Matching Sets

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Matching Sets That Serve Style in Every Fall Scene

From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and head-turning style. Whether you’re dressing for a seasonal soirée, a night out, or a 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 polish. Cozy ribbed knits, soft sweater fabrics, and sleek satins keep things comfortable and put-together. Style with ankle boots and layered jewelry for casual glam that moves with you.

Night-Out Energy & Elevated Looks

Dial it up with sleek two-piece matching sets paired with a tailored blazer or curve-hugging silhouettes. Faux leather finishes, halter details, and tie-front designs bring the heat—just add strappy heels or heeled boots 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 faux leather pants, or swap in a fitted bodysuit for your skirt. Finish with a cropped jacket or a longline duster coat for extra dimension.

Explore Windsor’s full collection of matching sets online, in-app, or in-store to level up your fall 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.

  • The Next Level O-Ring Crop Top

    Take your look to the next level with a crop top that brings out your sassy side! The top features a plunging V-neckline, a metal O-Ring at the center of the bodice, long sleeves, tie-front ties at the hem, and a cropped hem. The top is composed of a lurex knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching skirt. 

    Shop Matching Skirt: The Next Level High Slit Midi Skirt

    Fit & Features

    • V-neckline
    • Metal O-Ring 
    • Long sleeves
    • Tie-front ties at the hem
    • Cropped hem 
    • Lurex knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06001-3827

    Category Name: Matching Sets

    Price: $6.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Irresistibly Chic Snake Print Mini Skirt

    Showcase an alluring and irresistible look in this chic snake print mini skirt! It features a high-rise elastic banded waist, a sultry side slit, and a short, form-hugging fit. Style this skirt with the matching bustier and clear heels.

    Shop Matching Top: Irresistibly Chic Snake Print Bustier

    Fit & Features

    • High-rise waist, elastic band
    • Side slit
    • Mini-length, form-hugging fit
    • Snake print
    • Textured knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0517

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Stunning Satin Crop Top

    Keep it sleek and stunning with a crop top that elevates your outfits! The crop top features a sleeveless cowl neckline, spaghetti straps, a lace-up back, and a cropped hem. The top is composed of a stretchy satin fabric that offers a form hugging fit. Complete look with the matching mini skirt.

    Shop Matching Mini Skirt: Sleek And Stunning Satin Mini Skirt

    Fit & Features

    • Sleeveless cowl neckline
    • Spaghetti straps
    • Lace-up back
    • Cropped hem
    • Stretchy satin fabric
    • Form hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-3637

    Category Name: Matching Sets

    Price: $9.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Irresistibly Chic Snake Print Bustier

    Showcase an alluring and irresistible look in this chic snake print bustier! It features a sleeveless sweetheart neckline, bungee spaghetti straps, padded cups, and a cropped, form-hugging fit. Style this bustier with the matching mini skirt and clear heels.

    Shop Matching Bottoms: Irresistibly Chic Snake Print Mini Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Bungee spaghetti straps
    • Padded cups
    • Cropped, form-hugging fit
    • Snake print
    • Textured knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-3673

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Trendy Essential Seamless Biker Shorts

    These simple seamless biker shorts are a definite trendy essential! They feature a flattering high-rise banded waist, a mid-thigh length, form-hugging fit, and are composed of a lightweight ribbed knit fabric that offers plenty of stretch for comfortable wear. Style these shorts with the matching bralette.

    Shop Matching Bralette: Trendy Essential Seamless Bralette

    Fit & Features

    • High-rise banded waist
    • Mid-thigh length, form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07103-0666

    Category Name: Matching Sets

    Price: $9.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Essential Seamless Bralette

    This simple seamless bralette is a definite trendy essential! It features a flattering V-neckline, adjustable spaghetti straps, and is composed of a lightweight ribbed knit fabric that offers plenty of stretch for comfortable wear. Style this bralette with the matching biker shorts.

    Shop Matching Bottoms: Trendy Essential Seamless Biker Shorts

    Fit & Features

    • V-neckline
    • Adjustable spaghetti straps
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07107-0646

    Category Name: Matching Sets

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Keeping Knit Basic Crop Top

    Lay on basics with this fab crop top! The top features a crew neckline, short sleeves, and a cropped hem. The top is composed of a ribbed knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching duster and chunky sneakers. 

    Shop Matching Duster: Keeping Knit Cozy Basic Duster

    Fit & Features

    • Crew neckline
    • Short sleeves
    • Cropped hem
    • Ribbed knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06002-0988

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics Knit Hoodie

    Bring your look back to basics with a hoodie that keeps it casual and comfy! The hoodie features a zippered front, a hood, long sleeves, side pockets, and a cropped hem. The hoodie is composed of a knit fabric that offers a relaxed fit with a moderate stretch. Complete look with the matching joggers. 

    Shop Matching JoggersBack To Basics Knit Joggers

    Fit & Features

    • Zippered front
    • Hood
    • Long sleeves
    • Side pockets
    • Cropped hem 
    • Knit fabric 
    • Relaxed fit, moderate stretch, runs true to size

    Style Number/Barcode: 06202-0196

    Category Name: Matching Sets

    Price: $14.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Back To Basics Knit Joggers

    Bring your look back to basics with joggers that keep it casual and comfy. The joggers feature a high-rise waist with a drawstring, zippered side pockets, and a straight leg fit with a ribbed hem. Complete look with the matching zipper hoodie. 

    Shop Matching Hoodie: Back To Basics Knit Hoodie

    Fit & Features

    • Elastic high rise waist
    • Drawstring
    • Zippered side pockets
    • Straight leg fit
    • Knit fabric 
    • Relaxed fit, moderate stretch, runs true to size

    Style Number/Barcode: 06502-0582

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • At Your Leisure Mid-Rise Flare Pants

    A comfy and cute mid-rise flare pants perfect for post-pilates and grabbing coffee! Pair with the matching jacket.

    Fit & Features

    • Stretchy rib knit fabric
    • Folded mid-rise waist
    • Hip-hugging fit
    • Flare hem
    • Runs true to size

     

    Shop The Matching Jacket: At Your Leisure Zip-Up Crop Jacket

    Style Number/Barcode: 06502-2570

    Category Name: Matching Sets

    Price: $14.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Preppy Chic Plaid Mini Skirt

    Keep it preppy with a plaid mini skirt that elevates your look! The skirt features a plaid print, a high-rise waist, a mini side slit, and a mini-length silhouette. The skirt is composed of a lightweight woven fabric that offers a form-hugging fit with minimal stretch. Complete look with the matching cropped blazer.

    Shop Matching Blazer: Preppy Chic Plaid Cropped Blazer

    Fit & Features

    • Plaid print
    • High-rise waist
    • Mini side slit
    • Mini-length 
    • Lightweight woven fabric 
    • Form-hugging fit, minimal stretch 
    • Runs true to size

    Style Number/Barcode: 06401-0331

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dangerous Glam Faux Leather Midi Skirt

    Dare to go bold with a mini skirt that is so dangerously glam! The skirt features an elastic high rise waist, ruching, a high side slit with a twist-knot accent, and a midi length silhouette. The skirt is composed of a lined faux leather fabric that offers a form hugging fit with a slight stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Dangerous Glam Faux Leather One Shoulder Crop Top

    Fit & Features

    • Elastic high rise waist
    • Ruching 
    • High side slit
    • Midi length silhouette
    • Faux leather fabric 
    • Form hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0526

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Preppy Chic Plaid Cropped Blazer

    Keep it preppy with a plaid blazer that elevates your look! The blazer features a plaid print, a collared neckline with lapel accents, a single button closure, long sleeves, and a cropped hem. The blazer is composed of a lightweight woven fabric that offers a form-hugging fit with minimal stretch. Complete look with the matching mini skirt.

    Shop Matching Mini Skirt: Preppy Chic Plaid Mini Skirt

    Fit & Features

    • Plaid print
    • Collared neckline, lapels
    • Single-button closure
    • Long sleeves
    • Cropped hem
    • Lightweight woven fabric
    • Form-hugging fit, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1077

    Category Name: Matching Sets

    Price: $12.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Dangerous Glam Faux Leather One Shoulder Crop Top

    Dare to go bold with a crop top that is so dangerously glam! The crop top features a one-shoulder neckline, a spaghetti strap, and a cropped hem. The top is composed of a lined faux leather fabric that offers a form hugging fit with a slight stretch. Complete look with the matching midi skirt. 

    Shop Matching Midi Skirt: Dangerous Glam Faux Leather Midi Skirt

    Fit & Features

    • One-shoulder neckline
    • Spaghetti strap
    • Cropped hem
    • Faux leather fabric 
    • Form hugging fit, slight stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3686

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cozy Trends Eyelash Knit Mini Dress

    Slip into a cozy mini dress that keeps you on trend, babe! The dress features a sleeveless scoop neckline, spaghetti straps, and a mini-length silhouette with a ribbed hem. The dress is composed of an eyelash knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching cardigan.

    Shop Matching Cardigan: Cozy Trends Eyelash Knit Cardigan

    Fit & Features

    • Sleeveless scoop neckline
    • Spaghetti straps
    • Mini length silhouette
    • Ribbed hem
    • Eyelash knit fabric 
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06005-1170

    Category Name: Matching Sets

    Price: $6.97 $28.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy Trends Eyelash Knit Cardigan

    Layer on a cozy cardigan that keeps you on-trend, babe! The cardigan features a draped open front, a multi-button down front, long sleeves, and a cropped hem. The cardigan is composed of an eyelash knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching mini dress.

    Shop Matching Mini Dress: Cozy Trends Eyelash Knit Mini Dress

    Fit & Features

    • Open front
    • Multi-button front closure
    • Long sleeves
    • Cropped hem
    • Eyelash knit fabric
    • Form hugging fit, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1171

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Lace Detail Cropped Tank

    This chic lace detailed cropped tank is perf for transitioning your wardrobe to winter fashion! It features a sleeveless V-neckline, spaghetti straps, a dainty lace trim, and a cropped, form-hugging fit. The lightweight ribbed knit fabric offers plenty of stretch. Complete the outfit with jeans and the matching cardigan for an effortless everyday look.

    Shop Matching Cardigan: Chic Lace Detail Cropped Cardigan

    Fit & Features

    • Sleeveless V-neckline
    • Spaghetti straps
    • Lace trim
    • Cropped, form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-3410

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning And Chic Swirl Crop Top

    Keep it stunning with a crop top that makes a chic impression! The top features a trendy swirl pattern, a plunging V-neckline, long sleeves, a lace-up front, and a cropped hem. The top is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching midi skirt. 

    Shop Matching Midi Skirt: Stunning And Chic Swirl Midi Skirt

    Fit & Features

    • Swirl pattern 
    • V-neckline
    • Long sleeves
    • Lace-up front
    • Cropped hem
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3662

    Category Name: Matching Sets

    Price: $3.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Stunning And Chic Swirl Midi Skirt

    Keep it stunning with a midi skirt that makes a chic impression! The skirt features a trendy swirl pattern, a high rise waist, a midi length silhouette, and a high center slit in back. The skirt is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching crop top. 

    Shop Matching Crop Top: Stunning And Chic Swirl Crop Top

    Fit & Features

    • Swirl pattern 
    • High rise waist
    • Midi length silhouette
    • High center slit in back
    • Form hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06501-0502

    Category Name: Matching Sets

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • At Your Leisure Zip-Up Crop Jacket

    A comfy and cute zip-up crop jacket perfect for post-pilates and grabbing coffee! Pair with the matching bottoms.

    Fit & Features

    • Stretchy rib knit fabric
    • Fitted long sleeves
    • Mock neckline
    • Zip-up front closure
    • Fitted crop hem
    • Runs true to size

     

    Shop The Matching Pants: At Your Leisure Mid-Rise Flare Pants

    Style Number/Barcode: 06202-000034

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: PINK, CHARTREUSE

    Available Size: S, M, L, XS

    Product Badge:
    • Part of a Set
  • Wild Thing Zebra Halter Top

    Tap into your wild side with a halter top that makes a fierce impression! The top features a trendy zebra print, a halter neck, a drawstring tie front, and a cropped hem. The top is composed of a smooth knit fabric that offers a form-hugging fit with a moderate stretch. Complete look with the matching midi skirt.

    Shop Matching Midi Skirt: Wild Thing Zebra Midi Skirt

    Fit & Features

    • Zebra print
    • Halter neck 
    • Drawstring tie front
    • Cropped hem 
    • Smooth knit fabric 
    • Form-hugging fit, moderate stretch 
    • Runs true to size

    Style Number/Barcode: 06001-3797

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Chic Lace Detail Cropped Cardigan

    This chic lace detailed cropped cardigan is perf for transitioning your wardrobe to winter fashion! It features long fitted sleeves, a dainty lace trim, a button-down front, and a cropped, form-hugging fit. The lightweight ribbed knit fabric offers plenty of stretch. Complete the outfit with jeans and the matching tank for an effortless everyday look.

    Shop Matching Top: Chic Lace Detail Cropped Tank

    Fit & Features

    • Long fitted sleeves
    • Lace trim
    • Button-down front
    • Cropped, form-hugging fit
    • Ribbed knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06202-0205

    Category Name: Matching Sets

    Price: $12.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trendy Behavior High Slit Midi Skirt

    Stay on trend with a skirt that creates a major moment! The skirt features an abstract splatter pattern, a high rise waist, a ruched drawstring, a high side slit, and a midi-length silhouette. The skirt is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching crop top. 

    Shop Matching Crop TopTrendy Behavior Cutout Crop Top

    Fit & Features

    • Abstract splatter pattern
    • High rise waist
    • Ruched drawstring
    • High side slit
    • Midi length silhouette
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06501-0549

    Category Name: Matching Sets

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Trendy Behavior Cutout Crop Top

    Stay on trend with a crop top that creates a major moment! The crop top features an abstract splatter pattern, long sleeves, dual cutouts at the sides, ruched drawstrings, and a cropped hem. The top is composed of a smooth knit fabric that offers a form hugging fit with a moderate stretch. Complete look with the matching midi skirt. 

    Shop Matching Midi Skirt: Trendy Behavior High Slit Midi Skirt

    Fit & Features

    • Abstract splatter pattern
    • Long sleeves
    • Dual cutouts at the sides 
    • Ruched drawstrings
    • Cropped hem
    • Smooth knit fabric
    • Form hugging fit, moderate stretch, runs true to size

    Style Number/Barcode: 06001-3798

    Category Name: Matching Sets

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free