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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Major Baddie Strapless Cutout Woven Crop Top
Let this cutout crop top show off what a major baddie you are! Designed with a structured woven fabric, this crop top features a strapless sweetheart neckline with a center V-wired design to accentuate your bust, and asymmetric seams leading to small side cutouts for a hint of skin. The cropped hem and form-hugging fit will give you that snatched silhouette. Style with the matching maxi skirt and sleek stiletto heels!
Shop Matching Bottoms: Major Baddie High Waist Belted Woven Maxi Skirt
Fit & Features
- Non-stretch woven fabric with lining
- Strapless sweetheart neckline with V-wired design, no-slip strip
- Asymmetric seams and side cutouts
- Back zipper with hook and eye closure
- Cropped hem
- Fitted
- Runs true to size
Style Number/Barcode: 06003-2449
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Escape Floral Tie Front Top
Giving off total romantic vibes, this floral top is flirty without trying too hard. With lace trim, long sleeves, and a tie-front detail, it’s the perfect blend of dreamy and effortless.
Fit & Features
- Floral print, mesh fabric, bust knit lining
- Long sleeves
- Lace trim tie-front design
- Ruffled trim, crop hem
- Runs true to size
Style Number/Barcode: 06202-000044
Category Name: Matching Sets
Price: $34.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M
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Forever Muse Abstract Satin Bandeau Crop Top
Indulge in high-end artsy style in this satin bandeau crop top you need for vacay! The satin fabric and abstract print make a statement, while the non-slip grip lining and padded bra cups ensure a secure fit, and an ultra-cropped hem and stretchy smocked back offer a flattering look. Pair with the matching bottoms and sunglasses for a chic style!
Shop Matching Bottoms: Forever Muse Abstract Satin Wide-Leg Pants
Fit & Features
- Abstract print, satin woven fabric
- Padded bra cups
- Smocked back
- Halter tie straps
- Runs true to size
Style Number/Barcode: 06003-2256
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Forever Muse Abstract Satin Wide-Leg Pants
Indulge in high-end artsy style in these satin wide-leg pants you need for vacay! The satin fabric and abstract print make a statement, while the flattering high waist and wide-leg silhouette offer a breezy look. Pair with the matching top and sunglasses for a chic style!
Shop Matching Top: Forever Muse Abstract Satin Bandeau Crop Top
Fit & Features
- Abstract print, non-stretch satin woven fabric
- High elasticized waist
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06402-1359
Category Name: Matching Sets
Price: $9.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sultry Snake Print Faux Leather Midi Skirt
Showcase your sultry side in this figure-flaunting faux leather midi skirt! Designed with a sleek embossed snake print on the faux leather fabric, this skirt brings the chic allure. The mid-length skirt features a high waist with a back zipper closure, a high-cut back slit accent for a sexy detail, and a form-hugging fit to create that snatched silhouette. Complete your going-out look with the matching bustier and a pair of strappy stilettos!
Shop Matching Top: Sultry Snake Print Faux Leather Bustier Top
Fit & Features
- Embossed snake print faux leather fabric, minimal stretch
- High waist
- Form-hugging fit
- Back zipper with hook and eye closure
- High-cut back slit
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06501-0962
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Floral Dates Velvet Mini Skirt
Reserve a seat at a chic restaurant wearing this floral velvet mini skirt! Made of luxurious flocked floral velvet-lined fabric, it features a high-rise waist a back zipper, and hook and eye closures for a secure fit. With a flattering bodycon silhouette and sassy short-length hem, you'll feel like a vision in this dreamy piece! Style with the matching top.
Shop Matching Top: Floral Dates Velvet Strapless Bustier
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Bodycon silhouette
- Mini-length hem
- Flocked floral velvet fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 06501-0947
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- High-rise waist
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Preppy Beauty Tweed Faux Pearl Button Plaid Blazer
Envoke posh confidence in this preppy tweed plaid blazer perfect for looking stylish around the office or out with the girls! Crafted with a chic plaid tweed woven fabric, this blazer is designed with classic details like a lapel collar neckline and shoulder pads for a structured look. The faux pearl double-breasted button closures add a touch of beauty, while the front flap pockets keep your hands warm. Complete the look with the matching skort.
Shop Matching Bottoms: Preppy Beauty Tweed Faux Pearl Button Plaid Skort
Fit & Features
- Tweed plaid fabric lined with woven fabric
- Lapel collar neckline
- Long sleeves with shoulder pad inserts
- Faux pearl double-breasted button closures
- Front flap pockets
- Runs true to size
Style Number/Barcode: 06204-1703
Category Name: Matching Sets
Price: $9.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy Beauty Tweed Faux Pearl Button Plaid Skort
Envoke posh confidence in this preppy tweed plaid skort perfect for looking stylish around the office or out with the girls! Crafted with a chic plaid tweed woven fabric, this mini skort is designed with a high waist and an asymmetric front skirt overlay. Complete the look with the matching blazer.
Shop Matching Blazer: Preppy Beauty Tweed Faux Pearl Button Plaid Blazer
Fit & Features
- Tweed plaid fabric lined with woven fabric
- High waisted
- Front skirt overlay
- Bodycon fit, mini-length
- Runs true to size
Style Number/Barcode: 06403-0370
Category Name: Matching Sets
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Stroll The Garden Mesh Floral Maxi Skirt
Stroll the garden in this mesh floral maxi skirt for an ethereal allure this season! It features a flattering high-rise waist, a form-hugging silhouette, and a center back slit for movement along the maxi-length hem. Complete the look with the matching bustier for a day date or party!
Shop Matching Top: Stroll The Garden Mesh Floral Bustier
Fit & Features
- High-rise waist
- Form-hugging silhouette
- Center back slit
- Maxi-length hem
- Floral garden print, mesh fabric, stretchy knit lining
- Runs true to size
Style Number/Barcode: 06501-0953
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Stroll The Garden Mesh Floral Bustier
Stroll the garden in this mesh floral bustier for an ethereal allure this season! It features a strapless neckline, a bustier-style bodice with flexible boning inserts to provide structure, and a fitted mid-length hem. Complete the look with the matching maxi skirt for a day date or party!
Shop Matching Bottoms: Stroll The Garden Mesh Floral Maxi Skirt
Fit & Features
- Strapless neckline
- Bustier-style bodice
- Flexible boning, back zipper, hook and eye closure
- Fitted mid-length hem
- Floral garden print, lined mesh fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-5063
Category Name: Matching Sets
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Strapless neckline
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Elevated Allure Rose Burnout Mesh Crop Top
Bring the elevated allure to your next date night in this rose burnout mesh crop top. It features a sleeveless sweetheart neckline with a built-in padded bust, tie-front details with a sultry partial open-front design, adjustable spaghetti straps, and a cropped hem. The sheer mesh fabric features a romantic rose print velvet burnout pattern for a chic vibe. Complete your look with the matching midi skirt and stiletto heels!
Shop Matching Bottoms: Elevated Allure Rose Burnout Mesh Midi Skirt
Fit & Features
- Sleeveless sweetheart neckline, padded bust
- Tie-front details, partial open-front design
- Adjustable spaghetti straps
- Cropped hem
- Rose print velvet burnout pattern
- Sheer mesh fabric, partial knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-5026
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sweet Escape Floral Slit Maxi Skirt
Giving off total romantic vibes, this floral maxi skirt is flirty without trying too hard. With a high-rise waist, curve-hugging fit, and a high side slit detail, it’s the perfect blend of dreamy and effortless.
Fit & Features
- Floral print, mesh-lined fabric
- High-rise waist
- Curve-hugging silhouette
- High side slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000065
Category Name: Matching Sets
Price: $34.90
Availability: In Stock
Available Color: BLACK-2
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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On Point Cutie Wide-Leg Fleece Sweatpants
Keep your off-duty look on point in these cozy fleece sweatpants to lounge or run errands! Combining comfort and style, these sweatpants are crafted from a stretchy cotton fabric with fleece lining for extra warmth. The high-rise elasticized waist offers the perfect fit and side pockets for keeping your hands warm while the wide-leg silhouette offers a flattering look. Pair with the matching hoodie and your favorite sneakers.
Shop Matching Hoodie: On Point Cutie Zip Up Crop Fleece Hoodie
Fit & Features
- Stretchy cotton fabric lined with fleece
- Elasticized high-rise waist
- Side pockets
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06502-2461
Category Name: Matching Sets
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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On Point Cutie Zip Up Crop Fleece Hoodie
Keep your off-duty look on point in this cozy fleece hoodie to lounge or run errands! Combining comfort and style, this zip up hoodie is crafted from a stretchy cotton-blend fabric with fleece lining for extra warmth. The cozy long sleeves and hoodie neckline keep you covered while the elasticized smocked cropped hem cinches your figure and keeps your style on-trend. Pair with the matching sweatpants and your favorite sneakers.
Shop Matching Bottoms: On Point Cutie Wide-Leg Fleece Sweatpants
Fit & Features
- Stretchy cotton-blend fabric lined with fleece
- Front zip-up closure
- Hoodie neckline
- Cropped hem
- Runs true to size
Style Number/Barcode: 06202-0449
Category Name: Matching Sets
Price: $18.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy And Divine Lace Mini Skirt
Envoke a dreamy and divine allure in this lace mini skirt made to be seen on you! It features a flattering high-rise waist and bodycon silhouette with a lace trim mini-length hem for added charm. Complete the look with the matching top for a dressy night out!
Shop Matching Top: Dreamy And Divine Lace Long Sleeve Bustier
Fit & Features
- High-rise waist
- Bodycon silhouette
- Lace trim mini-length hem
- Lace fabric, sewn-in nude knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0954
Category Name: Matching Sets
Price: $5.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Dreamy And Divine Lace Long Sleeve Bustier
Envoke a dreamy and divine allure in this lace bustier made to be seen on you! It features fitted long sleeves, a sweetheart neckline with spaghetti straps, a molded bust, and a fitted lace trim hem for added charm. Complete the look with the matching skirt for a dressy night out!
Shop Matching Bottoms: Dreamy And Divine Lace Mini Skirt
Fit & Features
- Fitted long sleeves
- Sweetheart neckline, adjustable spaghetti straps
- Molded bust, back zipper and hook-eye closure
- Fitted lace trim hem
- Lace fabric, sewn-in nude knit lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-5064
Category Name: Matching Sets
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Fitted long sleeves
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Romantic Ways Rose Lace-Up Mesh Bustier
Indulge in the romantic charm of this rose print bustier! The square neckline and adjustable mesh straps add allure, and the flexible boning provides a snatched look. It features a lace-up back design and cropped hem to create a stunning silhouette, complemented by the delicate rose print on mesh fabric. Style with the matching mini skirt to complete the look.
Shop Matching Bottoms: Romantic Ways Rose Mesh Mini Skirt
Fit & Features
- Sleeveless square neckline
- Adjustable straps, flexible boning
- Lace-up back design
- Fitted cropped hem
- Rose print
- Mesh fabric, sewn-in knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06001-4971
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Magnetic Force Metallic Faux Leather Mini Skirt
You'll be a magnetic force in this metallic faux leather mini skirt causing everyone to be drawn to you! It features a high-rise waist, a back zipper closure, a mini-length hem, and a form-hugging fit. The metallic foiled faux leather fabric includes a knit lining and has minimal stretch. Create an eye-catching look with the matching corset top!
Shop Matching Top: Magnetic Force Strapless Metallic Faux Leather Corset
Fit & Features
- High-rise waist, dual front vertical seams
- Back zipper, hook and eye closure
- Mini-length hem
- Form-hugging fit
- Metallic foiled faux leather fabric, full-length knit lining
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0880
Category Name: Matching Sets
Price: $5.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Laid-Back Chic High Waist Shorts
Give off a laid-back chic look for your weekend plans in these cute high waist shorts! Designed from a cozy ribbed sweater knit fabric, they feature a high-rise banded waist, a short-length hem, and a form-hugging fit. Style with the matching cropped sweater for the perf lounge vibe!
Shop Matching Top: Laid-Back Chic Collared Cropped Sweater
Fit & Features
- High-rise banded waist
- Short-length hem
- Form-hugging fit
- Ribbed sweater knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-1114
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Laid-Back Chic Collared Cropped Sweater
Give off a laid-back chic look for your weekend plans in this cute cropped sweater! Designed from a cozy ribbed sweater knit fabric, it features a fold-over collared neckline, a partial zip-front design, slouchy long sleeves with tapered hems, and a cropped hem. Style with the matching shorts for the perf lounge vibe!
Shop Matching Bottoms: Laid-Back Chic High Waist Shorts
Fit & Features
- Fold-over collared neckline
- Partial zip-front
- Slouchy long sleeves, tapered hems
- Cropped hem
- Ribbed sweater knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1925
Category Name: Matching Sets
Price: $15.97 $40.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Fold-over collared neckline
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Elevated Allure Rose Burnout Mesh Midi Skirt
Bring the elevated allure to your next date night in this rose burnout mesh midi skirt. It features a high-rise waist, a mid-length asymmetric hem with a sultry thigh-high side slit, and a form-hugging silhouette to flaunt your figure. The sheer mesh fabric features a romantic rose print burnout pattern for a chic vibe. Complete your look with the matching crop top and stiletto heels!
Shop Matching Top: Elevated Allure Rose Burnout Mesh Crop Top
Fit & Features
- High-rise waist, back zipper closure
- Mid-length asymmetric hem
- Thigh-high side slit
- Form-hugging silhouette
- Rose print burnout pattern
- Sheer mesh fabric, knit lining
- Runs true to size
Style Number/Barcode: 06501-0936
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fabulous By The Second Tweed Plaid Mini Skirt
Step out looking fabulous in this tweed plaid mini skirt perfect for a posh day out in Beverly Hills! Crafted with a high-rise waist and form-hugging silhouette, this skirt exudes timeless 90s style. The tweed plaid fabric, sewn-in woven lining, and flirty front slit create a flawless finish. Complete the look with the matching blazer and loafers!
Shop Matching Long Sleeve Blazer: Fabulous By The Second Tweed Plaid Crop Blazer
Shop Matching Short Sleeve Blazer: Fabulous By The Second Short Sleeve Tweed JacketFit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Form-hugging fit
- Front slit, mini-length hem
- Tweed plaid fabric, sewn-in woven lining
- Runs true to size
Style Number/Barcode: 06401-0639
Category Name: Matching Sets
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- High-rise waist
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Kansas Dreamer Gingham Hot Shorts
Giving fairytale fantasy with a cheeky twist. These adorable costume shorts are flirty, ruffled, and perfect for costume parties or any Halloween festivities!
Shop Matching Top: Kansas Dreamer Gingham Bra Top
Fit & Features
- Gingham printed mesh-lined fabric
- Low-rise waist
- Form-hugging, ruffled silhouette
- Side bow accents
- Cheeky fit
- Runs true to size
How To Style For Spooky Season:
Pair with thigh-high stockings and lace-up heels for the sweetest look.
Style Number/Barcode: 06503-000139
Category Name: Matching Sets
Price: $32.90
Availability: Out of Stock
Product Badge:- Ships Free
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Fabulous By The Second Tweed Plaid Crop Blazer
Step out looking fabulous in this long sleeve tweed plaid crop blazer perfect for a posh day out in Beverly Hills! Crafted with a lapel collar neckline, long sleeves, and shoulder pads, this blazer exudes timeless 90s style. The tweed plaid fabric, sewn-in woven lining, and front button closure create a flawless finish. Complete the look with the matching skirt and loafers!
Shop The Matching Skirt: Fabulous By The Second Tweed Plaid Mini Skirt
Fit & Features
- Long sleeves, shoulder pads
- Lapel collar neckline
- Front button closure
- Cropped hem
- Tweed plaid fabric, sewn-in woven lining
- Runs true to size
Style Number/Barcode: 06204-1691
Category Name: Matching Sets
Price: $9.97 $52.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale