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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Exceptional Poise High Rise Denim Shorts
Short, sweet, and exceptionally poised! These high-rise denim shorts are everything for elevating your style. Pair with the matching vest.
Shop Matching Vest: Exceptional Poise Sleeveless Button Denim Vest
Fit & Features
- Dark wash denim fabric with stretch
- High-rise waist
- Front button and hidden zipper closure
- Form-hugging fit
- Short-length hem
- Runs true to size
Style Number/Barcode: 06603-0437
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: S
Product Badge:- Part of a Set
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Bold Aura Leopard Print Knit Maxi Skirt
Shop Matching Top: Bold Aura Leopard Print Knit Crop Top
Fit & Features
- Leopard print brushed hacci knit fabric, plenty of stretch
- Ruched high-rise waist
- Maxi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-1087
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Leopard print brushed hacci knit fabric, plenty of stretch
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Wild Sparkle Leopard Print Sequin Crop Top
The sleeveless top features a cowl neckline, criss-cross straps that lead to a lace-up back, clear sequins, a trendy leopard print, and an asymmetrical cropped hem. Complete the look with the matching mini skirt for the ultimate GNO outfit!
Shop Matching Bottoms: Wild Sparkle Leopard Print Sequin Mini Skirt
Fit & Features
- Woven-knit fabric
- Leopard print, all-over clear sequin embroidery
- Sleeveless cowl neckline
- Back criss-cross lace-up straps
- Asymmetric cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-2647
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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She's The Main Rib Knit Strapless Midi Dress
Flaunt your look with ease and chicness with this midi dress this season! The knee-length dress features a strapless neckline, a flattering bodycon silhouette, and a fitted maxi-length hem on soft and stretchy rib knit fabric with a short knit lining. Style with the matching bolero and heels for weekend plans!
Shop Matching Bolero: She's The Main Rib Knit Slouchy Bolero
Fit & Features
- Strapless neckline
- Bodycon silhouette
- Fitted midi-length hem
- Soft and stretchy
- Rib knit fabric, short knit lining
- Runs true to size
Style Number/Barcode: 05102-5872
Category Name: Matching Sets
Price: $19.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cozy Casual Cable Knit Turtleneck Sweater Topper
Shop Matching Top: Cozy Casual Cable Knit Cropped Tank Top
Fit & Features
- Cable knit fabric
- Ribbed fold-over turtleneck
- Long sleeves with ribbed hems
- Asymmetric ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06005-2110
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Casual Cable Knit Cropped Tank Top
Shop Matching Topper: Cozy Casual Cable Knit Turtleneck Sweater Topper
Fit & Features
- Cable knit fabric
- Square neckline
- Spaghetti straps
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06005-2111
Category Name: Matching Sets
Price: $9.97 $22.90
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: $36.90
Availability: In Stock
Available Color: DARK, DENIM
Available Size: M
Product Badge:- Part of a Set
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Chic Mood Snake Print Faux Suede Trench Coat
Elevated and oh-so-chic, this faux suede trench coat has a trendy snake print that will dress up your everyday 'fits. It features a lapel collar, long sleeves with buckle strap accents, a belted waist with a matching buckle for a cinched silhouette, and a long-length hem with a back slit. Style with the matching mini skirt!
Shop Matching Bottoms: Chic Mood Snake Print Faux Suede Mini Skirt
Fit & Features
- Snake-printed faux suede fabric with knit lining, minimal stretch
- Lapel collar
- Long sleeves with buckle strap accents
- Belted waist with buckle detail
- Long-length hem, back slit, relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1905
Category Name: Matching Sets
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Wildly Sultry Tie-Front Leopard Rose Mesh Crop Top
Wildly sultry is exactly how you'll look in this leopard rose mesh crop top on a night out! The flared long sleeves and V-neckline with tie closure give a playful touch, while the center slit adds a touch of allure. The cropped length and striking leopard rose print make this top a must-have for any bold fashionista. Complete the look with the matching skirt.
Shop Matching Bottoms: Wildy Sultry High Rise Leopard Floral Maxi Skirt
Fit & Features
- Leopard rose print, sheer mesh fabric, moderate stretch
- Flared long sleeves
- V-neckline
- Tie-front closure and center slit
- Cropped length
- Runs true to size
Style Number/Barcode: 06202-0472
Category Name: Matching Sets
Price: $29.90
Availability: Out of Stock
Product Badge:- Ships Free
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Classically Chic Plaid Long Sleeve Oversized Shacket
Your new favorite plaid long sleeve oversized shacket for cozy and trendy vibes. Complete the look with the matching skort.
Shop Matching Bottoms: Classically Chic Plaid High Waist Wrap Skort
Fit & Features
- Plaid faux wool fabric, no stretch
- Collared neckline
- Button down front
- Dual chest pockets with snap-button closures
- Long sleeves with dual snap-button details
- Runs true to size
Style Number/Barcode: 06204-1898
Category Name: Matching Sets
Price: $10.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fierce And Flirty Leopard Floral Maxi Skirt
Show up fierce and flirty in this leopard floral maxi skirt! The flattering high waist accentuates your curves while the daring side slit adds movement and drama to every step. Pair with the matching tie-front top.
Shop Matching Top: Fierce And Flirty Leopard Floral Tie-Front Top
Fit & Features
- Leopard floral print, mesh fabric, stretchy knit lining
- High-rise waist
- High side slit
- Curve-hugging fit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000054
Category Name: Matching Sets
Price: $34.90
Availability: Out of Stock
Product Badge:- Ships Free
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Classically Chic Plaid High Waist Wrap Skort
Fit & Features
- Faux wool fabrication
- High rise waist
- Back zipper and hook-eye closure
- Plaid
- Mini skirt overlay, hidden shorts
- Runs true to size
Shop Matching Shacket: Classically Chic Plaid Long Sleeve Oversized Shacket
Style Number/Barcode: 06403-1067
Category Name: Matching Sets
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Elevated Era Ribbed Knit High Slit Midi Skirt
Enter your elevated era with this chic staple ribbed knit midi skirt perf for everyday styling. Designed with a high-cut side slit and bodycon fit, pair with the matching cropped tank for a seamless look.
Shop Matching Top: Elevated Era Ribbed Knit Cropped Tank Top
Fit & Features
- Ribbed knit fabric, high stretch
- High-rise waist
- High side slit
- Midi-length bodycon fit
- Runs true to size
Style Number/Barcode: 06501-1135
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 Crush High Rise Belt Knit Mini Skort
Look and feel cute in this high rise mini skort featuring a faux leather belt accent and a pleated silhouette on cozy knit material.
Shop Matching Top & Sweater Topper: Sweet Crush Sweetheart Knit Crop Top, Sweet Crush Long Sleeve Cable Knit Sweater Topper
Fit & Features
- Soft knit material, minimal stretch
- High rise waist
- Faux leather belt accent
- Pleated mini-length hem
- Shorts lining
- Skort in size small has a 9” front rise with a 2” inseam
- Runs true to size
Style Number/Barcode: 06503-1185
Category Name: Matching Sets
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wildy Sultry High Rise Leopard Floral Maxi Skirt
Wildly sultry is exactly how you'll look in this leopard rose mesh maxi skirt on a night out! The skirt boasts a flattering high-rise waist complimented by a bodycon silhouette that accentuates your curves along the midi-length hem. Complete the look with the matching top.
Shop Matching Top: Wildly Sultry Tie-Front Leopard Rose Mesh Crop Top
Fit & Features
- Leopard floral print, mesh fabric lined with stretchy knit
- High-rise waist
- Hip-hugging fit
- Maxi-length
- Runs true to size
Style Number/Barcode: 06501-1052
Category Name: Matching Sets
Price: $36.90
Availability: Out of Stock
Product Badge:- Ships Free
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Forever Fierce Leopard Print and Bow Maxi Skirt
Shop Matching Top: Forever Fierce Leopard Print and Bow Top
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Leopard print
- Mid-rise waist with mini bow accent
- Maxi-length hem, back slit
- Slim-fit silhouette
- Runs true to size
Style Number/Barcode: 06501-1068
Category Name: Matching Sets
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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High Shine Sequin Tube Top
Made to make a statement, this tube top features a shimmering sequin fabrication and a flattering crop hem. Pair with the matching skirt to complete the look!
Fit & Features
- Sequin knit fabrication, stretchy knit lining
- Strapless neckline, non-slip grip lining
- Fitted crop hem
- Runs true to size
Shop The Matching Skirt: High Shine Sequin Mini Skirt
Style Number/Barcode: 06001-000035
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Forever Fierce Leopard Print and Bow Top
Forever fierce and fabulous! This crop top showcases a wild leopard print on a sleeveless silhouette with a fitted hem. Pair with the matching skirt to complete the look.
Shop Matching Bottoms: Forever Fierce Leopard Print and Bow Maxi Skirt
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Leopard print
- Sleeveless square neckline with mini bow accent
- Adjustable spaghetti straps
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06001-5477
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fierce And Flirty Leopard Floral Tie-Front Top
Show up fierce and flirty in this leopard floral tie-front top! The long fitted sleeves are accented with flared hems, while the tie-front design adds a trendy allure to your look. Pair with the matching maxi skirt.
Shop Matching Bottoms: Fierce And Flirty Leopard Floral Maxi Skirt
Fit & Features
- Leopard floral print, mesh fabric, high stretch
- V-neckline
- Tie-front design
- Long fitted sleeves, flared hems
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06202-000035
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: LEOPARD
Available Size: XS
Product Badge:- Part of a Set
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Feelin' Comfy Ribbed Knit Flare Pants
Feel comfy and look cute in these ribbed knit pants designed with a flattering hihg-rise waist and hip-hugging fit that leads to the trendy flare hem. Pair with the matching hoodie for a complete look!
Fit & Features
- Ribbed knit fabric, plenty of stretch
- High-rise elastic banded waist
- Hip-hugging fit
- Form-hugging fit through the legs
- Flared hem
- Pants in size small have a 12" front rise with a 34" inseam
- Runs true to size
Shop Matching Top: Feelin' Comfy Ribbed Knit Fitted Hoodie
Style Number/Barcode: 06502-2541
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Absolute Edge High-Rise Belted Pleated Mini Skort
A mini skort that features a high-rise belted waist, a form-hugging fit, and a pleated mini-length hem. The twill woven fabric offers a slight stretch.
Shop Matching Top: Absolute Edge Halter Grommet Zip-Up Crop Top
Fit & Features
- Twill woven fabric, slight stretch, shorts lining
- High rise belted waist
- Form-hugging fit
- Pleated mini-length hem
- Runs true to size
Style Number/Barcode: 06303-0276
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Retro Chic Corduroy Cropped Vest
Shop Matching Bottoms: Retro Chic Corduroy High-Rise Flare Pants
Fit & Features
- Corduroy fabrication, no stretch
- Sleeveless V-neckline
- Matte button-down closure
- Cropped hem
- Runs true to size
Style Number/Barcode: 06204-1912
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Retro Chic Corduroy High-Rise Flare Pants
Dive into retro vibes with these chic corduroy high-rise flare pants. Featuring a flattering fit and classic pockets, they're your go-to for effortless style.
Shop Matching Vest: Retro Chic Corduroy Cropped Vest
Fit & Features
- Corduroy fabrication, minimal stretch
- High-rise waist
- Single button with hidden zipper closure
- Dual front and back pockets
- Straight leg fit, flared hem
- Pants in size small have an 8" front rise with a 32" inseam
- Runs true to size
Style Number/Barcode: 06302-0838
Category Name: Matching Sets
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Practical Charm High Rise Zipper Pleated Denim Skort
Perfect for any occasion, this mini denim skort combines fashion and practicality effortlessly. The high-rise waist and zipper detailing add a touch of edge, while the pleated mini-length hem on twill denim fabric brings a charming allure. Complete the look with the matching shacket.
Shop Matching Shacket: Practical Charm Zip Up Denim Shacket
Fit & Features
- Twill denim fabric, stretchy knit shorts lining
- High-rise waist, zipper detailing
- Back zipper closure
- Pleated mini-length hem
- Skort in size small has an 11.5" front rise with a 1.5" inseam
- Runs true to size
Style Number/Barcode: 06303-0270
Category Name: Matching Sets
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free