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.

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.

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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
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
Sunshine So Fine Crop Top
Look oh so fine in the summer sunshine with this adorable crop top! It features a sleeveless bodice, adjustable spaghetti straps, a square neckline, a back zipper closure, and a flowy ruffle woven overlay over a knit lining. The top showcases a pretty all over floral print to bring out those summer vibes. Don't forget to purchase the matching wide leg pants!
Model is 5'6.5" with 32" bust, 23.5" waist and 35" hips. She is wearing a size small.

Style Number/Barcode: 06003-0240

Category Name: Matching Sets

Price: $9.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Start A Conversation Crop Top
Break the ice with this head turning top! It features a sleeveless bodice, a V neckline, adjustable spaghetti straps, a cropped hem and a tie strap accents. Top is composed of a lined lightweight textured woven fabric that offers a relaxed fit with minimal stretch. Be sure to pick up the matching pants to complete your look!

Style Number/Barcode: 06001-1730

Category Name: Matching Sets

Price: $9.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Simple Pleasures Spaghetti Strap Top
Slow down and enjoy the evening in this simply irresistible top. It features a basic V neckline with spaghetti straps, and cropped hemline. Don't forget the matching skirt 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: 06001-1578

Category Name: Matching Sets

Price: $5.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Simple Pleasures Spaghetti Strap Top
Slow down and enjoy the evening in this simply irresistible top. It features a basic V neckline with spaghetti straps, and cropped hemline. Don't forget the matching skirt to complete your simply stunning look!

Style Number/Barcode: 06001-1579

Category Name: Matching Sets

Price: $9.97 $16.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
One Shoulder Snake Crop
This one shoulder crop top features a slanted neckline, and one thin strap that splits into three spaghetti straps that cross over to a straight back. It includes a partial lining in the front cup area and a hemline that hits above your rib cage. This top is composed of a soft knit material with a snake print pattern that offers maximum stretch and a form fit. Don't forget the matching skirt 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: 06001-1549

Category Name: Matching Sets

Price: $4.97 $18.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
Island Time Floral Top
A graphic pink and orange floral set against a rich navy background makes this crop especially eye catching. Top features crisscross adjustable spaghetti straps and an open tie back. Be sure and grab the matching maxi skirt to channel the perfect island vibe! Top is unlined and made from a lightweight woven material with little to no stretch.

Style Number/Barcode: 06003-0276

Category Name: Matching Sets

Price: $9.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance
It's Lit Heat Stone Top
You know your night is going to be lit in this sparkling tube top! It features a sleeveless strapless elastic banded square neckline, an exposed back zipper closure, a cropped hem, and dazzling silver heat stones throughout. Top is composed of a lined stretchy smooth knit fabric. Be sure to pick up the matching skirt 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: 06001-1514

Category Name: Matching Sets

Price: $9.97 $24.90

On Sale: Yes

Availability: Out of Stock
Product Badge:
- Clearance

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