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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Got Bling Faux Pearl Rhinestone Crop Top
Showcase your bling in this mesh crop top to attract all the attention! It features fitted long sleeves with flared slit cuffs, a cowl neckline, a cropped hem, and all-over faux pearl and rhinestone embellishments for a glam allure. The sheer mesh fabric includes a knit lining. Complete your glitzy look for your a birthday or holiday party with the matching mini skirt.
Shop Matching Bottoms: Got Bling Faux Pearl Rhinestone Mini Skirt
Fit & Features
- Fitted long sleeves, flared slit cuffs
- Cowl neckline
- Cropped hem
- Back zipper and hook-eye closure
- Faux pearl and rhinestone embellishments
- Lined mesh fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4856
Category Name: Matching Sets
Price: $21.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic For The Season Cable Knit Bolero
This cozy cable knit bolero is a chic style pick for the season! It features long fitted sleeves, an open front, and a cropped hem. The cable knit fabric has an ultra-soft feel and offers plenty of stretch. Complete your look with the matching tube top and a faux leather mini skirt for a fab holiday party look.
Shop Matching Top: Chic For The Season Cable Knit Tube Top
Fit & Features
- Long fitted sleeves
- Open front
- Cropped hem
- Ultra-soft cable knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1795
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic For The Season Cable Knit Tube Top
This cozy cable knit tube top is a chic style pick for the season! It features a strapless straight-across neckline, a curved cropped hem, and a form-hugging fit. The cable knit fabric has an ultra-soft feel and offers plenty of stretch. Complete your look with the matching bolero and a faux leather mini skirt for a fab holiday party look.
Shop Matching Bolero: Chic For The Season Cable Knit Bolero
Fit & Features
- Strapless straight-across neckline
- Curved cropped hem
- Form-hugging fit
- Ultra-soft cable knit fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06005-1794
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cute Vibes Only Plaid Envelope Skort
Channel only the cutest vibes in this trendy plaid envelope skort! It features a high-rise waist, a wrap-front design with an asymmetric envelope-style hem, and fitted shorts. The plaid printed woven fabric has no stretch. Complete your look with the matching shacket and over-the-knee boots.
Shop Matching Top: Cute Vibes Only Plaid Long Shacket
Fit & Features
- High-rise waist, back zipper, hook and eye closure
- Wrap-front design
- Asymmetric envelope hem
- Fitted shorts
- Plaid print
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06403-0357
Category Name: Matching Sets
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cute Vibes Only Plaid Long Shacket
Channel only the cutest vibes in this trendy plaid long shacket! It features a collared neckline, long sleeves, a complete button-down front, a single chest pocket, and a long-line hem with a relaxed fit. The plaid printed lined woven fabric has a minimal amount of stretch. Complete the look with the matching skort and over-the-knee boots.
Shop Matching Bottoms: Cute Vibes Only Plaid Envelope Skort
Fit & Features
- Collared neckline
- Long sleeves, button details
- Button-down front
- Chest pocket
- Long-line hem, relaxed fit
- Plaid print, lined woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1660
Category Name: Matching Sets
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Make The Rules Tweed Woven Mini Skirt
Make a bold statement in this classy tweed mini skirt! Its form-hugging silhouette with a front slit and mini-length hem offers an irresistible look, while the tweed fabric and sewn-in woven lining give the mini skirt a posh vibe. Complete the look with the matching trench coat and corset top for a networking event or afternoon tea downtown!
Shop Matching Jacket: Uptown Girl Tweed Belted Trench Coat
Shop Matching Top: Uptown Girl Tweed Corset Top
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Form-hugging silhouette
- Front slit
- Mini-length hem
- Tweed fabric, sewn-in woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06401-0610
Category Name: Matching Sets
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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In My Feels Scoop Neck Bra Top
Whether you're on vacay or sitting poolside, this scoop neck bra top will have you feeling yourself! Pair with the matching skirt.
Fit & Features
- Stretchy knit fabric
- Spaghetti straps
- Scoop neckline
- Ultra-cropped hem
- Runs true to size
Shop The Matching Skirt: In My Feels High-Rise Midi Skirt
Style Number/Barcode: 06005-2257
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: In Stock
Available Color: BLACK
Available Size: M, L
Product Badge:- Sale
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Dare To Impress Metallic Plisse Wide-Leg Pants
Dare to impress in these metallic plisse wide-leg pants! Featuring a high-rise waist and a trendy wide-leg silhouette, you'll be sure to turn heads. Crafted with a shimmery metallic plisse knit fabric. Complete the look with the matching crop top for a holiday party.
Shop Matching Top: Dare To Impress Metallic Plisse Crop Top
Fit & Features
- High-rise waist, elastic band
- Wide-leg silhouette
- Metallic plisse knit fabric
- No stretch
- Runs true to size
Style Number/Barcode: 06502-2388
Category Name: Matching Sets
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Dates Velvet Strapless Bustier
Reserve a seat at a chic restaurant wearing this floral velvet bustier! Made of luxurious flocked floral velvet fabric, it features flexible boning and hidden front hook and eye closures for a secure fit. With a flattering cropped hem and romantic lace-up back, you'll feel like a vision in this dreamy piece! Style with the matching skirt.
Shop Matching Bottoms: Floral Dates Velvet Mini Skirt
Fit & Features
- Strapless neckline
- Flexible boning
- Hidden front hook and eye closures
- Cropped hem
- Lace-up back
- Flocked floral velvet fabric, lined, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-5037
Category Name: Matching Sets
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dare To Impress Metallic Plisse Crop Top
Dare to impress in this metallic plisse crop top! Featuring a flattering V-neckline, spaghetti straps, and a striking cutout, you'll be sure to turn heads. Crafted with a shimmery metallic plisse knit fabric and a partial knit lining. Complete the look with the matching wide-leg pants for a holiday party.
Shop Matching Bottoms: Dare To Impress Metallic Plisse Wide-Leg Pants
Fit & Features
- Sleeveless V-neckline
- Spaghetti straps
- Cutout accent
- Cropped hem
- Metallic plisse knit fabric
- Partial knit lining
- Runs true to size
Style Number/Barcode: 06001-4968
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dose Of Glitter High-Rise Flare Pants
Fall in love with these stunning glitter pants! Featuring a glitter knit fabric, a high-rise waist, a hip-hugging fit, and a trendy flared hem, these pants are sure to turn heads in any crowd. Complete the look with the matching crop top.
Shop Matching Top: Dose Of Glitter Crop Top
Fit & Features
- High-rise waist
- Hip-hugging fit
- Flared-leg silhouette
- Glitter knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-2390
Category Name: Matching Sets
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Feeling Bliss Rib Knit Pajama Pants
Experience comfort and bliss in these soft pajama pants! Its elasticized drawstring high-rise waist, wide-leg silhouette, and soft rib knit fabric ensure a cute and cozy lounge. Complete the look with the matching pajama top.
Shop Matching Top: Feeling Bliss Rib Knit Pajama Tank Top
Fit & Features
- High-rise elasticized drawstring waist
- Wide-leg silhouette
- Soft rib knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0955
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- High-rise elasticized drawstring waist
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Loves Me Velvet Floral Midi Skirt
With this midi skirt, you won't be asking yourself if they love you not! It features a high-rise waist, bodycon silhouette, and a sultry velvet floral burnout pattern with a sewn-in knit lining. Complete the look with the matching top for a date!
Shop Matching Top: Loves Me Velvet Floral Strapless Crop Top
Fit & Features
- High-rise elastic banded waist
- Bodycon silhouette
- Midi-length hem
- Velvet floral burnout pattern
- Sewn-in knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0888
Category Name: Matching Sets
Price: $5.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
- High-rise elastic banded waist
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Loves Me Velvet Floral Strapless Crop Top
With this strapless crop top, you won't be asking yourself if they love you not! It features a mini ruched bust seam, a cropped hem, and a sultry velvet floral burnout pattern with a sewn-in knit lining. Complete the look with the matching bottoms for a date!
Shop Matching Bottoms: Loves Me Velvet Floral Midi Skirt
Fit & Features
- Strapless neckline
- Mini ruched bust seam
- Cropped hem
- Velvet floral burnout pattern
- Sewn-in knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4972
Category Name: Matching Sets
Price: $11.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Uptown Girl Tweed Corset Top
This sophisticated tweed corset top is perfect for making a chic statement! With a flattering tailored fit, the corset features a strapless sweetheart neckline and a cropped hem. The corset is crafted from tweed fabric with a sewn-in woven lining. Complete the look with the matching trench coat and mini skirt.
Shop Matching Jacket: Uptown Girl Tweed Belted Trench Coat
Shop Matching Bottoms: Make The Rules Tweed Woven Mini Skirt
Fit & Features
- Strapless sweetheart neckline, non-slip grip lining
- Cropped hem
- Stretchy smocked back, zipper and hook-eye closure
- Tweed fabric, sewn-in woven lining
- Runs true to size
Style Number/Barcode: 06003-2223
Category Name: Matching Sets
Price: $3.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Uptown Girl Tweed Belted Trench Coat
This sophisticated tweed trench coat is perfect for making a chic statement! With a flattering tailored fit, the coat features long sleeves with button cuffs, shoulder pads, strap button accents, a lapel collar neckline, hidden side pockets for keeping your hands warm, a tie-waist belt, and a longline hem. The coat is crafted from tweed fabric with a sewn-in woven lining. Complete the look with the matching corset top and mini skirt.
Shop Matching Top: Uptown Girl Tweed Corset Top
Shop Matching Bottoms: Make The Rules Tweed Woven Mini Skirt
Fit & Features
- Long sleeves with button cuffs
- Shoulder pads, strap button accents
- Lapel collar neckline
- Hidden side pockets, tie-waist belt
- Longline hem
- Tweed fabric, sewn-in woven lining
- Runs true to size
Style Number/Barcode: 06201-0392
Category Name: Matching Sets
Price: $33.97 $74.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Maldives Please Tropical Mesh Duster
Pack your bags with this stunning tropical mesh duster on your way to the Maldives! Enjoy fun in the sun in this sultry duster featuring sheer fitted long sleeves, an open front design with tie-front closure, and a flowy silhouette. Style with the matching top and skirt to complete the look!
Shop Matching Top And Skirt: Maldives Please Tropical Mesh Bustier, Maldives Please Tropical Mesh Mini Skirt
Fit & Features
- Fitted long sleeves
- Open-front design, tie-front closure
- Flowy silhouette
- Tropical print
- Sheer lightweight mesh fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0429
Category Name: Matching Sets
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Maldives Please Tropical Mesh Bustier
Pack your bags with this stunning tropical mesh bustier on your way to the Maldives! Enjoy fun in the sun in this sultry top featuring a sleeveless wired V-notch neckline, sleek bungee spaghetti straps, a padded bust, and flattering ruched seams and crop hem. Style with the matching skirt and duster to complete the look!
Shop Matching Duster and Skirt: Maldives Please Tropical Mesh Duster, Maldives Please Tropical Mesh Mini Skirt
Fit & Features
- Sleeveless wired V-notch neckline
- Bungee spaghetti straps
- Ruched seams
- Cropped hem
- Tropical print mesh fabric, sewn-in knit lining
- Runs true to size
Style Number/Barcode: 06001-5025
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Classy Cutie Poplin Crop Top
So cute with classy charm, this poplin crop top will have everyone asking Where'd you get that? Pair with the matching skirt to complete the look!
Fit & Features
- Poplin woven fabric, sewn-in knit lining
- Square neckline
- Smocked shoulder straps
- Stretchy smocked back, zipper and hook-eye closure
- Fitted crop hem
- Runs true to size
Shop The Matching Skirt: Classy Cutie Poplin Bubble Mini Skirt
Style Number/Barcode: 06003-000001
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: L
Product Badge:- Part of a Set
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Dazzle Endeavor Glitter Mesh Bolero
If you have an endeavor to dazzle, then layer on this glitter mesh bolero for the perfect shimmer! The bolero features a sheer design, fitted long sleeves, an open front, and an ultra-cropped hem. Complete the look with the matching dress for a holiday party!
Shop Matching Dress: Dazzle Endeavor Glitter Mesh Mini Dress
Fit & Features
- Fitted long sleeves
- Open front
- Ultra-cropped hem
- Sheer glitter mesh fabric
- Runs true to size
Style Number/Barcode: 06202-0420
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Unparalleled Chic Rhinestone Trim Mini Dress
Showcase an unparalleled chic style in this stunning mini dress! It features a strapless straight-across neckline, shimmering rhinestone-embellished trims at the bust and mini-length hem, and a bodycon silhouette to put your gorgeous curves on display. The crepe fabric offers a moderate stretch. Complete your party outfit with the matching cropped blazer and metallic heels.
Shop Matching Jacket: Unparalleled Chic Rhinestone Trim Cropped Blazer
Fit & Features
- Strapless straight-across neckline
- Rhinestone-embellished bust and hem trims
- Back zipper, hook and eye closure
- Mini-length hem
- Bodycon silhouette
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05103-5203
Category Name: Matching Sets
Price: $5.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Dazzle Endeavor Glitter Mesh Mini Dress
If you have an endeavor to dazzle, wear this glitter mesh dress for the perfect shimmer! The mini dress features a sleeveless square neckline, spaghetti straps, and a flattering bodycon silhouette. Complete the look with the matching bolero for a holiday party!
Shop Matching Bolero: Dazzle Endeavor Glitter Mesh Bolero
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Bodycon silhouette
- Mini-length hem
- Glitter mesh fabric
- Runs true to size
Style Number/Barcode: 05103-5173
Category Name: Matching Sets
Price: $9.97 $33.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Unparalleled Chic Rhinestone Trim Cropped Blazer
Showcase an unparalleled chic style in this stunning cropped blazer! It features a lapel collar, long fitted sleeves, a button-front closure, shimmering rhinestone-embellished trims at the hems, and a fitted, cropped hem. The crepe fabric offers a moderate stretch. Complete your party outfit with the matching mini dress and metallic heels.
Shop Matching Dress: Unparalleled Chic Rhinestone Trim Mini Dress
Fit & Features
- Lapel collar
- Long fitted sleeves
- Single button-front closure
- Rhinestone-embellished trims
- Fitted cropped hem
- Crepe fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0423
Category Name: Matching Sets
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Total Vibe Sheer Lace Flared Sleeve Bolero
Make your next going-out look a total vibe with this sultry sheer lace bolero! It features long fitted sleeves with flared-out hems, an ultra-cropped fit, and is composed of a textured sheer lace fabric. Style with the matching tube top for a seamless trendy look.
Shop Matching Top: Total Vibe Sheer Lace Tube Top
Fit & Features
- Long fitted sleeves, flared hems
- Ultra-cropped hem
- Textured sheer lace fabric
- Plenty of stretch
- Runs true to size
Style Number/Barcode: 06202-0443
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale