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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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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Miss Jetsetter Halter Tie-Back Print Crop Top
Whether you're jet-setting to your next adventure, meeting friends for brunch, or creating the perfect vacation look, this dual tie-back printed crop top is essential for looking cute on the go! Shop the matching skirt to complete the look.
Shop Matching Bottoms: Miss Jetsetter High-Rise Print Mini Skort
Fit & Features
- Printed design, cotton fabric, bust knit lining
- Halter V-neckline
- Dual tie-back details
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06003-000022
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: In Stock
Available Color: NATURAL
Available Size: M, L
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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Perfect Symphony Floral Maxi Skirt
This floral maxi skirt brings perfect tropical vibes to your weekend plans or vacation! Pair with the matching top to complete the look.
Shop Matching Top: Perfect Symphony Floral Tube Top
Fit & Features
- Floral print, chiffon fabric, stretchy knit lining
- High-rise waist
- Curve-hugging silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000043
Category Name: Matching Sets
Price: $36.90
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
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Weekend Loading High-Rise Fleece Shorts
Get ready for chill vibes in these cozy shorts! They feature a flattering elasticized high-rise waist, front pockets for keeping your hands warm, and a short-length hem with a warm fleece lining. Complete the look with the trendy matching sweatshirt for lounging or running errands!
Shop Matching Jacket: Weekend Loading Half Zip Fleece Crop Sweatshirt
Fit & Features
- High-rise elasticized waist
- Front pockets
- Short-length hem
- Knit fabric, soft fleece lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06503-1118
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- High-rise elasticized waist
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Weekend Loading Half Zip Fleece Crop Sweatshirt
Get ready for chill vibes in this cozy crop sweatshirt! It features cozy long sleeves with elasticized cuffs, a mock neckline with a half zip closure, an elasticized cropped hem, and a warm fleece lining. Complete the look with the trendy matching shorts for lounging or running errands!
Shop Matching Bottoms: Weekend Loading High-Rise Fleece Shorts
Fit & Features
- Long sleeves, elasticized cuffs
- Mock neckline, half zip closure
- Elasticized cropped hem
- Knit fabric, soft fleece lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06002-1762
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Paint The Town Plaid Flannel Shacket
Paint the town in this plaid flannel shacket essential for chilly days and looking trendy! The shacket features long sleeves with snap-button cuffs, a collar neckline, snap-button down closures, flap pockets, and a relaxed silhouette. Style with the matching skirt for the perf complete look!
Shop Matching Bottoms: Forever In Plaid Woven Skirt
Fit & Features
- Long sleeves, snap-button closures
- Collar neckline
- Snap-button down closures
- Flap pockets
- Relaxed silhouette
- Plaid print, soft flannel woven fabric
- Runs true to size
Style Number/Barcode: 06204-1680
Category Name: Matching Sets
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Summer Mode Cotton Bra Top
Activate summer mode with this lightweight cotton bra top featuring a sleeveless V-neckline, adjustable spaghetti straps, and a fitted ultra-cropped hem. Style with the matching button-down top and high-rise shorts for an effortlessly chic look.
Shop Matching Set: Summer Mode Button-Down Cotton Top, Summer Mode High-Rise Cotton Shorts
Fit & Features
- Textured cotton fabric
- Sleeveless V-neckline, surplice design
- Adjustable spaghetti straps
- Stretchy smocked back
- Fitted ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06003-000082
Category Name: Matching Sets
Price: $22.90
Availability: In Stock
Available Color: CHARTREUSE
Available Size: S, M, L
Product Badge:- Part of a Set
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Double Take Worthy Satin Applique Corset Top
A satin corset top worthy of double takes! It features a sweetheart neckline with applique trim, adjustable spaghetti straps, and underwire bust for support. The flexible boning helps to flaunt your figure while the curved cropped hem showcases a unique applique trim. Style with the matching mini skirt to complete the look for a date or birthday dinner!
Shop Matching Bottoms: Double Take Worthy Satin Applique Mini Skirt
Fit & Features
- Sleeveless sweetheart neckline, applique trim
- Adjustable spaghetti straps, back zipper closure
- Underwire bust, flexible boning
- Applique trim, curved cropped hem
- Lined satin fabric
- Runs true to size
Style Number/Barcode: 06003-2239
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- Sleeveless sweetheart neckline, applique trim
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Sparkle All The Way Glitter Mini Skirt
Sparkle all the way to the party in this glitter mini skirt that radiates shine! The mini skirt features a high-rise waist, a bodycon silhouette, and a wrap-front hem. The glitzy glitter knit fabric offers a moderate stretch. Style with the matching crop top to complete the look!
Shop Matching Nude Top: Sparkle All The Way Glitter Crop Top
Shop Matching Black Top: Dose Of Glitter Crop Top
Fit & Features
- High-rise waist
- Bodycon silhouette
- Wrap-front mini-length hem
- Glitter knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0891
Category Name: Matching Sets
Price: $5.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
- High-rise waist
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Sparkle All The Way Glitter Crop Top
Sparkle all the way to the party in this glitter crop top that radiates shine! The crop top features a modern cowl neckline adorned with bungee spaghetti straps and a fitted hem. The glitzy glitter knit fabric offers a moderate stretch. Style with the matching mini skirt to complete the look!
Shop Matching Skirt: Sparkle All The Way Glitter Mini Skirt
Fit & Features
- Sleeveless cowl neckline
- Bungee spaghetti straps
- Cropped fitted hem
- Glitter knit fabric, bust knit lining, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4976
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Fantasy Girl Metallic Bandage Corset Top
Look like a fantasy come true in this metallic bandage corset top! This stylish, strapless sweetheart neckline top is designed with flexible boning inserts, non-slip grip lining, and a back zipper and hook-eye closure for a secure fit. The cropped hem and metallic bandage seamless knit fabric make it the perfect top to stand out from the crowd! Style with the matching bottoms.
Shop Matching Bottoms: Fantasy Girl Metallic Bandage Mini Skirt
Fit & Features
- Strapless sweetheart neckline, non-slip grip lining
- Back zipper and hook-eye closure
- Flexible boning inserts
- Cropped hem
- Metallic bandage seamless knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06005-1818
Category Name: Matching Sets
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fantasy Girl Metallic Bandage Mini Skirt
Look like a fantasy come true in this metallic bandage mini skirt! This stylish, high-rise skirt is designed with a sexy bodycon silhouette and a mini-length hem on metallic bandage seamless knit fabric making it the perfect skirt to stand out from the crowd! Style with the matching top.
Shop Matching Top: Fantasy Girl Metallic Bandage Corset Top
Fit & Features
- Strapless sweetheart neckline, non-slip grip lining
- Back zipper and hook-eye closure
- Flexible boning inserts
- Cropped hem
- Metallic bandage seamless knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0946
Category Name: Matching Sets
Price: $6.97 $37.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cutest Style Pearl Embellished Sweater Topper
Show off the cutest style with this adorable sweater topper! It features a turtleneck with a fold-over design, long loose sleeves with tapered hems, chic faux pearl embellishments at the top of the sleeves, an ultra-cropped hem, and is composed of a comfy ribbed sweater knit fabric. Style with the matching sweater knit tank top and a pair of faux leather leggings!
Shop Matching Top: Cutest Style Sweater Knit Tank Top
Fit & Features
- Fold-over turtleneck
- Long loose sleeves, tapered hems
- Faux pearl embellishments
- Ultra-cropped hem
- Ribbed sweater knit fabric
- Runs true to size
Style Number/Barcode: 06005-1909
Category Name: Matching Sets
Price: $3.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sealed With A Kiss Bandage Midi Skirt
With this bandage midi skirt, you'll be catching kisses left and right! The skirt features a high-rise waist, a bodycon silhouette, and a flirty ruffled midi-length hem on seamless bandage knit fabric designed to fit like a glove. Complete the look with the matching top
Shop Matching Top: Sealed With A Kiss Bandage Crop Top
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Bodycon silhouette
- Ruffled midi-length hem
- Bandage seamless knit fabric
- Minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0901
Category Name: Matching Sets
Price: $5.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale