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.
-
Keeping Knit Casual Biker Shorts
Keep it casual in knit biker shorts that are perf for nailing those lowkey vibes. The biker shorts feature a high rise fit, a mid-thigh length, and composed of sweater knit fabric that offers a form-hugging fit and plenty of stretch. Complete your look with the matching crop top.
Shop Matching Crop Top: Keeping Knit Casual Wrap Crop Top
Fit & Features
- High rise waist
- Mid-thigh length
- Knit fabric with plenty of stretch
- Form-hugging fit
- Matching crop top sold separately
Style Number/Barcode: 06503-0175
Category Name: Matching Sets
Price: $5.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Floral Frenzy High Waist Mini Skirt
Show off your love for your florals with a cute mini skirt! The skirt features a high rise waist, a ruched body, and contrast piping details. Complete your look with the matching bustier crop top.
Shop Matching Bustier Crop Top: Floral Frenzy Ruched Cropped Bustier
Fit & Features
- High rise waist with back zipper and hook and eye closure
- Ruched body
- Floral print, contrast piping details
- Mini length silhouette
- Mesh fabric
- Form-hugging fit
- Matching bustier crop top sold separately
Style Number/Barcode: 06501-0344
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Handle With Care Delivery Driver Costume Set
Special delivery—this look comes stamped with confidence and attitude. This Halloween costume set with the top, shorts, and accessories is fitted, flirty, and ready for every party stop.
Fit & Features
- Knit top with collared V-neckline, snap button-down front, short cuffed sleeves, chest pocket, "handle with care" embroidered patch, and a fitted, ultra-cropped hem
- Knit shorts with mid-rise waist, belt loops, hidden zipper and snap button closure, dual back pockets, and a cheeky, form-hugging fit
- Knit belt with front buckle and grommet details, buttoned side pouch with belt loops
- Faux leather fingerless gloves with adjustable strap
- Baseball cap with "handle with care" embroidered patch and adjustable back strap
- Sheer nylon thigh-high stockings
- Runs true to size
Style Number/Barcode: 06001-000193
Category Name: Matching Sets
Price: $6.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Floral Frenzy Ruched Cropped Bustier
Show off your love for your florals with a cute bustier! The bustier features an off the shoulder neckline, a padded sweetheart bust, sheer ruched long sleeves, contrast piping details, and a cropped hem. Complete your look with the matching mini skirt.
Shop Matching Mini Skirt: Floral Frenzy High Waist Mini Skirt
Fit & Features
- Off the shoulder neckline
- Padded sweetheart bust
- Sheer ruched long sleeves
- Floral print, contrast piping details
- Cropped hem
- Semi-sheer mesh fabric with a knit lining, form-hugging fit
- Moderate stretch
- Matching skirt sold separately
Style Number/Barcode: 06001-3041
Category Name: Matching Sets
Price: $6.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Casually Chic Cropped Jacket
Style up this trendy cropped jacket for a casually chic look! It features a collared neckline, a complete button-down front, long sleeves, and a cropped hem. Pair this ribbed knit jacket with the matching dress and chunky sneakers for the perf everyday 'fit.
Shop Matching Dress: Casually Chic Mini Dress
Fit & Features
- Collared neckline
- Button-down front
- Long sleeves
- Buttoned chest pockets
- Cropped, relaxed fit
- Ribbed knit fabric with moderate stretch
Style Number/Barcode: 06202-0120
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Issa Celebration Glitter Mini Dress
Celebrate in style with a glitter blazer, perfect for that upcoming holiday party or birthday! The mini dress features a sleeveless V-neckline, sleek bungee straps, and composed of a lined glitter knit fabric that offers a form hugging fit with a moderate stretch. Complete your night out look with the matching blazer and chrome heels!
Shop Matching Blazer: Issa Celebration Glitter Blazer
Fit & Features
- Sleeveless V-neckline
- Bungee straps
- Mini length silhouette
- Lined glitter knit fabric
- Form hugging fit
- Moderate stretch
- Matching blazer sold separately
Style Number/Barcode: 05103-0805
Category Name: Matching Sets
Price: $12.97 $30.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Issa Celebration Glitter Blazer
Celebrate in style with a glitter blazer, perfect for that upcoming holiday party or birthday! The blazer features a collared neckline, a single hook and eye fasten closure, long sleeves, long-length, and composed of a lined glitter knit fabric that dazzles! Complete your night out look with the matching mini dress and chrome heels!
Shop Matching Mini Dress: Issa Celebration Glitter Mini Dress
Fit & Features
- Collared neckline
- Long sleeves
- Single hook and eye closure at center of the bodice
- Long length
- Lined glitter knit fabric
- Form hugging fit, minimal stretch
- Matching dress sold separately
Style Number/Barcode: 06204-0463
Category Name: Matching Sets
Price: $18.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Casual And Cozy Ribbed Knit Duster
Look oh-so-casual and cozy in this adorable ribbed knit duster! It features long fitted sleeves, an open front, and a mid-length, relaxed, and flowy fit. Pair this duster with mom jeans and heels for an elevated, chic vibe.
Shop Matching Top: Casual And Cozy Ribbed Knit Tank
Fit & Features
- Long fitted sleeves
- Open front
- Mid-length
- Relaxed and flowy fit
- Ribbed knit fabric with moderate stretch
Style Number/Barcode: 06202-0116
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Casual And Cozy Ribbed Knit Tank
Look oh-so-casual and cozy in this adorable ribbed knit tank! It features a scoop neckline and a cropped, form-fitting style. Pair this top with mom jeans and heels for an elevated, chic vibe.
Shop Matching Duster: Casual And Cozy Ribbed Knit Duster
Fit & Features
- Tank-like shoulder straps
- Scoop neckline
- Cropped
- Form-fitting
- Ribbed knit fabric with moderate stretch
Style Number/Barcode: 06001-2898
Category Name: Matching Sets
Price: $9.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Sweet Rose Ruched Mini Skirt
Bring the charm in a rose skirt that is perfect for date night! The skirt features a high rise waist, a rose print, ruched side seams, and a mini length silhouette. The skirt is composed of a sheer mesh fabric that offers a form-hugging fit with a moderate stretch. Complete the look with the matching crop top.
Shop Matching Crop Top: Sweet Rose Mesh Crop Top
Fit & Features
- High rise waist
- Ruched side seams
- Rose print
- Mesh fabric
- Form-hugging fit
- Moderate stretch
Style Number/Barcode: 06501-0308
Category Name: Matching Sets
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Sweet Rose Mesh Crop Top
Bring the charm in a rose top that is perfect for date night! The top features a crew neckline, a rose print, long sleeves, and a cropped hem. The top is composed of a sheer unlined mesh fabric that offers a form-hugging fit with a moderate stretch. Complete the look with a bralette and the matching skirt.
Shop Matching Skirt: Sweet Rose Ruched Mini Skirt
Fit & Features
- Crew neckline
- Rose print
- Long sleeves
- Cropped hem
- Sheer unlined mesh fabric
- Form-hugging fit with moderate stretch
- Bralette pictured is not included
Style Number/Barcode: 06001-2899
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Cuddle Up Cozy Leggings
Cuddle up for a movie marathon in these cozy leggings! They feature a high rise elastic banded waist, ribbed hems, and a form-hugging fit. Pair this top with some fuzzy faux fur slippers for the perfect loungewear look.
Shop Matching Top: Cuddle Up Cozy Crop Top
Fit & Features
- High rise elastic banded waist
- Ribbed hems
- Form-hugging fit
- Sweater ribbed knit fabric
- Plenty of stretch
Style Number/Barcode: 06502-0451
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
She's A Wild One Leopard Ruffle Hot Shorts
Shake it up in this leopard ruffle hot short for a night on the prowl!
Shop Matching Top: She's A Wild One Leopard Ruffle Tube Top
Fit & Features
- Leopard print, mesh fabric, stretchy knit lining
- High-rise waist
- Ruffled silhouette
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06503-000005
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: LEOPARD
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Cuddle Up Cozy Crop Top
Cuddle up for a movie marathon in this cozy crop top! It features a crew neckline, long fitted sleeves, a cropped, form-hugging fit, and ribbed hems. Pair this top with some fuzzy faux fur slippers for the perfect loungewear look.
Shop Matching Bottoms: Cuddle Up Cozy Leggings
Fit & Features
- Crew neckline
- Long fitted sleeves
- Cropped
- Ribbed hems
- Fitted
- Sweater ribbed knit fabric
- Plenty of stretch
Style Number/Barcode: 06005-0810
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Eyelash Knit Crew Neck Crop Top
Keep it cozy and chic in a crop top that is perf for this season. The crop top features a crew neckline, long sleeves, and a cropped hem. The top is composed of a curve-hugging eyelash knit fabric. Complete look with the matching skirt.
Shop Matching Skirt: Eyelash Knit High Waist Mini Skirt
Fit & Features
- Crew neckline
- Long sleeves
- Cropped hem
- Eyelash knit fabric
- Fits true to size
Style Number/Barcode: 06005-0819
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Eyelash Knit High Waist Mini Skirt
Keep it cozy and chic in a skirt that is perf for this season. The skirt features a high rise waist, a curve-hugging mini length silhouette, and composed of an eyelash knit fabric. Complete your look with the matching crop top.
Shop Matching Crop Top: Eyelash Knit Crew Neck Crop Top
Fit & Features
- High rise waist
- Mini length silhouette
- Eyelash knit fabric
- Form hugging fit
- Matching crop top sold separately
Style Number/Barcode: 06501-0307
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Trendy Babe Knit Crop Top
You'll be a total trendy babe in this adorable angora eyelash knit crop top! It features a sleeveless bodice with thin shoulder straps, a knot detail that can be worn in the front or back, and a cropped, form-fitting style. Pair this top with a sleek and chic ring pack.
Shop Matching Bottoms: Trendy Babe Knit Mini Skirt
Fit & Features
- Thin shoulder straps
- Knot detail
- Cropped
- Form-hugging fit
- Angora eyelash knit fabric
- Moderate stretch
Style Number/Barcode: 06005-0815
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Trendy Babe Knit Mini Skirt
You'll be a total trendy babe in this adorable angora eyelash knit mini skirt! It features a high waist with a short, curve-hugging fit. Pair this top with a sleek and chic ring pack.
Shop Matching Top: Trendy Babe Knit Crop Top
Fit & Features
- High rise waist
- Mini length silhouette
- Form-hugging fit
- Angora eyelash knit fabric
Style Number/Barcode: 06501-0306
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Cozy Chenille Pajama Shorts
Get a comfy and cozy look in these adorable chenille pajama shorts! They feature a high rise waist and a form-hugging fit. Pair this bralette with fuzzy faux fur slippers for a night in.
Shop Matching Top: Cozy Chenille Pajama Bralette
Fit & Features
- High rise waist
- Form-hugging fit
- Chenille knit fabric
Style Number/Barcode: 07103-0511
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cozy Chenille Pajama Bralette
Get a comfy and cozy look in this adorable chenille pajama bralette! It features thin shoulder straps, a V neckline, and a cropped, form-hugging fit. Pair this bralette with fuzzy faux fur slippers for a night in.
Shop Matching Bottoms: Cozy Chenille Pajama Shorts
Fit & Features
- Thin shoulder straps
- V neckline
- Cropped
- Form-hugging fit
- Chenille knit fabric
Style Number/Barcode: 07107-0545
Category Name: Matching Sets
Price: $9.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cute And Casual Basic Joggers
Keep it cute and casual in these must-have basic joggers! They feature a high rise elastic banded waist with a front drawstring, zippered front pockets, and a relaxed fit with a tapered ribbed jogger hem. Pair these adorable joggers with chunky sneakers for a shopping trip with the squad.
Shop Matching Hoodie: Cute And Casual Zip-Up Hoodie
Fit & Features
- High rise elastic banded waist
- Front drawstring
- Zippered front pockets
- Relaxed fit
- Tapered ribbed jogger hem
- Knit fabric with moderate stretch
Style Number/Barcode: 06502-0495
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cute And Casual Zip-Up Hoodie
Keep it cute and casual in this must-have zip-up hoodie! It features a hood with a drawstring, a complete zip front, long sleeves with ribbed hems, and a cropped fit with a ribbed hem. Pair this adorable hoodie with chunky sneakers for a shopping trip with the squad.
Shop Matching Joggers: Cute And Casual Basic Joggers
Fit & Features
- Hood with drawstring
- Complete zip front
- Long sleeves with ribbed hems
- Front pockets
- Cropped fit with a ribbed hem
- Knit fabric with moderate stretch
- Runs true to size
Style Number/Barcode: 06202-0127
Category Name: Matching Sets
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Casually Cozy Basic Joggers
Get an effortless, casual, and cozy look in these basic joggers! They feature a high rise elastic banded waist with a front adjustable drawstring, slanted zippered front pockets, and a relaxed fit with a tapered jogger hem. Pair these joggers with chunky sneakers for a perf look for a girl on the go like you!
Shop Matching Jacket: Casually Cozy Zip Front Jacket
Fit & Features
- High rise elastic banded waist
- Front adjustable drawstring
- Slanted zippered front pockets
- Relaxed fit
- Tapered jogger hem
- Knit fabric with soft lining and moderate stretch
Style Number/Barcode: 06502-0493
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Summer Spice Low-Rise Ruffle Hot Shorts
Set the tone in this spicy ruffled hot short with a flattering low-rise waist that flaunts your figure! Pair with the matching top to complete the vibe.
Shop Matching Top: Summer Spice Lace-Up Ruffle Crop Top
Fit & Features
- Mesh-lined fabric
- Low-rise waist
- Ruffled, fitted silhouette
- Runs true to size
Style Number/Barcode: 06503-000015
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
Product Badge:- Part of a Set