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.
HomeMatching Sets

Matching Sets
Product Recommendations
Matching Sets That Serve Style in Every Summer Scene
From rooftop brunches to beach vacations, Windsor’s matching sets deliver effortless coordination and head-turning style. Whether you’re dressing for a getaway, party night, or 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 cool. Breezy cotton, ribbed knits, and lightweight linen blends keep things comfortable and put-together. Style with flat sandals and gold jewelry for casual glam that moves with you.
Night-Out Energy & Elevated Looks
Dial it up with sleek two-piece matching sets combined with a blazer combo, or curve-hugging silhouettes. Faux leather finishes, halter details, and tie-front designs bring the heat—just add strappy heels 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 swap in a fitted bodysuit for your skirt. Finish with a cropped jacket or airy duster for extra dimension.
Explore Windsor’s full collection of matching sets online, in-app, or in-store to level up your summer 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.
-
Cuddle Time Chenille Crop Cardigan
Wrap yourself in this chenille crop cardigan for a cute and cuddly vibe! The sweater features long sleeves, a ribbed open-front design, and a cropped hem on ultra-soft and cozy chenille knit fabric. Complete the look in the matching cozy pajama top and bottoms for a chill night in!
Shop Matching Pajama Top: Chill Night Chenille Crop Tank Top
Shop Matching Pajama Bottoms: Feeling The Vibe High-Rise Chenille Joggers
Fit & Features
- Long sleeves
- Ribbed open-front design
- Cropped hem
- Ultra-soft and cozy
- Chenille knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 07103-0946
Category Name: Matching Sets
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Feeling The Vibe High-Rise Chenille Joggers
Feel the cozy vibes in these chenille joggers perfect for lounging on the weekend! The jogger pants feature a high-rise elastic drawstring waist, a skinny jogger-style leg, and are crafted from ultra-soft and stretchy chenille rib knit fabric. Complete the look in the matching pajama top and cardigan for the perfect lounge sesh!
Shop Matching Pajama Top: Chill Night Chenille Crop Tank Top
Shop Matching Cardigan: Cuddle Time Chenille Crop Cardigan
Fit & Features
- High-rise elastic drawstring waist
- Skinny jogger-style leg
- Ultra-soft chenille rib knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 07103-0947
Category Name: Matching Sets
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Chill Night Chenille Crop Tank Top
Settle in for a cozy night in this chenille crop top! With its ultra-soft ribbed chenille knit fabric, sleeveless design, spaghetti straps, and square neckline, you'll feel comfortable and stylish all night long. Complete the look in the matching pajama bottoms and cardigan for the perfect lounge sesh!
Shop Matching Pajama Bottoms: Feeling The Vibe High-Rise Chenille Joggers
Shop Matching Cardigan: Cuddle Time Chenille Crop Cardigan
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Cropped hem
- Ultra-soft and cozy
- Ribbed chenille knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 07103-0945
Category Name: Matching Sets
Price: $9.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Play Date High Rise Straight-Leg Pants
Play up a cute and comfy style with these knit pants for all of your casual plans! The pants feature a flattering high-rise banded waist and a straight-leg silhouette on stretchy rib knit fabric. Complete the look with the matching cardigan.
Shop Matching Top: Play Date Sweater Knit Cardigan
Fit & Features
- High-rise banded waist
- Straight leg silhouette
- Stretchy sweater rib knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-2391
Category Name: Matching Sets
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Play Date Sweater Knit Cardigan
Play up a cute and comfy style with this sweater knit cardigan for all of your casual plans! The cardigan features fitted long sleeves, a V-neckline, button-down front closures, and a flirty center slit along the hem on stretchy rib knit fabric. Complete the look with the matching bottoms.
Shop Matching Bottoms: Play Date High Rise Straight Leg Pants
Fit & Features
- Fitted long sleeves
- V-neckline
- Button-down front closures
- Center slit along the hem
- Stretchy sweater rib knit fabric
- Runs true to size
Style Number/Barcode: 06005-1759
Category Name: Matching Sets
Price: $3.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Iconic Vibes Pinstripe Blazer
Create an iconic look and have a major it-girl moment in this pinstripe blazer! It features a lapel collar, shoulder pad inserts to provide structure, long sleeves, a single front button closure, dual front faux flap pockets, and a fitted silhouette for a streamlined look. The lined woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching shorts or pants to wear from meetings to happy hour!
Shop Matching Bottoms: Iconic Vibes Pinstripe Trouser Shorts, Iconic Vibes Pinstripe Trouser Pants
Fit & Features
- Lapel collar, shoulder pad inserts, long sleeves
- Single front button closure
- Dual front faux flap pockets
- Fitted silhouette
- Pinstripe pattern
- Woven fabric, smooth woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1638
Category Name: Matching Sets
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Trendy Match Chevron Knit Midi Skirt
Trend right with this chevron knit midi skirt for weekend fun or vacation! Pair with the matching top to complete the look.
Fit & Features
- Chevron pattern, stretchy knit fabric
- High-rise waist
- Bodycon silhouette
- Midi-length hem
- Runs true to size
Shop The Matching Top: Trendy Match Chevron Knit Tube Top
Style Number/Barcode: 06501-1136
Category Name: Matching Sets
Price: $9.97 $39.90
On Sale: Yes
Availability: In Stock
Available Color: NATURAL
Available Size: XS, S, M, L
Product Badge:- Sale
-
Iconic Vibes Pinstripe Trouser Shorts
Create an iconic look and have a major it-girl moment in these pinstripe trouser shorts! They feature a high-rise waist, a front button and hidden zipper closure, dual front pockets, and a relaxed fit. The woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching vest or blazer for weeknight happy hours!
Shop Matching Tops: Iconic Vibes Pinstripe Cropped Vest, Iconic Vibes Pinstripe Blazer
Fit & Features
- High-rise waist
- Front button and hidden zipper closure
- Dual front pockets
- Relaxed fit
- Pinstripe pattern
- Woven fabric, lining, no stretch
- Runs true to size
Style Number/Barcode: 06403-0346
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Iconic Vibes Pinstripe Cropped Vest
Create an iconic look and have a major it-girl moment in this pinstripe cropped vest! It features a sleeveless V-neckline, wide tank shoulder straps, three front button closures, two front faux pockets, an angled cropped hem, and a fitted silhouette. The lined woven fabric features a pinstripe pattern for a chic flair. Complete your look with the matching shorts or pants for weeknights after the office or weekend plans with your friends!
Shop Matching Bottoms: Iconic Vibes Pinstripe Trouser Shorts, Iconic Vibes Pinstripe Trouser Pants
Fit & Features
- Sleeveless bodice, V-neckline, wide tank shoulder straps
- Vertical curved seams down the bust and front
- Three front button closures, two front faux pocket slits
- Angled cropped hem, fitted silhouette
- Pinstripe pattern
- Woven fabric, smooth woven lining, no stretch
- Runs true to size
Style Number/Barcode: 06204-1639
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Always Ahead One-Shoulder Tunic Top
You'll always be ahead of the trends in this one-shoulder tunic top perfect for elevating your everyday look! It features a fitted long sleeve, a side ruched adjustable drawstring atop a flirty slit, and a long hem on stretchy rib knit fabric. Style with the matching bottoms.
Shop Matching Bottoms: Always Ahead High Rise Flare Pants
Fit & Features
- One shoulder neckline
- Fitted long sleeve
- Side ruched adjustable drawstring
- Side slit, long hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 06001-4978
Category Name: Matching Sets
Price: $11.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Always Ahead High-Rise Flare Pants
You'll always be ahead of the trends in these flare pants perfect for elevating your everyday look! The pants feature a flattering high-rise waist, hip-hugging fit, and flared hem on stretchy rib knit fabric. Style with the matching top.
Shop Matching Top: Always Ahead One-Shoulder Tunic Top
Fit & Features
- High-rise elastic banded waist
- Hip-hugging fit
- Flared hem
- Stretchy rib knit fabric
- Runs true to size
Style Number/Barcode: 06502-2398
Category Name: Matching Sets
Price: $5.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Fall Back In Love Cable Knit Topper
Fall back in love with all things cozy and cute! This cable knit topper is essential for shifting into the new season. It features a ribbed mock neckline and long sleeves with ribbed cuffs on soft and stretchy fabric. Complete the look with the matching top.
Shop Matching Top: Fall Back In Love Cable Knit Crop Top
Fit & Features
- Ribbed mock neckline
- Long sleeves, ribbed cuffs
- Cable knit design
- Soft and stretchy fabric
- Runs true to size
Style Number/Barcode: 06005-1729
Category Name: Matching Sets
Price: $3.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Fall Back In Love Cable Knit Crop Top
Fall back in love with all things cozy and cute! This cable knit crop top is essential for shifting into the new season. It features a scoop neck, tank shoulder straps, and a ribbed hem on soft and stretchy fabric. Complete the look with the matching topper.
Shop Matching Topper: Fall Back In Love Cable Knit Topper
Fit & Features
- Sleeveless scoop neck
- Tank shoulder straps
- Ribbed crop hem
- Cable knit design
- Soft and stretchy fabric
- Runs true to size
Style Number/Barcode: 06005-1730
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Ahoy Sailor Cutie Faux Leather Shorts
Ahoy cutie! Dress up as a glamorous sailor this Halloween with these adorable faux leather shorts. They feature a high-rise waist with a back zipper closure, dual vertical seams down the front, engraved faux button accents, and a cheeky form-hugging fit. The faux leather fabric has minimal stretch. Style with the matching tie-front top and captain cabby hat!
Shop Matching Top: Ahoy Sailor Cutie Collared Tie-Front Top
Fit & Features
- High-rise waist
- Back zipper closure
- Dual front vertical seams
- Four engraved faux buttons
- Cheeky form-hugging fit
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0335
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Ahoy Sailor Cutie Collared Tie-Front Top
Ahoy cutie! Dress up as a glamorous sailor this Halloween with this adorable tie-front top. It features a collared neckline with a back flap accent and a contrast trim, short sleeves, a tie-front design for a snatched look, and a fitted cropped hem. The lightweight woven satin fabric has no stretch. Style with the matching faux leather shorts and captain cabby hat!
Shop Matching Bottoms: Ahoy Sailor Cutie Faux Leather Shorts
Fit & Features
- Collared neckline, back flap, contrast trim
- Short sleeves
- Tie-front design
- Fitted cropped hem
- Woven satin fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1621
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Party Mood Rhinestone Sheer Fishnet Top
This sexy sparkly and sheer rhinestone fishnet top will definitely put you in a party mood! It features a round neckline, long sleeves with fab flared hems, a cropped hem with a relaxed fit, and a cropped front knit lining with a cowl neckline. The sheer fishnet fabric features all-over glitzy rhinestone embellishments. Style with the matching mini skirt and platform heels!
Shop Matching Bottoms: Party Mood Rhinestone Sheer Fishnet Mini Skirt
Fit & Features
- Round neckline
- Long sleeves, flared hems
- Cropped hem, relaxed fit
- Cropped front knit lining, cowl neckline
- Sheer fishnet fabric, minimal stretch
- All-over rhinestone embellishments
- Runs true to size
Style Number/Barcode: 06001-4875
Category Name: Matching Sets
Price: $21.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Pretty And Posh Tweed Bustier Top
Pretty and posh, create an iconic look with this tweed bustier top! It features a sleeveless sweetheart neckline with a bustier-style bodice, a built-in padded bust, thin tank shoulder straps, and a fitted cropped hem. The plaid pattern on the tweed knit fabric gives it that chic factor. Style with the matching mini skirt!
Shop Matching Bottoms: Pretty And Posh Tweed Mini Skirt
Fit & Features
- Sleeveless sweetheart neckline, bustier-style bodice
- Built-in padded bust
- Tank shoulder straps, back zipper closure
- Fitted cropped hem
- Plaid pattern, tweed knit fabric, smooth knit front lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4858
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Pretty And Posh Tweed Mini Skirt
Pretty and posh, create an iconic look with this tweed mini skirt! It features a high-rise waist with a back zipper closure, a mini-length hem, and a form-hugging fit. The plaid pattern on the tweed knit fabric gives it that chic factor. Style with the matching bustier top!
Shop Matching Top: Pretty And Posh Tweed Bustier Top
Fit & Features
- High-rise waist
- Back zipper closure
- Mini-length hem
- Form-hugging fit
- Plaid pattern, tweed knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0834
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Casual Plans Button-Down Linen Top
Cute for casual plans, this relaxed button-down crop top offers a breezy style to your look! Shop the matching shorts.
Fit & Features
- Woven linen-blend fabric
- Collared neckline
- Button-down front closures
- Cuffed dolman short sleeves
- Relaxed cropped-length hem
- Runs true to size
Shop The Matching Shorts: Casual Plans Mid-Rise Linen Shorts
Style Number/Barcode: 06003-000002
Category Name: Matching Sets
Price: $32.90
Availability: In Stock
Available Color: OFF, WHITE
Available Size: M, L
Product Badge:- Part of a Set
-
Serious Chills Velour Cargo Joggers
Sit back and chill or go on a coffee run in these trendy velour joggers! It features a flattering mid-rise elasticized waist with hidden side pockets for keeping your hands warm, a relaxed fit, cargo flap pockets, and elasticized cuffs. The ultra-soft velour fabric has a moderate stretch. Complete the look with the matching jacket and your favorite sneakers!
Shop Matching Jacket: Serious Chills Velour Zip Up Hoodie Jacket
Fit & Features
- Mid-rise elasticized waist
- Hidden side hip pockets
- Cargo flap pockets, velcro closures
- Relaxed fit
- Elasticized cuffs
- Soft velour fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06502-0973
Category Name: Matching Sets
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Serious Chills Velour Zip-Up Hoodie Jacket
Sit back and chill or go on a coffee run in this trendy velour crop jacket! It features long sleeves with elasticized cuffs, a hooded drawstring neckline, a zip-up front, two pockets for keeping your hands warm, and a cropped elasticized hem. The ultra-soft velour fabric has a moderate stretch. Complete the look with the matching joggers and your favorite sneakers!
Shop Matching Bottoms: Serious Chills Velour Cargo Joggers
Fit & Features
- Long sleeves, elasticized cuffs
- Hooded drawstring neckline
- Two pockets
- Zip-up front closure
- Cropped elasticized hem
- Soft velour fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06204-1401
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Attention Please Cargo Mini Skirt
Capture everyone's attention in this trendy cargo mini skirt perf for the new season! It features a high-rise waist with belt loops and dual front snap button closures, large cargo-style side pockets with adjustable straps, dual back pocket flaps, and a mini-length hem with a fitted silhouette. Style with the matching cropped jacket for a cool-girl vibe.
Shop Matching Top: Attention Please Cargo Cropped Jacket
Fit & Features
- High-rise waist, belt loops
- Dual front snap button closures
- Large cargo-style side pockets, strap details
- Dual back pocket flaps
- Mini-length hem, fitted silhouette
- Cargo twill fabric
- Runs true to size
Style Number/Barcode: 06301-0170
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Attention Please Cargo Cropped Jacket
Capture everyone's attention in this trendy cargo cropped jacket perf for the new season! It features a collared neckline, short sleeves, a complete snap button-down front, dual chest pockets with adjustable straps, and a fitted cropped hem. Style with the matching mini skirt for a cool-girl vibe.
Shop Matching Bottoms: Attention Please Cargo Mini Skirt
Fit & Features
- Collared neckline
- Short sleeves
- Snap button-down front
- Dual chest pockets, strap details
- Fitted cropped hem
- Cargo twill fabric
- Runs true to size
Style Number/Barcode: 06204-1619
Category Name: Matching Sets
Price: $9.97 $38.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Fashion Doll Rhinestone Faux Leather Flare Pants
Live your best dream life as an iconic fashion doll this Halloween! These sleek faux leather flare pants feature a high-rise waist, a lattice front design with a tie closure, a hidden side zipper closure, a hip-hugging fit, a form-hugging fit throughout the leg, and a flared hem. The lined faux leather fabric features mini rhinestone embellishments down the front of the leg for that stylish and stunning sparkle. Complete your fab costume with the matching corset top and rhinestone boots!
Shop Matching Top: Fashion Doll Rhinestone Faux Leather Corset Top
Fit & Features
- High-rise waist, hidden side zipper, hook and eye closure
- Lattice front design, tie closure
- Hip-hugging fit, form-hugging fit throughout the leg
- Flared hem
- Rhinestone embellishments down the leg
- Faux leather fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06402-1331
Category Name: Matching Sets
Price: $9.97 $46.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance