochet knit fabric, minimal stretch
- Scoop neckline
- Long bell sleeves
- Tie-back design
- Fitted cropped hem
- Bra lining not included
- Runs true to size
Style Number/Barcode: 06005-1951
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Sheer crochet knit fabric, minimal stretch
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Glittery Vibes High Slit Maxi Skirt
Bring on the glittery vibes for your next girl's night in this high slit maxi skirt! Designed with a glitzy glitter knit fabric that has a mini-length lining, this long skirt is glam perfection. It features a high waist, a hip-hugging fit to flaunt your figure, a maxi-length hem with a high-cut back slit for an alluring detail, and an overall form-fitting silhouette for a sultry slay. Complete your going-out look with the matching crop top and clear heels!
Shop Matching Top: Glittery Vibes Ruched Spaghetti Strap Crop Top
Fit & Features
- Textured glitter knit fabric with mini-length knit lining
- Plenty of stretch
- High waist
- Maxi-length hem
- Back slit
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-0932
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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On The Prowl High Rise Zebra Maxi Skirt
On the prowl and ready to unleash fierceness in this zebra print maxi skirt! It features a flattering high-rise waist with an elastic banded back for added stretch, a high front slit to show some leg, and a flowy maxi silhouette. Complete the look with the matching top.
Shop Matching Top: On The Prowl Strapless Zebra Crop Top
Fit & Features
- Zebra print, woven fabric
- High-rise waist with elastic banded back
- High front slit
- Flowy maxi silhouette
- Runs true to size
Style Number/Barcode: 06301-0191
Category Name: Matching Sets
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale