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.
Now Trending
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.
-
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
-
Boho Flow Ruffled Crop Top
Feel the flow in this low-key chic olive ruffled crop! Top features a smocked elasticized bust and ruffle overlay. Pair it with the matching tiered maxi for maximum groove! Top is lined, slips on, and is made from a lightweight woven material with stretch just below arm pits.Style Number/Barcode: 06003-0207
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Always On My Mind Crop Top
Shop Matching Shorts: Always On My Mind Biker Shorts
This trendy knit crop top will always be on your mind! It features a sleeveless bodice, tank-like shoulder straps, a scoop neck and back, and a cropped hem. The top is composed of a soft knit that offers plenty of stretch. Complete your look with the matching biker shorts!
Model is 5'3" with 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06001-1675
Category Name: Matching Sets
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Movin' And Groovin' Tube Top
This fun and trendy tie dye tube top will have you movin' and groovin'! It features a sleeveless strapless padded sweetheart neckline with a tie front closure and a majorly cropped hem. The top is composed of a ribbed knit fabric that offers moderate stretch. Don't forget the matching shorts to complete your look!
Style Number/Barcode: 06001-1684
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Lush And Lavish Crop Top
Get a lush and lavish vacay approved look with this tube top! It features a sleeveless strapless square neckline paired with a majorly cropped hem. The top is composed of a floral printed lightweight knit fabric that offers moderate stretch. Don't forget the matching midi skirt!Style Number/Barcode: 06001-1688
Category Name: Matching Sets
Price: $6.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Let Loose Tie Halter Top
It's good vibes only in this gauzy, boho-chic ivory crop! Top features an intricate, all-over vertical-stripe design, a halter-style neck with skinny ties and a thicker-tie back. Don't forget to scoop up the matching flared pants! Top is 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: 06003-0030
Category Name: Matching Sets
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Leafy Greens Printed Crop Top
Channel only the chicest of nature vibes in this warm weather-ready printed crop top. It features an off-the-shoulder neckline, short sleeves with elasticized cuffs, and a cropped bodice with smocked back and tie-front bust. Top is partially lined and made from a lightweight rayon material with little to no stretch beyond smocking. Don't forget to pair it with the matching slit-front pants! Pants sold separately.Style Number/Barcode: 06003-0281
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Flower Power Two Piece
Show your sexy side with this two piece! The bra has an underwire bust with floral applique and adjustable straps. The garment also has a caged back strap with hook and bar closures. The Bottoms are composed of a mesh material with moderate stretch, They have floral applique on the hips and a are thong style.
Fashion tape, adhesive bras, adhesive panties, pasties, cosmetics and lingerie are considered final sale merchandise FINAL SALE and CLEARANCE merchandise may not be returned or exchanged.
Style Number/Barcode: 07107-0108
Category Name: Matching Sets
Price: $10.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
She Means Business Structured Blazer
Show them your trendsetter status in this structured blazer! It features a lapel collar, shoulder pads, long sleeves, a double-breasted button closure, and a fitted silhouette. Style this blazer with the matching wide-leg pants for a chic ensemble.
Shop Matching Sage Bottoms: She Means Business Wide-Leg Pants
Shop Matching Lavender Bottoms: She Means Business Wide-Leg Pants
Fit & Features
- Lapel collar
- Shoulder pads, long sleeves
- Double-breasted button closure
- Faux front pockets
- Fitted silhouette
- Woven fabric, smooth lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1539
Category Name: Matching Sets
Price: $6.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Totally Tie Dye Tube Top
Keep it totally trendy in tie dye! This multi hued neon crop top features a straight strapless neckline and a cropped hem. The vibrant pink, neon yellow and orange hues compose a fun tie dye pattern. Be sure to pick up the matching skirt to complete your look!Model is 5'8" with a 32" bust, 23" waist and 36" hips. She is wearing a size small
Style Number/Barcode: 06001-1512
Category Name: Matching Sets
Price: $5.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Plaid It Up Pants
Play up your look with stylish plaid in these chic pants! They feature a high rise waist, a hidden front zipper and hook and bar closure, pleated details, slanted front pockets, faux back pockets, and a tapered hem. The pants are composed of a woven fabric and showcase a trendy all over plaid print with hues of navy blue, brown, and ivory. Complete your look with the matching crop top!Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06402-0015
Category Name: Matching Sets
Price: $14.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Mesh Moment Mini Skirt
Have a major mesh moment in this hot neon pink mini skirt! It features a high rise waist, a twist front detail, and an asymmetrical hem. The sheer skirt is composed of a mesh fabric that offers plenty of stretch. Complete your trendy look with the matching crop top!Model is 5'9" with 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06501-0044
Category Name: Matching Sets
Price: $4.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
It's Lit Heat Stone Skirt
Shop Matching Top: It's Lit Heat Stone Top
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 a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06501-0023
Category Name: Matching Sets
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Goddess Of The Tropics Skirt
Show off that bronze tan, goddess! This midi skirt is just the thing we need for that vacay attire. Featuring an elastic banded waist band, buttons down the middle and a flared hem with slits on the sides. This midi also includes a smooth short skirt inner lining. This midi is composed of a palm leaf patterned canvas material that offers no stretch. Finish the look with the matching crop top!Model is 5'9" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06301-0015
Category Name: Matching Sets
Price: $4.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Before Eyelet Go Tiered Mini Skirt
Take your summer skirt up a notch in bright white with standout details. Mini features smocking through waist and hips, three tiers of eyelet-detailed ruffles, and an elasticized waist. Skirt is partially lined and made from a soft cotton-blend material perfect for warm weather. Be sure and grab the matching top!Model is 5'9" with 32" bust, 24" waist and 34.5" hips. She is wearing a size small.
Style Number/Barcode: 06301-0012
Category Name: Matching Sets
Price: $4.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Be My Baby Midi Skirt
Baby girl you look so sleek in this pencil skirt! Featuring an elastic banded high rise waist, ruched detailing along each side, and is composed of a soft knit material that offers maximum stretch. Stylin! Make it a set with a matching top!Model is 5'9" with a 32" bust, 24.5" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06501-0027
Category Name: Matching Sets
Price: $4.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
In Full Bloom Crop Halter
With summer approaching your style is in full bloom! And this crop top is just the thing you have been looking for to complete the look! Featuring a high straight neckline, and thin adjustable spaghetti straps that cross over to a tie knot back. It includes a light smooth inner lining. This halter top is composed of a blue toned island inspired print. The knit material offers no stretch. Don't forget the matching flowy pants for a full on blooming outfit!Style Number/Barcode: 06003-0080
Category Name: Matching Sets
Price: $4.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Goddess Of The Tropics Crop Top
Show off that bronze tan, goddess! This crop top features a v-neckline with a tie knot detail, and hook and eye closures. It has adjustable spaghetti straps that lead to a square elastic backing that offers a stretchy effect as well as an inner lining. The palm leaf patterned fabric is a canvas material that does not offer stretch. Finish the look with the matching skirt!Model is 5'9" with a 34" bust, 24" waist and 35" hips. She is wearing a size small.
Style Number/Barcode: 06003-0198
Category Name: Matching Sets
Price: $7.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance