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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Trendy Match Sleeveless Denim Crop Top
You and this denim crop top will be a trendy match! This denim top features a flattering square neckline, spaghetti straps, and a fitted crop hem that flaunts your figure. Complete the look with the matching skirt.
Shop Matching Bottoms: Trendy Match High Rise Slit Denim Maxi Skirt
Fit & Features
- Dark wash denim fabric, slight stretch
- Square neckline
- Spaghetti straps
- Cropped hem
- Runs true to size
Style Number/Barcode: 06003-2498
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Studded And Snatched Denim Crop Top
Western goes rockstar in this denim halter top. The zip-up front and studded trim bring all the attitude—pair it with the matching denim jeans for max impact.
Shop The Matching Jeans: Studded and Snatched Straight Leg Denim Jeans
Fit & Features
- Denim fabric, vintage-inspired color fading, slight stretch
- Halter V-neckline, studded trim, elasticized strap
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06003-000105
Category Name: Matching Sets
Price: $34.90
Availability: In Stock
Available Color: BLACK, DENIM
Available Size: S, M, L
Product Badge:- Part of a Set
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Festive Fun High-Rise Striped Palazzo Pants
Weekend activities just got a little cuter in these striped palazzo pants perfect for vacations or going to a summer fair! The high-rise elasticized waistband and pleating create a comfortable and flattering fit, while the wide-leg flowy silhouette and striped print bring a stylish touch. Complete the look with the matching top
Shop The Matching Top: Festive Fun Strapless Striped Bandeau Crop Top
Fit & Features
- Striped print, woven fabric
- High-rise elasticized waistband with pleating
- Wide-leg flowy silhouette
- Runs true to size
Style Number/Barcode: 06402-1424
Category Name: Matching Sets
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Festive Fun Strapless Striped Bandeau Crop Top
Weekend activities just got a little cuter in this striped bandeau crop top perfect for vacations or going to a summer fair! The strapless sweetheart neckline and tie front bust create a comfortable and flattering fit, while the ultra-cropped hem and striped print bring a stylish touch. Complete the look with the matching bottoms.
Shop The Matching Bottoms: Festive Fun High-Rise Striped Palazzo Pants
Fit & Features
- Striped print, woven lined fabric
- Strapless sweetheart neckline
- Stretchy smocked back
- Tie front bust design
- Padded bra cups
- Ultra-cropped length
- Runs true to size
Style Number/Barcode: 06003-2561
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sophisticated Posh Zip Up Tweed Plaid Shacket
A tweed plaid shacket perfect for adding a touch of sophistication and posh for afternoon tea or a dressy brunch! This chic jacket features long button cuff sleeves so you can style the sleeves and a flattering collar neckline. The zip-up closure and flap pockets add practicality to the statement tweed plaid woven fabric. Complete the look with the matching bottoms and a cute mini purse!
Shop Matching Bottoms: Sophisticated Posh Zip Up Tweed Plaid Skort
Fit & Features
- Tweed plaid woven fabric
- Flap pockets
- Front zip-up
- Buttoned cuffs
- Cropped hem
- Runs true to size
Style Number/Barcode: 06204-1699
Category Name: Matching Sets
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Two Cute Lace-Up Floral Crop Top
Look darling in this floral crop top all summer long! The ultra-stretchy brushed knit fabric showcases an adorable dainty floral print for the prettiest vibe. The short puff sleeves and square neckline add a touch of femininity, while the open lace-up back adds a hint of allure. The cropped hem is perfect for showing off your figure. Complete the look with the matching mini skirt.
Shop Matching Bottoms: Two Cute High Rise Floral Mini Skirt
Fit & Features
- Floral print
- Stretchy brushed knit fabric
- Short puff sleeves with elastic cinched hems
- Square neckline
- Open lace-up back
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06001-5280
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Romance For Two Sleeveless Crop Top
You'll be sure to fall in love with this crop top for a dreamy summer wardrobe! With its square neckline, adjustable spaghetti straps, and crop hem, you'll feel effortlessly elegant. Complete the look with the matching bottoms.
Shop Matching Bottoms: Romance For Two High Rise Slit Maxi Skirt
Fit & Features
- Gauze woven fabric, partially woven lining
- Adjustable spaghetti straps
- Square neckline
- Cropped length
- Runs true to size
Style Number/Barcode: 06003-2420
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid About You Vest Top
A little preppy, a little flirty—this plaid vest top does both. Perfect for dressing up or keeping it casual, it’s your go-to for effortless styling.
Shop Matching Bottoms: Plaid About You Mini Skort
Fit & Features
- Woven fabric with knit lining, moderate stretch
- Plaid print
- Sleeveless scoop neckline
- Tank shoulder straps
- Button-down front
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06202-000048
Category Name: Matching Sets
Price: $34.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- Part of a Set
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Set For Compliments High-Rise Bandage Mini Skirt
You'll be set to receive compliments in this high-rise mini skirt! Perfect for vacation or a chic night out, this skirt features a flattering high-rise waist and bodycon silhouette on bandage knit fabric designed to fit like a glove. Complete the look with the matching top.
Shop The Matching Top: Set For Compliments Sleeveless Bandage Crop Top
Fit & Features
- Bandage knit fabric, moderate stretch
- High-rise waist
- Bodycon silhouette
- Runs true to size
Style Number/Barcode: 06501-1003
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Vacay Queen Tropical Floral Mesh Maxi Skirt
Slay your next vacay in this gorg tropical floral mesh maxi skirt with a mini-length lining and a high-cut side slit. Style with the matching crop top for a sultry vibe!
Shop Matching Top: Vacay Queen Tropical Floral Mesh Tie-Front Top
Fit & Features
- Sheer mesh fabric with mini-length knit lining, high stretch
- Large tropical floral print
- Mid-rise waist
- Hip-hugging fit
- High side slit
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000030
Category Name: Matching Sets
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Golden Hour Tie-Front Linen Vest
Perfect for every day, you'll love the minimal vibes of this linen vest! The sleeveless lapel collar and tie-front closure add a modern aesthetic to any outfit, while the cropped hem finishes the chic look. Style with the matching pants.
Shop Matching Bottoms: Golden Hour High-Rise Cargo Wide-Leg Linen Pants
Fit & Features
- Linen blend fabric, no stretch
- Lapel collar neckline
- Tie-front closure
- Cropped hem
- Runs true to size
Style Number/Barcode: 06204-1724
Category Name: Matching Sets
Price: $14.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Flirty Fun V-Neck Tie Striped Knit Crop Top
Give your vacay style a dynamic upgrade in this flirty knit crop top perfect for a getaway or weekend fun! The top boasts a sultry V-neckline, dual tie-back design, and an ultra-cropped hem on pointelle knit fabric showcasing a trendy striped pattern. Complete the look with the matching skirt.
Shop Matching Skirt: Flirty Fun High Rise Striped Knit Midi Skirt
Fit & Features
- Pointelle knit fabric, striped pattern
- V-Neck
- Dual tie-back design
- Ultra-cropped length hem
- Runs true to size
Style Number/Barcode: 06005-1970
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid About You Mini Skort
A little preppy, a little flirty—this plaid mini skort does both. Perfect for dressing up or keeping it casual, it’s your go-to for effortless styling.
Shop Matching Top: Plaid About You Vest Top
Fit & Features
- Woven fabric, moderate stretch
- Plaid print
- Mid-rise waist, mini bow detail
- Side zipper with hook-eye closure
- Mini-length overlay, fitted silhouette
- Hidden knit fitted shorts
- Runs true to size
Style Number/Barcode: 06503-000128
Category Name: Matching Sets
Price: $34.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- Part of a Set
- Woven fabric, moderate stretch
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Island Sun Tropical Tie Front Crop Top
The perfect tropical crop top to enjoy the island sun on vacation! Featuring a V-neckline, adjustable spaghetti straps, and a trendy tie-front design, this top is perfect for warm weather while the cropped hem and tropical print add a touch of flirty fun! Complete the look with the matching bottoms.
Shop Matching Bottoms: Island Sun Tropical High Rise Palazzo Pants
Fit & Features
- Tropical print, knit fabric
- Adjustable spaghetti straps
- V-neckline
- Tie front design
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-5160
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Flirt Flutter-Sleeve Ditsy Floral Tie-Front Top
Sweet and flirty, this flutter-sleeve floral tie-front top will capture the soft girl trend! The lightweight knit fabric is detailed with an adorable ditsy floral print for the cutest vibes. The top features a V-neckline with a tie-front design, short flutter sleeves for a feminine touch, and a cropped hem with a relaxed fit. Style with the matching mini skirt for a day date!
Shop Matching Bottoms: Sweet Flirt High Waist Ditsy Floral Ruched Mini Skirt
Fit & Features
- Ditsy floral printed knit fabric, moderate stretch
- V-neckline with tie-front design
- Short flutter sleeves
- Cropped hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06202-0464
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Let It Shine Sequin Sleeveless Crop Top
Let your sparkling personality shine in this sequin sleeveless crop top boasting a sleeveless square neckline, adjustable spaghetti straps, and a cropped hem with a form-hugging fit. Perfect for celebrations, complete the look with the matching midi skirt.
Shop Matching Bottoms: Let It Shine Sequin High Slit Midi Skirt
Fit & Features
- Sequin embellished pattern, sheer mesh fabric, sewn-in knit lining
- Square neckline
- Adjustable spaghetti straps
- Back zipper and hook-eye closure
- Cropped length
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06003-2463
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Golden Hour High-Rise Cargo Wide-Leg Linen Pants
Stroll in these linen wide-leg pants during golden hour on vacation or a weekend by the beach! Designed with a high-rise elasticized waistband and linen fabric, these pants are perfect for all-day wear along with convenient cargo flap pockets and a wide-leg silhouette, you'll feel effortlessly chic and ready for anything. Complete the look with the matching vest and sandals.
Shop Matching Vest: Golden Hour Tie-Front Linen Vest
Fit & Features
- Linen fabric lined with stretchy knit
- High-rise elasticized waistband
- Cargo flap pockets
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06302-0810
Category Name: Matching Sets
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Easily Beloved High-Rise Floral Tapestry Mini Skirt
Your aesthetic will be beloved in this floral tapestry mini skirt! This skirt features a high-rise waist and a form-hugging fit that flatters your curves. The mini-length hem adds a flirty touch to the floral tapestry woven embroidered fabric. Complete the look with the matching top.
Shop Matching Top: Easily Beloved Satin Lace-Up Floral Corset Top
Fit & Features
- Floral tapestry woven fabric, stretchy knit lining
- High-rise waist
- Form-hugging
- Back zipper and hook-eye closure
- Runs true to size
Style Number/Barcode: 06401-0677
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Tropical Day Dream High-Rise Wide Leg Pants
Look like a tropical day dream in these high-rise pants while on vacation! The elasticized waistband ensures a comfortable fit, while the wide-leg silhouette and vibrant tropical print add a touch of paradise to your outfit. Complete the look with the matching top and skirt.
Shop Matching Top: Tropical Day Dream Tie-Front Crop Top
Shop Matching Skirt: Tropical Day Dream High-Rise Wrap Mini SkirtFit & Features
- Tropical print, stretchy knit fabric
- High-rise elasticized waistband
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06502-2469
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Trendy Treasure Linen Wide-Leg Pants
Everyone will be asking where you found these trendy linen wide-leg pants! You'll love the high-rise waist offering a flattering fit, while the wide-leg silhouette gives off that effortlessly chic vibe. The waist is accented with pleating, dual front pockets, and a back zipper closure for a secure fit. Complete the look with the matching corset top!
Shop Matching Top: Trendy Treasure Strapless Linen Corset Top
Fit & Features
- Linen-blend woven fabric, stretchy knit lining
- High waist
- Wide-leg silhouette
- Pleating, back zipper and hook-eye closure
- Dual front pockets
- Back zipper
- Runs true to size
Style Number/Barcode: 06302-0814
Category Name: Matching Sets
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Blooming Allure Floral Mesh High-Slit Maxi Skirt
Giving goddess vibes with a flirty twist. This floral mesh maxi skirt brings all the drama with its flowy fit and daring high-cut side slit.
Shop Matching Top: Blooming Allure Floral Mesh Cutout Tube Top
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Large floral print
- High-rise fitted waist
- High-cut side slit
- Maxi-length hem, flowy silhouette
- Flowy silhouette
- Runs true to size
Style Number/Barcode: 06501-000066
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: MULTI
Available Size: XS, S, M, L
Product Badge:- Part of a Set
- Sheer mesh fabric with knit lining, high stretch
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Let It Shine Sequin High Slit Midi Skirt
Let your sparkling personality shine in this sequin high slit midi skirt boasting a high-rise waist, a high-cut side slit to showcase some skin, and a bodycon silhouette. Perfect for celebrations, complete the look with the matching crop top.
Shop Matching Top: Let It Shine Sequin Sleeveless Crop Top
Fit & Features
- Sequin embellished pattern, sheer mesh fabric, knit lining
- High waist
- Back zipper hook-eye closure
- High side slit
- Bodycon fit
- Runs true to size
Style Number/Barcode: 06401-0660
Category Name: Matching Sets
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Light Sleeveless Linen Corset Top
Keep it light and effortless in this linen corset top for a day spent under the sun! With a sleeveless V-wired neckline and tank straps, this top offers a flattering fit. The cropped hem flaunt your figure, while the linen fabric elevates the look. Style with the matching bottoms.
Shop Matching Bottoms: Keep It Light High Rise Linen Palazzo Pants
Fit & Features
- Linen woven fabric, no stretch
- Tank straps
- Cropped hem
- Multiple back hook and eye fasteners
- Runs true to size
Style Number/Barcode: 06003-2359
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Glittery Vibes Ruched Spaghetti Strap Crop Top
Bring on the glittery vibes for your next girl's night in this ruched crop top! Designed with a glitzy glitter knit fabric, this crop top is glam perfection. It features a sleeveless scoop neckline with ruching for an alluring detail, built-in padded cups so you don't need to wear a bra, spaghetti straps, and an ultra-cropped hem with a form-hugging fit for a sultry slay. Complete your going-out look with the matching maxi skirt and clear heels!
Shop Matching Bottoms: Glittery Vibes High Slit Maxi Skirt
Fit & Features
- Textured glitter knit fabric, front lining
- Plenty of stretch
- Sleeveless scoop neckline with ruching
- Padded bust
- Spaghetti straps
- Ultra-cropped hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5023
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale