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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Bold Simplicity Crop Tank Top
No frills, no fuss—just pure silhouette. The smooth look, bodycon fit, and maxi hem give you an effortlessly pulled-together look that’s timeless yet modern. Pair with the matching skirt.
Shop The Matching Skirt: Bold Simplicity Bodycon Maxi Skirt
Fit & Features
- Double-lined slinky knit stretchy fabric
- Square neckline
- Wide shoulder straps
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06001-000284
Category Name: Matching Sets
Price: $24.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Make The Shift Linen Wide-Leg Trouser Pants
Make the shift into a breezy yet sophisticated style for the warmer season ahead! This linen-blend trouser pant features a high-rise waist, an extended tab with a button closure, belt loop accents, hidden side pockets, and a trendy wide-leg silhouette. Complete the look with the matching vest and pumps.
Shop Matching Vest: Make The Shift Linen Tie Waist Vest
Fit & Features
- High-rise waist, belt loop accents
- Extended tab, button closure
- Hidden side pockets
- Wide-leg silhouette
- Linen-blend fabric, smooth woven lining
- No stretch
- Runs true to size
Style Number/Barcode: 06302-0721
Category Name: Matching Sets
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Game Set High Rise Pleated Mini Skort
Game set and match! This mini skort is in it for the win. It features a high-rise waist a trendy pleated silhouette, and a mini-length hem on stretchy rib knit fabric. Complete the look with the matching top.
Shop Matching Top: Game Set Collar Short Sleeve Crop Top
Fit & Features
- Stretchy rib knit fabric
- High-rise waist
- Pleated silhouette
- Mini-length
- Runs true to size
Style Number/Barcode: 06503-1153
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cabo Calling Boho Tulip Pants
Answer the call! Look fab on vacay in this boho tube top featuring an eye-catching tie-front, halter neckline, a smocked back, and a cute boho-inspired print on lined woven fabric with no stretch. Complete the look in matching pants and sandals.
Shop The Matching Top: Cabo Calling Boho Tube Top
Fit & Features
- Elasticized high-rise waist
- Front tulip-cut slits
- Boho-inspired print
- Woven fabric, no stretch
- Fits true to size
Style Number/Barcode: 06302-0616
Category Name: Matching Sets
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tropical Vacay High-Rise Slit Midi Skirt
The perfect tropical floral midi skirt to look stylish on your vacay! With its high-rise waist and cheeky panty lining, this skirt offers a comfortable fit and sleek silhouette. The high front slit and eye-catching tropical floral print add a touch of boldness to your look. Pair with the matching crop top and espadrille wedges!
Shop Matching Top: Tropical Vacay Spaghetti Strap Tie-Back Crop Top
Fit & Features
- Tropical floral print
- Stretchy knit fabric, cheeky panty lining
- High-rise waist
- High front slit
- Midi-length
- Runs true to size
Style Number/Barcode: 06501-1010
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wrap Around You Crepe Crop Top
Let this crepe crop top wrap around you for an eye-catching look! The sleeveless top features a mock neck with a back keyhole cutout and button closure and a fitted hem with wrap-tie strings that let you customize the style. Complete the look with matching bottoms.
Shop Matching Bottoms: Wrap Around You Crepe Wide Leg Pants
Fit & Features
- Sleeveless mock neck
- Back keyhole cutout, button closure
- Fitted crop hem
- Wrap-toe strings
- Crepe knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4573
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flawless Floral High Rise Wide-Leg Satin Pants
You can't go wrong stepping out in this floral satin pants on a getaway or having a sunset dinner! Show off your fashion sense with these pants with a flattering high-rise waist, wide-leg detail, and a dainty floral print. Complete the look with the matching top.
Shop Matching Top: Flawless Floral Kimono Tie-Front Satin Crop Top
Fit & Features
- Dainty floral print, satin fabric, no stretch
- High-rise waist, back elastic waistband
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06402-1393
Category Name: Matching Sets
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Bold Simplicity Bodycon Maxi Skirt
No frills, no fuss—just pure silhouette. The smooth look, bodycon fit, and maxi hem give you an effortlessly pulled-together look that’s timeless yet modern. Pair with the matching top.
Shop The Matching Top: Bold Simplicity Crop Tank Top
Fit & Features
- Double-lined slinky knit stretchy fabric
- Mid-rise waist
- Side ruched seams
- Bodycon silhouette
- Maxi-length hem
- Runs true to size
Style Number/Barcode: 06501-000076
Category Name: Matching Sets
Price: $32.90
Availability: In Stock
Available Color: OLIVE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Cozy Seeker Chenille PJ Leggings
Seek out these chenille PJ leggings for ultimate cozy feels! They feature a high-rise elasticized waistband and skinny-leg design with ribbed cuffs. Complete the look with the matching top.
Shop The Matching Top: Cozy Seeker PJ Tank Top
Fit & Features
- High-rise elasticized waistband
- Skinny-leg design
- Ribbed cuffs
- Cozy and soft
- Chenille knit fabric, minimal stretch
- Fits true to size
Style Number/Barcode: 07103-0815
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Muse Watercolor Wrap-Slit Midi Skirt
Showcase your iconic style like the chic muse you are in this printed wrap-slit midi skirt! Crafted from a breezy woven fabric with a stretchy knit lining, it is detailed with a gorgeous watercolor print for a mesmerizing look. This skirt features delicate pleating, leading to the wrap-slit front design and a midi-length hem. Style with the matching crop top and espadrille wedges for a sunset dinner!
Shop Matching Top: Chic Muse Watercolor Tie-Front Crop Top
Fit & Features
- Watercolor print
- Woven fabric, stretchy knit lining
- High-rise pleated waist
- Back zipper and hook-eye closure
- Front wrap-slit design
- Midi-length
- Runs true to size
Style Number/Barcode: 06301-0186
Category Name: Matching Sets
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Prettiest Vibe Puff Sleeve Floral Woven Crop Top
Give off the prettiest vibe in this floral woven crop top perfect for the season. Designed with a lightweight woven fabric, it features a subtle rose print pattern for a sweet feminine flair. The top is shaped with a ruched sweetheart neckline with a tie-front design at the bust, short puff sleeves with adorable ruffled hems that can be worn off the shoulder, flexible boning at the bodice for added structure, and a fitted cropped hem. Style with the matching mini skort for a cute brunch look!
Shop Matching Bottoms: Prettiest Vibe High Waist Floral Woven Skort
Fit & Features
- Rose print
- Non-stretch woven fabric, knit lined bust
- Elastic sweetheart neckline, ruching, tie-front bust
- Short puff sleeves, ruffled hems
- Flexible boning, back zipper with hook and eye closure
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06003-2380
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Sweet Crush Long Sleeve Cable Knit Sweater Topper
A cable knit sweater topper features cozy fitted long sleeves, a crew neckline, and an ultra-cropped hem perfect for layering over your favorite outfits.
Shop Matching Crop Top & Skort: Sweet Crush Sweetheart Knit Crop Top, Sweet Crush High Rise Belt Knit Mini Skort
Fit & Features
- Cable knit fabric, moderate stretch
- Fitted long sleeves
- Crew neckline
- Ultra-cropped length hem
- Runs true to size
Style Number/Barcode: 06005-2031
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Shape Up High-Rise Corset Flare Denim Jeans
Shape up in these figure-flattering denim jeans for a chic snatched appearance! They feature a high-rise corset trim waist, an exposed front zipper, hidden hook-eye closure, figure-enhancing seam details, a hip-hugging fit, and a flared hem. Complete the look with the matching blazer.
Shop Matching Blazer: Shape Up Corset Crop Denim Blazer
Fit & Features
- High-rise corset trim waist
- Exposed front zipper, hidden hook-eye closure
- Figure-enhancing seam details
- Hip-hugging fit, flared hem
- Medium wash denim fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06602-0480
Category Name: Matching Sets
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Easy Charm Long Sleeve Floral Bolero
Easily charm all who see you in this long sleeve floral embroidered bolero, perfect for pairing with the matching top.
Shop Matching Top: Easy Charm Floral Crop Tube Top
Fit & Features
- Floral embroidery, knit fabric, high stretch
- Long sleeves, flared hems
- Open front design
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06005-2284
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Match Point Mid-Rise Denim Skort
This denim skort keeps it casual-cool with contrast stitching and a form-hugging fit—perfect for everyday styling or weekend plans.
Shop The Matching Jacket: Match Point Oversized Denim Jacket
Fit & Features
- Denim fabric, no stretch, shorts lining
- Mid-rise waist
- Form-hugging fit
- Four-pocket styling, belt loop accents
- Front button closure
- Mini-length hem
- Runs true to size
Style Number/Barcode: 06603-000097
Category Name: Matching Sets
Price: $39.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: M, L
Product Badge:- Part of a Set
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Effortless Charm Lace Up Eyelet Lace Corset Top
Charm comes effortlessly in this eyelet lace corset top for a patio date, brunch, or bridal shower! The square neckline and form-hugging fit flatter your figure, while the back lace-up adds a hint of allure. Made with eyelet lace fabric, this corset top is perfect for your upcoming occasions! Complete the look with the matching skirt.
Shop Matching Bottoms: Effortless Charm High Rise Eyelet Lace Mini Skirt
Fit & Features
- Eyelet lace fabric, woven lining, no stretch
- Shoulder straps
- Hidden front hook and eye closures
- Flexible boning
- Lace-up
- Runs true to size
Style Number/Barcode: 06003-2334
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Gorgeous Perfection Halter Floral Chiffon Crop Top
Be gorgeous and perfect all season in this floral chiffon crop top at formal soirees! Made with floral and leaf print chiffon fabric, this top is a must-have for any fashion-forward girlie. Its sleeveless halter neckline and cropped hem create a flattering fit. Complete the look with the matching skirt.
Shop The Matching Skirt: Gorgeous Perfection Ruffled Floral Chiffon Maxi Skirt
Fit & Features
- Floral and leaf print, chiffon fabric lined with stretchy knit
- Halter neckline
- Back zipper hook-eye closure
- Cropped length
- Runs true to size
Style Number/Barcode: 06003-2505
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Shape Up Corset Crop Denim Blazer
Shape up in this figure-flattering denim blazer for a chic snatched appearance! It features a corset trim figure-enhancing cropped hem and an exposed zipper closure for trendy functional detail on medium-wash fabric. Complete the look with the matching pants.
Shop Matching Pants: Shape Up High-Rise Corset Flare Denim Jeans
Fit & Features
- Long sleeves, collar neckline
- Exposed front zipper
- Figure-enhancing corset seam details
- Cropped hem
- Medium wash denim fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06203-0518
Category Name: Matching Sets
Price: $6.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Make Some Noise Strapless Printed Bustier
Prepare to receive all the compliments when you're in this strapless printed bustier on vacay or a weekend away! Featuring a chic strapless sweetheart neckline with a padded bust, a stretchy smocked back, and a fitted cropped hem, this top is perfect for any occasion. The beautiful watercolor print on the lightweight linen-blend fabric adds a touch of art. Complete the look with the matching palazzo pants.
Shop Matching Bottoms: Make Some Noise Printed Palazzo Pants
Fit & Features
- Watercolor print
- Linen-blend woven fabric with woven lining
- Strapless sweetheart neckline, padded bust
- Stretchy smocked back
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06003-2408
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Make Some Noise Printed Palazzo Pants
Prepare to receive all the compliments when you're in these printed palazzo pants on vacay or a weekend away! Featuring a high-rise ruffled elasticized waist and a flowy wide-leg silhouette, these pants are perfect for any occasion. The beautiful watercolor print on the lightweight linen-blend fabric adds a touch of art. Complete the look with the matching bustier top.
Shop Matching Top: Make Some Noise Strapless Printed Bustier
Fit & Features
- Watercolor print
- Linen-blend woven fabric with woven lining
- High-rise ruffled elasticized waist
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06302-0819
Category Name: Matching Sets
Price: $8.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Match Point Oversized Denim Jacket
This oversized denim jacket keeps it casual-cool with contrast stitching and a structured fit—perfect for everyday styling or weekend plans.
Shop The Matching Skort: Match Point Mid-Rise Denim Skort
Fit & Features
- Denim fabric, no stretch
- Relaxed long sleeves
- Collar neckline
- Front zip-up closure
- Front flap button pockets
- Oversized silhouette
- Runs true to size
Style Number/Barcode: 06203-000016
Category Name: Matching Sets
Price: $59.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Feeling Flirty Sequin Glitter Denim Vest
This head-turning sequin glitter denim bustier will have you feeling fun and flirty! Designed with a textured glitter denim fabric, it is accented with all-over sequin embroidery for a glitzy western vibe. The sleeveless vest is shaped with a flattering V-neckline, three button-up closures, and a pointed crop hem to create that iconic snatched silhouette. Complete the look with the matching shorts and booties for a concert!
Shop Matching Top: Feeling Flirty Sequin Glitter Denim Bustier Top
Shop Matching Bottoms: Feeling Flirty Sequin Glitter Denim ShortsFit & Features
- Non-stretch denim fabric
- Distressed accents with glitter, sequins embellished
- V-neckline
- Three button-up closures
- Pointed crop length
- Runs true to size
Style Number/Barcode: 06203-0535
Category Name: Matching Sets
Price: $6.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Wild Thing Corset Zebra Print Top
Get wild for this zebra print corset top and flaunt your fierceness! Featuring a strapless neckline and flexible boning, a cropped hem adds a touch of flirty fun. Complete the look with the matching bottoms.
Shop Matching Bottoms: Wild Thing High Rise Zebra Print Skort
Fit & Features
- Zebra print, woven fabric, no stretch
- Strapless neckline
- Back zipper and hook-eye closure
- Flexible boning
- Runs true to size
Style Number/Barcode: 06003-2342
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Retro Fab High Slit Patchwork Denim Maxi Skirt
Amp up your fab concert outfit with this trendy high slit patchwork denim maxi skirt! Designed with a faded patchwork pattern on the denim fabric, you'll create that perfect retro look. The skirt is shaped with a high waist leading to a maxi-length hem with a high-cut arched side slit on the slim-fit silhouette for an alluring vibe. Complete your 'fit with the matching bustier top!
Shop Matching Top: Retro Fab Patchwork Denim Bustier Top
Fit & Features
- Denim fabric with faded patchwork design
- High waist, front button and hidden zipper closure
- Maxi-length hem with high arched side slit
- Slim-fit silhouette
- Belt loops, front button closure
- Dual front and back pockets
- Runs true to size
Style Number/Barcode: 06601-0185
Category Name: Matching Sets
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale