Matching Sets
Two-piece sets are the ultimate answer to “what am I wearing?” Shop casual to dressy coordinating pieces made for effortless dressing, from a crop top and midi skirt to a dressy top and mini skirt or a long sleeve top and maxi. Printed mesh and lace bring the going-out energy, while boucle, sweater knits, and denim sets keep daytime looks polished. Choose black, brown, or burgundy for a fall-ready finish that moves easily from weekend brunch to night out plans, concerts and festivals. Matching never looked this low-effort.
Now Trending
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.
-
She's A Bold Babe Woven Blazer
Create a bold babe look in this stunning and chic woven blazer. It features long sleeves with shoulder pads, an open front with a lapel collar, front pockets, and a structured fit. Style with matching dressy shorts and clear mules.
Shop Matching Bottoms: She's A Bold Babe Woven Shorts
Fit & Features
- Long sleeves with shoulder pads
- Open front design
- Lapel collar
- Front pockets
- Structured fit
- Woven lined fabric
- Runs true to size
Style Number/Barcode: 06204-1532
Category Name: Matching Sets
Price: $26.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
She's A Bold Babe Woven Shorts
Create a bold babe look in these stunning and chic woven shorts. They feature a high-rise banded waist, hidden front side pockets, and back faux pockets along a straight-fit silhouette. Style with the matching structured blazer and clear mules.
Shop Matching Blazer: She's A Bold Babe Woven Blazer
Fit & Features
- High-rise banded waist
- Hidden front side pockets, faux back pockets
- Straight fit silhouette
- Pull on/off styling
- Woven lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06403-0247
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Oh My Pearl Bell Sleeve Crop Top
Bring the classy glamour in this faux pearl crop top featuring eye-catching long bell sleeves, a square neckline, and a fitted bodice on texture-knit fabric with lining and minimal stretch. The all-over faux pearl embellishments add the prettiest touch! Complete the look with the matching mini skirt and trendy mules.
Shop Matching Bottoms: Oh My Pearl Faux Wrap Mini Skirt
Fit & Features
- Bell long sleeves
- Square neckline
- Fitted bodice
- Cropped hem
- Faux pearl embellishments
- Texture-knit fabric, lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4301
Category Name: Matching Sets
Price: $15.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Boss Babe Moves Trouser Pants
Make major boss babe moves in these trendy trouser pants! They feature a high-rise fitted waist, vertical seams down the front, back faux pockets, and a wide-leg silhouette with a slit accent at the hem. Style with the matching cropped blazer and sleek hoop earrings.
Shop Matching Blazer: Boss Babe Moves Cropped Blazer
Fit & Features
- High-rise waist, back faux pockets
- Hidden front zipper and hook-eye closure
- Vertical seams down the front
- Wide-leg silhouette
- Slit accents
- Lined woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-0497
Category Name: Matching Sets
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Boss Babe Moves Cropped Blazer
Make major boss babe moves in this trendy cropped blazer! It features a collared deep V-neckline, long sleeves, a wrap-front design with tie-back straps, and a cropped hem with a structured fit. Style with matching trouser pants and sleek hoop earrings.
Shop Matching Bottoms: Boss Babe Moves Trouser Pants
Fit & Features
- Collared V-neckline
- Long sleeves, shoulder pads
- Wrap-front design, tie-back straps
- Cropped hem, structured fit
- Lined woven fabric
- Runs true to size
Style Number/Barcode: 06204-1533
Category Name: Matching Sets
Price: $16.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
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: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Effortless And Elevated Cropped Blazer
Effortless and elevated, create chic looks with this cropped blazer. It features a V-neckline with a lapel collar, long sleeves with shoulder pads, a single button-front closure, and a cropped, fitted hem. Style with the matching wide-leg pants and clear mules.
Shop Matching Bottoms: Effortless And Elevated Wide-Leg Pants
Fit & Features
- V-neckline, lapel collar
- Long sleeves with shoulder pads
- Single button-front closure
- Cropped, fitted hem
- Woven lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1529
Category Name: Matching Sets
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Effortless And Elevated Wide-Leg Pants
Effortless and elevated, create chic looks with these woven pants. They feature a high-rise waist, belt loops, a button-front closure, front and back pockets, and a wide-leg silhouette. Style with the matching cropped blazer and clear mules.
Shop Matching Blazer: Effortless And Elevated Cropped Blazer
Fit & Features
- High-rise waist
- Belt loops
- Button-front closure
- Front and back pockets
- Wide-leg silhouette
- Woven fabric
- Runs true to size
Style Number/Barcode: 06402-0494
Category Name: Matching Sets
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Structured And Chic Wide-Leg Pants
These structured woven pants are totally chic. They feature a high-rise waist, pleated detailing, and a wide-leg silhouette. Style with the matching cropped vest for a trendy look.
Shop Matching Vest: Structured And Chic Cropped Vest
Fit & Features
- High-rise waist
- Hidden side zipper closure
- Pleated detailing
- Wide-leg silhouette
- Woven-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06302-0688
Category Name: Matching Sets
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Structured And Chic Cropped Vest
This structured cropped vest is totally chic. It features a sleeveless deep V-neckline with a lapel collar, a thin strappy front with a tie-back design, and a cropped, form-hugging fit. Style with the matching wide-leg pants for a trendy look.
Shop Matching Bottoms: Structured And Chic Wide-Leg Pants
Fit & Features
- Sleeveless V-neckline, lapel collar
- Thin strappy front with a tie-back design
- Cropped, form-hugging fit
- Woven fabric
- Runs true to size
Style Number/Barcode: 06204-1530
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sunset Beauty Cutout Midi Skirt
Showcase your beauty on a sunset stroll in this alluring midi skirt. It features a high-rise waist with a strappy cutout design, a midi-length, curve-hugging fit, and a chic side slit accent. Style with the matching crop top for the perfect look.
Shop Matching Top: Sunset Beauty Halter Crop Top
Fit & Features
- High-rise waist, strappy cutout design
- Midi-length hem, form-fitting silhouette
- Side slit
- Sweater knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0714
Category Name: Matching Sets
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Sunset Beauty Halter Crop Top
Showcase your beauty on a sunset stroll in this alluring crop top. It features an off-the-shoulder neckline with short fitted sleeves and thin halter straps, a cinched accent at the bust, a tie-back design, and a cropped, form-hugging fit. Style with the matching midi skirt for the perfect look.
Shop Matching Bottoms: Sunset Beauty Cutout Midi Skirt
Fit & Features
- Off-the-shoulder neckline
- Short fitted sleeves, thin halter straps
- Cinched accent at the bust
- Tie-back design
- Cropped, form-hugging fit
- Sweater knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1594
Category Name: Matching Sets
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Summer Fling Twist Front Crop Top
So much for a summer fling! With this crop top, you're sure to fall for it over and over again. It features a sleeveless, sweetheart neck, criss-cross back straps, and a twisted front on lined knit fabric. Complete your look with the matching bottoms.
Shop Matching Bottoms: Summer Fling Twist Slit Maxi Skirt
Fit & Features
- Sleeveless, sweetheart neck, spaghetti straps
- Criss-cross back straps
- Twisted front
- Cropped hem
- Lined knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4374
Category Name: Matching Sets
Price: $6.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Summer Fling Twist Slit Maxi Skirt
So much for a summer fling! With this maxi skirt, you're sure to fall for it over and over again. It features a high-rise waist with a twist accent, a front high-cut slit, and a form-fitting silhouette on lined knit fabric. Complete your look with the matching top.
Shop Matching Top: Summer Fling Twist Front Crop Top
Fit & Features
- High-rise waist with twist accent
- Front high-cut slit
- Form-fitting silhouette
- Maxi-length hem
- Lined knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0673
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Fringe Dreams Faux Leather Mini Skirt
Get ready to party in this dreamy faux leather mini skirt designed with a high-rise waist, bodycon silhouette, and an asymmetrical side cutout with fringe trim. Complete the look in a crop top and mules.
Fit & Features
- High-rise waist
- Bodycon silhouette
- Asymmetrical side cutout
- Fringe trim
- Mini-length hem
- Faux leather fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 06501-0687
Category Name: Matching Sets
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Jazz Night Twist Front Crop Top
Enter the room of the rhythm and blues! All eyes on you in this saucy crop top featuring a sleeveless, sweetheart neck, adjustable spaghetti straps, and a twisted bust, on pleated-lined fabric. Complete the look in the matching bottoms.
Shop Matching Bottoms: Jazz Night High Rise Pants
Fit & Features
- Sleeveless, sweetheart neck
- Adjustable spaghetti straps
- Twisted bust
- Cropped hem
- Pleated-lined fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4527
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Sultry Effect Abstract Wide-Leg Pants
Printed to perfection in a flattering wide-leg silhouette, these pants boast a classic high-rise waist. Pair with the matching top.
Fit & Features
- Abstract print, stretchy knit fabric
- Cowl halter neckline, tie straps
- Open back
- Fitted crop hem
- Runs true to size
Shop The Matching Top: Sultry Effect Abstract Cowl Halter Crop Top
Style Number/Barcode: 06502-000022
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Jazz Night High Rise Pants
Enter the room of the rhythm and blues! All eyes on you in these high-rise pants featuring a wide-leg silhouette, pull-on/off styling on pleated-lined fabric. Complete the look in the matching top.
Shop Matching Top: Jazz Night Twist Front Crop Top
Fit & Features
- High-rise waistband
- Wide-leg silhouette
- Pull-on/off styling
- Pleated-lined fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06502-1282
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Life Of Leisure Rib Seamless Bra
The perfect ribbed bra for living your life of leisure! It features a sleeveless, square neckline, tank-style straps, and a soft and comfortable seamless knit design. Complete the look in the matching shorts.
Shop Matching Shorts: Life Of Leisure Rib Seamless Shorts
Fit & Features
- Sleeveless, square neckline
- Tank-style straps
- Soft and comfortable
- Seamless design
- Ribbed-knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 07107-0776
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Life Of Leisure Rib Seamless Shorts
The perfect ribbed shorts for living your life of leisure! It features a smooth, high-rise waist, biker silhouette, and a soft and comfortable seamless knit design. Complete the look in the matching bra.
Shop Matching Bra: Life Of Leisure Rib Seamless Bra
Fit & Features
- Smooth high-rise waist
- Biker silhouette
- Soft and comfortable
- Seamless design
- Ribbed-knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0804
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sassy Swirls High Waist Seamless Shorts
Slay in sleek seamless shorts that are perfect for lounging in or running errands! The shorts feature a high-rise waist, a chic swirl pattern, a mid-thigh length, and a seamless fit throughout. The shorts are composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching bralette.
Shop Matching Bralette: Sassy Swirls Seamless Longline Bralette
Fit & Features
- Swirl print
- High rise waist
- Mid-thigh length
- Soft and comfortable
- Seamless fabrication, moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0809
Category Name: Matching Sets
Price: $5.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Drinks On The Beach Crepe Bra Top
Sipping on cocktails with a beach view! Sultry and chic have never looked so good as on this crepe bra top featuring a sleeveless, plunge V-neck, adjustable spaghetti straps, built-in padded bust, and an elasticized back band with hook-eye closures. Complete the look in the matching top layer.
Shop Matching Top: Drinks On The Beach Crepe Top
Fit & Features
- Sleeveless, plunge V-neck, adjustable spaghetti straps
- Built-in padded bust
- Elasticized back band with hook-eye closures
- Crepe chiffon-lined fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-1912
Category Name: Matching Sets
Price: $6.97 $21.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Hidden Gem Halter Cutout Crop Top
You won't be able to hide this gem of a top! This halter crop top features a sleeveless, low-cut bodice, center gem insets with cutout accents on slinky knit-lined fabric with a moderate stretch. Complete the look in the matching bottoms.
Shop The Matching Bottoms: Hidden Gem High Rise Flare Pants
Fit & Features
- Sleeveless, low-cut halter neck
- Center gem insets
- Cutout accents
- Cropped hem
- Slinky knit-lined fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06001-4357
Category Name: Matching Sets
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Hidden Gem High Rise Flare Pants
You won't be able to hide this gem of a pant! These pants feature a sleek, high-rise waist, front gem insets, cutout accents, a form-fitting silhouette, and a flared hem on slinky knit-lined fabric with a moderate stretch. Complete the look in the matching top.
Shop The Matching Top: Hidden Gem Halter Cutout Crop Top
Fit & Features
- Sleek high-rise waist
- Front gem insets
- Cutout accents
- Form-fitting, flare hem
- Slinky knit-lined fabric, moderate stretch
- Fits true to size
Style Number/Barcode: 06502-1011
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free