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 That Serve Style in Every Scene
From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and standout style. Whether you're dressing for a night out, a vacation, or a casual day, these sets make getting ready feel easy and elevated.
Everyday Ease & Polished Pairings
Slip into two-piece skirt sets or wide-leg pant sets with matching crop tops for a clean, polished look. Lightweight knits, breathable fabrics, and smooth satins keep things comfortable while still feeling styled. Pair with sandals or heels and layered jewelry for an effortless finish.
Night-Out Energy & Elevated Looks
Turn up the look with sleek two-piece matching sets featuring curve-hugging fits, halter necklines, and tie-front details. Satin finishes and bold silhouettes bring the statement—just add strappy heels and a mini bag for your next night out.
Mix, Match & Layer
Wear the full set or style each piece your way. Pair your top with jeans or tailored shorts, or switch in a bodysuit with your skirt. Add a lightweight jacket or blazer for an extra layer that keeps your look refined.
Explore Windsor’s full collection of matching sets online, in-app, or in-store to refresh your wardrobe with easy, on-trend outfits.
What Are Matching Sets?
Matching sets are coordinated outfits made up of two or more pieces, like a crop top and skirt or a blouse and pants. Designed to be worn together, they create a complete, styled look with minimal effort. Windsor’s sets range from casual lounge styles to elevated options for nights out and special plans.
Are Matching Sets a Trend?
Yes, matching sets are a go-to style that stays on trend. They offer a simple way to look put-together while still feeling comfortable. Whether you're dressing up or keeping it casual, these sets make styling quick and easy.
What Do You Call a Two-Piece Outfit?
A two-piece outfit is often called a matching set or co-ord. These pieces are designed to be worn together, but they can also be mixed and matched with other items to create fresh, versatile looks.
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Plaid It Up Crop Top
Play up your look with stylish plaid in this chic crop top! It features a sleeveless bodice, tank-like adjustable shoulder straps, a square neckline, a partial stretchy smocked back, and a cropped hem. The top is composed of a woven fabric and showcases a trendy all over plaid print with hues of navy blue, brown, and ivory. Complete your look with the matching pants!Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06003-0151
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Life Under A Palm Tree Crop
Live your best life under a palm tree, or just in palm print! This crop top features a deep V neckline, spaghetti straps that tie halter style, and a tie closure in the back as well. The top has a banded hem, and includes a smooth inner lining. Crop is composed of a soft knit material that offers maximum stretch, and is adorned with an all over palm leaf pattern. Don't forget the matching bottoms for a complete outfit!Model is 5'9" with a 32" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06001-1727
Category Name: Matching Sets
Price: $6.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Deadly Yet Sexy Crop Top
Deadly never looked so sexy. This crop has a round neckline, spaghetti straps, a knot detail at the center, and a cropped hem that meets at the rib area. The crop is composed of a soft knit material that offers moderate stretch, and show cases a brushed print that will have them lookin out for danger. Don't forget the matching midi skirt!
Model is 5'6.5" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06001-1622
Category Name: Matching Sets
Price: $8.97 $12.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Always Classic Bra & Panty Set
Turn it up a notch tonight with this always-sultry lace bra-and-panty set! Bra features adjustable spaghetti straps, molded and padded underwire cups with clasps at front cut out, and a solid lace back. Thong-style panty features a tiny bow at front, lace trim, and a mesh back. Set is made from a nylon blend with a fair amount of stretch.
Style Number/Barcode: 07107-0336
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Total Tropics Tie Waist Pants
Feel the island vibes in bold, after-dark florals! These elegant bubble crepe pants have a relaxed fit and feature an elasticized waist with front tie and a wide leg. Top is made from a lightweight, lightly textured woven material with a touch of stretch. Don't forget to pair it with the matching ruffle crop top!Style Number/Barcode: 06302-0047
Category Name: Matching Sets
Price: $4.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sweet Tooth Ruched Mini Skirt
Party-ready and oh so sweet in bubblegum pink, this mini embodies carefree summer fun. Skirt features an elasticized waist and ruching at sides, giving its front a draped appearance. Be sure and scope the matching wrap-effect crop to complete your new fave going-outfit. Skirt slips on and is made from a smooth nylon blend with ample stretch.Style Number/Barcode: 06501-0050
Category Name: Matching Sets
Price: $22.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Start A Conversation Flared Pants
Break the ice with these head turning pants! They feature a mid rise fit, slant pockets and a wide leg pant with flared hem. Pants are composed of a lined lightweight textured woven fabric that offers a relaxed fit with minimal stretch. Includes a shorts length knit lining and hidden back zipper closure. Be sure to pick up the matching top to complete your look!Style Number/Barcode: 06502-0142
Category Name: Matching Sets
Price: $4.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Snake Print Maxi Skirt
This maxi skirt features a high waistline, and a high thigh side slit cut out. The ruched hip gives a hugging effect to show off those curves! Skirt is composed of a soft knit material that is a snake print pattern, is form fitting and offers moderate stretch. The hem of the skirt hits above ankle and includes a smooth black mini skirt inner lining. Don't forget the matching crop top for a full on look girl!Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06501-0031
Category Name: Matching Sets
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Smocked In Florals Mini Skirt
Make it a smocked look in florals! The mini skirt features a high rise waist, an all over floral print and a ruffled hem. Skirt is composed of a smocked fabric that offers a relaxed fit with a moderate stretch. Be sure to pick up the matching top to complete your look!Style Number/Barcode: 06301-0029
Category Name: Matching Sets
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Purrfectly On Trend Leopard Tie-Front Vest
You'll be purrfectly on trend in this leopard-printed vest with multiple tie-front designs. Style with the matching mini skort for a chic vibe.
Shop Matching Bottoms: Purrfectly On Trend Leopard Mini Skort
Fit & Features
- Leopard-printed woven fabric
- Sleeveless V-neckline
- Multiple tie-front designs
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06204-2092
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Simple Pleasures Midi Pencil Skirt
Slow down and enjoy the evening in this simply irresistible skirt. It features an elastic waistband, a midi length, and a pencil silhouette. Don't forget the matching top to complete your simply stunning look!Model is 5'8" with a 32" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06501-0038
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Movin' And Groovin' Shorts
These fun and trendy tie dye shorts will have you movin' and groovin'! They feature a high rise elastic banded waist paired with flowy shorts with a merrow edge hem. The shorts are composed of a ribbed knit fabric that offers moderate stretch. Don't forget the matching top to complete your look!
Style Number/Barcode: 06503-0053
Category Name: Matching Sets
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Let Loose Striped Pant
It's good vibes only in these gauzy, boho-chic ivory pants! They feature an intricate, all-over vertical-stripe design, an elasticized high-rise waist, and straight legs that flare at hem. Don't forget to scoop up the matching tie-back halter! Pants are made from a lightweight woven material little to no stretch.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06302-0012
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sunshine So Fine Wide Leg Pants
Look oh so fine in the summer sunshine with these adorable wide leg pants! They feature a high rise waist, a tie front accent, flowy wide pant legs, and a woven fabric with a full knit lining. The bottoms showcase a pretty all over floral print to bring out those summer vibes. Don't forget to purchase the matching crop top!Model is 5'6.5" with 32" bust, 23.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06302-0045
Category Name: Matching Sets
Price: $4.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Leafy Greens Printed Slit Pants
Channel only the chicest of nature vibes in these warm weather-ready printed slit pants. They feature a wide-leg silhouette, a shorts-style underlay lining, and high slits at either side. Pants are made from a lightweight rayon material with little to no stretch. Don't forget to pair them with the matching crop top!Style Number/Barcode: 06402-0065
Category Name: Matching Sets
Price: $4.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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It's Lit Heat Stone Skirt
You know your night is going to be lit in this sparkling mini skirt! It features a mid rise fit, a curve hugging mini length silhouette to accentuate curves and dazzling silver heat stones throughout. Skirt is composed of a lined stretchy smooth knit fabric. Be sure to pick up the matching top to complete your fire look!Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06501-0022
Category Name: Matching Sets
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Island Time Floral Skirt
A graphic pink and orange floral set against a rich navy background makes this maxi especially eye catching. Skirt features an elasticized back waist, a partial side zip, and two front slits on either side. Be sure and grab the matching crop top to channel the perfect island vibe! Skirt is unlined and made from a lightweight woven material with little to no stretch.Style Number/Barcode: 06301-0028
Category Name: Matching Sets
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Floral Bloom Tie Waist Shorts
Bloom with beauty and have the perf summer look in these adorable floral printed shorts! They feature a high rise elastic banded paper bag waist, a tie front belt, and flowy shorts that hit mid-thigh. The multi-colored shorts are composed of a woven fabric with tones of ivory, pink, green, and red. Complete your summer ready look with the matching crop top!Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06403-0039
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Finer Lines Printed Slit Pants
A delicate stenciled print lends these ivory and pink pants their warm weather-ready chic. Pants feature an elasticized back waist, higher rise, and wide legs with slits at either side Don't forget to pair it with the matching tie-front crop! Pants are lined and made from a lightweight Rayon with a bit of stretch at the back.Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06402-0031
Category Name: Matching Sets
Price: $4.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Boho Flow Tiered Maxi Skirt
Feel the flow in this low-key chic tiered maxi! A-line skirt features a smocked elasticized waist and three tiers of ruffles. Pair it with the matching crop top for maximum groove! Skirt is lined, slips on, and is made from a lightweight woven material with stretch in the waist.Style Number/Barcode: 06301-0017
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Always On My Mind Biker Shorts
Shop Matching Top: Always On My Mind Crop Top
These trendy knit biker shorts will always be on your mind! They feature a high rise elastic banded waist paired with a fitted, mid-thigh length. The shorts are composed of a soft knit that offers plenty of stretch. Complete your look with the matching crop top!
Style Number/Barcode: 06503-0044
Category Name: Matching Sets
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Tropical Escape Smocked Tube Top
Escape to an island paradise with this vacay-ready top! It features a straight strapless neckline, a lettuce-edge trim and a tie front accent. The tropical palm leaf print features green hues with coral hued florals. Top is composed of stretchy smoked fabric that offers a relaxed fit with plenty of stretch. Be sure to pick up the matching pants to complete your look!Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.
Style Number/Barcode: 06003-0203
Category Name: Matching Sets
Price: $8.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Tropic Vibes Crop Top
Get those tropical island vibes with this printed crop top! It features an off the shoulder square neckline, short sleeves, a tie front accent, a cropped hem, and a scalloped trim. The navy blue top is composed of a stretchy smocked fabric with an all over palm leaf print with hues of olive green and beige. Complete your vacay ready look with the matching maxi skirt!Style Number/Barcode: 06003-0247
Category Name: Matching Sets
Price: $4.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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To Paradise Printed Crop Top
Whether you're jetting off to some place warm and exotic, or just chillin' wherever you're at, keep the spirit of the tropics near with this vibrant crop. Top features an all-over, multi-color leaf print, spaghetti straps, a sweetheart neckline, and seam detail at bust. Top slips on and is made from a soft, smooth material with a fair amount of stretch.Model is 5'6.5" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06001-1717
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance