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
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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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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
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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
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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
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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
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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
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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: $9.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: S, M
Product Badge:- Sale
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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
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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: In Stock
Available Color: BLACK
Available Size: M
Product Badge:- Sale
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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
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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
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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
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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
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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
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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
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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