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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Bahama Breeze Wide-Leg Pants
Whether you're beach or boat bound, you need to keep it easy-breezy chic! Do it in these relaxed-cut pants, which feature an elasticized back waist, and ultra-wide legs. Pants are made from pure rayon and offer minimal stretch. Don't forget to pair it with the matching cropped tube top!Style Number/Barcode: 06302-0056
Category Name: Matching Sets
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Hippie Shake Tie Dye Top
The best way to elevate your next crop top? Make it tie dye! Embrace this breezy basic, which features adjustable spaghetti straps, a smocked back, and a tie-front bust with key hole detail and hook-and-eye closure. Top is made from pure rayon with minimal stretch. don't forget to pair it with the matching maxi wrap skirt!Style Number/Barcode: 06003-0290
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Curve's The Word Mini Skirt
When you think about the perfect pieces in your wardrobe—those guaranteed-gorge go-tos—you think of a skirt like this! Smooth, streamlined, and stretchy, this basic features an elasticized high waist and a curve-hugging cut. Pair it with everything from sandals and sneakers to strappy heels!Style Number/Barcode: 06501-0070
Category Name: Matching Sets
Price: $8.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Look At Me Now Mini Skirt
Stuntin' on em! Catch more than a few stares in this embellished mini skirt. This piece features a high-rise, elasticized waist for a feminine fit. Sequins are threaded throughout for an all over glamorous look. Skirt is made of a lightweight knit fabric with full lining.
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.Style Number/Barcode: 06401-0033
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Vacay Ready High Rise Crochet Maxi Skirt
Heading on vacation? Don't forget to grab this vacay ready high-rise crochet maxi skirt with a sultry high front slit that flaunts some leg. Pair with the matching top and your fave shades!
Fit & Features
- Crochet fabric, stretchy knit lining
- High-rise elasticized waist
- High front slit
- Flowy maxi-length silhouette
- Runs true to size
Shop The Matching Top: Vacay Ready Tie-Front Bandea Crochet Crop Top
Style Number/Barcode: 06301-0214
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Look At Me Now Tank Top
Check yourself out in this sequin-embellished crop tank. This statement-maker features a scoop neckline and classic tank straps. All over sequins make for a glittery glow. Piece is unlined - don't forget to grab the matching mini!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0176
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Do The Twist Front Top
Elevate your crop top collection with a little something extra. This top features ultra-skinny spaghetti straps and a V neck leading to an eye-catching twist front. Crop slips on and is made from a smooth poly blend with a fair amount of stretch.Style Number/Barcode: 06001-1743
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Animal Desire Tie-Front Top
Heed the call of your inner wild child with this daring tie-front top! It features a vibrant mix of reptile and cat prints intercut with bursts of deep red and comes in one long, bandeau scarf style with angled ends. Top is made from a smooth, chiffon-like material with minimal stretch.Style Number/Barcode: 06003-0304
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Lush Bungee Crop Top
Shop Matching Skirt: Lush Pencil Midi Skirt
Embrace the matching set trend! This lush top is a cropped top with bungee style spaghetti straps. The top is fully lined and composed of an extremely soft knit material that showcases a very on trend pattern! The hem of this crop hits at the rib cage, top offers a form fit with moderate stretch. Don't forget the matching skirt to complete your fierce look!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-1660
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Lush Pencil Midi Skirt
Shop Matching Top: Lush Bungee Crop Top
Embrace the matching set trend! This lush skirt has a high waist line, and a hem that hits right above the knee. It is composed of an extremely soft knit material that showcases a very on trend pattern! Midi offers a form fit with moderate stretch. Don't forget the matching crop top to complete your fierce look!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0053
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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To Paradise Printed Flared Pants
Whether you're jetting off to some place warm and exotic, or just chillin' wherever you're at, keep the spirit of the tropics near with this vibrant pants. Pants feature an elasticized waist, front seam detail, and two front slits opening to flared legs. Pants slip on and are made from a soft, smooth material with a fair amount of stretch.Style Number/Barcode: 06502-0141
Category Name: Matching Sets
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Room To Grow Floral Skirt
Featuring a delicate floral set against a black background, this maxi immediately draws the eye! Skirt features a back zip with hook-and-eye closure, a ruched front anchored by an adjustable bead-detailed tie, and a front slit and hem with ruffle trim. Skirt is made from a chiffon-like cotton blend with minimal stretch. Don't forget to pair it with the matching crop top!Style Number/Barcode: 06401-0059
Category Name: Matching Sets
Price: $4.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On Ice Asymmetrical Maxi Skirt
Keep it low-key glam in a neutral palette in this asymmetrical maxi! Skirt has a curve-hugging cut and features an elasticized waist, ruching at hip, and a high side slit. Skirt slips on and is made from a smooth, slightly shiny woven material with a fair amount of stretch. Don't forget to pair it with the matching crop top!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06501-0056
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek And Sultry Midi Skirt
Stay ever so sleek and sultry in this basic midi! The skirt features a high rise elastic banded waist paired with a mid-length fit. The skirt is composed of a stretchy knit fabric that offers a form hugging fit. Complete your look with the matching crop top!
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06501-0054
Category Name: Matching Sets
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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On Ice Seamless Crop Top
Keep it low-key glam in a neutral palette in this seamless crop! It features spaghetti straps, a rounded neckline, and hits just below the bust for an ultra-abbreviated hemline. Top slips on and is made from a smooth, slightly shiny woven material with a fair amount of stretch. Don't forget to pair it with the matching maxi skirt!
Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-1671
Category Name: Matching Sets
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Bohemian Chic Sheer Lace Flare Pants
So boho chic, these sheer lace flare pants are a style staple for festival season. Show off your curves with the hip-hugging fit that continues through the leg to the trendy flared hem.
Shop Matching Black Top: Bohemian Chic Sheer Lace Tie-Front Top
Fit & Features
- Sheer floral lace fabric with knit panty lining, high stretch
- High-rise elasticized waist
- Hip-hugging fit
- Form-hugging fit through the leg
- Flared hem
- Pants in size small have a 9" front rise with a 35" inseam
- Runs true to size
Style Number/Barcode: 06502-2582
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sleek And Sultry Crop Top
Stay ever so sleek and sultry in this basic crop! The top features a sleeveless bodice, tank-like shoulder straps, a scoop neckline, a rounded back, and a cropped hem. The top is composed of a stretchy knit fabric that offers a form hugging fit. Complete your look with the matching midi skirt!
Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06001-1669
Category Name: Matching Sets
Price: $5.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Hot Tropics Side Slit Skirt
Keep the vacay vibes top of mind in this vibrant floral maxi! Skirt features an elasticized waist with a back zip, a slight A-line silhouette, and two high slits at either side. Skirt is made from a woven poly material with minimal stretch. Don't forget to pair it with the matching off-the-shoulder crop!Style Number/Barcode: 06301-0023
Category Name: Matching Sets
Price: $4.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Hot Tropics Smocked Crop Top
Keep the vacay vibes top of mind in this vibrant floral crop! Top features an off-the-shoulder neckline with ruffled short sleeves and a fully smocked bodice. Crop slips on and is made from a poly material with stretch through the bust. Don't forget to pair it with the matching side-slit skirt!Style Number/Barcode: 06003-0267
Category Name: Matching Sets
Price: $4.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cozy 'N Chill Joggers
Give off major cozy 'n chill vibes with these casual yet so cute joggers! They feature a high rise elastic banded waist, a faux drawstring, front slanted pockets, and a cuffed jogger hem. The gray pants are composed of a soft knit fabric that offers plenty of stretch. Complete your look with the matching crop top!
Style Number/Barcode: 06502-2193
Category Name: Matching Sets
Price: $13.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Wild And Free Mini Skirt
Make your style wild and free with this bold mini skirt! It features a high rise elastic banded waist paired with a short, fitted look. The skirt is composed of a stretchy knit fabric with an eye-catching all over black and white zebra print. Complete your wild 'fit with the matching crop top!
Style Number/Barcode: 06501-2971
Category Name: Matching Sets
Price: $21.87 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Go With Flow Palazzo Pants
Bright white and easy breezy, these palazzo pants are the ultimate in summer chic. Pants have a high rise, an elasticized back waist, a side zip, and ultra-wide legs. Pair them with the matching crop top and turn up the heat! Pants are fully lined and made from a soft, lightweight woven material with little to no stretch.Style Number/Barcode: 06302-0040
Category Name: Matching Sets
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Romantically Ruched Mini Skirt
Flatter those curves, babe! This skirt is fully lined and showcases an elegant ruched design. Skirt hits mid thigh, and is composed of a knit fabric that offers moderate stretch. Don't forget the matching top to complete your look!Style Number/Barcode: 06501-0037
Category Name: Matching Sets
Price: $4.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flower Field Smocked Crop Top
Covered in a dainty floral print, this cute crop is made for showcasing your easy-breezy style. Top features loose, mid-length sleeves with smocked cuffs, a deep V neck, and a banded smocked waist with ruffle trim. Top is semi sheer, slips on, and is made from a lightweight cotton blend with little to no stretch. Be sure and pair it with the matching mini skirt!Style Number/Barcode: 06003-0272
Category Name: Matching Sets
Price: $4.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance