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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.

  • Queen Of The Gems Rhinestone Pearl Mini Skirt

    Have a glamorous night looking like a queen in this mesh mini skirt featuring a high-rise waist, a sheer design with panty lining, a bodycon silhouette, and all-over rhinestones and faux pearl embellishments. Complete the look with matching top and heels.

    Shop Matching Top: Queen Of The Gems Rhinestone Pearl Crop Top

    Fit & Features

    • High-rise waist
    • Side zipper and hook-eye closure
    • Sheer design with panty lining
    • All-over rhinestones and faux pearl embellishments
    • Bodycon silhouette
    • Sheer mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0845

    Category Name: Matching Sets

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Better Together Strapless Bodysuit

    You and this bodysuit are better together on a Friday night out! It features a strapless straight-across neckline, a bodycon silhouette, and a thong-cut bottom with a dual snap button closure. The textured-knit fabric includes a lining and offers a moderate stretch. Complete the look with the matching mini skirt.

    Shop Matching Bottoms: Better Together Bodycon Mini Skirt

    Fit & Features

    • Strapless straight-across neckline, no-slip strip
    • Back zipper, hook and eye closure
    • Bodycon silhouette
    • Thong-cut bottom, dual snap button closure
    • Textured-knit fabric, lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4885

    Category Name: Matching Sets

    Price: $11.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Better Together Bodycon Mini Skirt

    You and this mini skirt are better together on a Friday night out! It features a sleek high-rise waist, bodycon silhouette, and a fitted hem on textured knit fabric with a lining. Complete the look with the matching bodysuit.

    Shop Matching Bodysuit: Better Together Strapless Bodysuit

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Fitted mini-length hem
    • Textured-knit fabric, lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0859

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cutie In Charge Wide Leg Denim Pants

    Cute and in charge, that's just how you'll like it in these cargo denim pants essential for looking cool for the summer! It features a high-rise waist, four flap cargo-style pockets, two back pockets, and a wide-leg silhouette on dark-wash denim fabric. Complete the look with the matching vest.

    Shop Matching Vest: Cutie In Charge Sleeveless Denim Vest

    Fit & Features

    • High-rise waist
    • Four flap cargo-style pockets, two back pockets
    • Wide-leg silhouette
    • Front button and hidden zipper closure
    • Belt loop accents
    • Dark wash denim, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06602-0433

    Category Name: Matching Sets

    Price: $9.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Zip It and Chill Mid-Rise Cargo Pants

    Sporty meets street in the best way. These relaxed-fit cargos bring all the cool girl vibes with zippered details and a chill mid-rise waist—ready for city strolls, casual hangs, or your weekend lineup. Shop the matching vest.

    Shop The Matching Vest: Zip It and Chill Mock Neck Cargo Vest

    Fit & Features

    • Woven fabric, non-stretch
    • Mid-rise waist
    • Two side pockets, lower zipper cargo pockets
    • Relaxed straight-leg fit
    • Adjustable elasticized cuffs with toggle drawstring
    • Front button and hidden zipper closure, belt loop accents
    • Runs true to size

    Style Number/Barcode: 06302-000011

    Category Name: Matching Sets

    Price: $46.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Cutie In Charge Sleeveless Denim Vest

    Cute and in charge, that's just how you'll like it in this sleeveless denim vest essential for looking cool for the summer! It features a collar neckline, a front zipper closure, faux front flap pockets, and a fitted crop hem on dark wash denim fabric. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Cutie In Charge Wide Leg Denim Pants

    Fit & Features

    • Sleeveless collar neckline
    • Front zipper closure
    • Faux front flap pockets
    • Fitted crop hem
    • Dark wash denim, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06203-0504

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ready, Set, Slay V-Waist Denim Mini Skirt

    Ready to slay? Cause this denim mini skirt is your perfect pairing for trending all season! It features a mid-rise V-waist cut, a back zipper and hook and eye closure, and a bodycon silhouette. Complete the look with matching jacket.

    Shop Matching Jacket: Ready, Set, Slay Wrap Crop Denim Jacket

    Fit & Features

    • Mid-rise, V-waist cut
    • Back zipper and hook-eye closure
    • Bodycon silhouette
    • Mini-length hem
    • Medium-wash denim fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06601-0081

    Category Name: Matching Sets

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ready, Set, Slay Wrap Crop Denim Jacket

    Ready to slay? Cause this denim jacket is your perfect pairing for trending all season! It features long sleeves, a lapel collar plunge neckline, and a wrap-tie cropped hem that lets you customize the style. Complete the look with matching bottoms.

    Shop Matching Bottoms: Ready, Set, Slay V-Waist Denim Mini Skirt

    Fit & Features

    • Long sleeves
    • Lapel collar plunge neckline
    • Wrap-tie cropped hem
    • Medium-wash denim fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06203-0505

    Category Name: Matching Sets

    Price: $9.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Abstract Chic Twist-Front Crop Top

    Showcase your artsy side in this abstract chic twist-front crop top! It features a sleeveless V-neck and back design, tank shoulder straps, a twist-front design at the bust, a fitted cropped hem, and an all-over multi-colored swirl print pattern. Style with the matching straight-leg pants for a bold allure.

    Shop Matching Bottoms: Abstract Chic Straight-Leg Pants

    Fit & Features

    • Sleeveless V-neck and back
    • Tank shoulder straps
    • Twist-front design at the bust
    • Fitted cropped hem
    • Multi-colored abstract swirl print
    • Knit slink fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4894

    Category Name: Matching Sets

    Price: $4.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Abstract Chic Straight-Leg Pants

    Showcase your artsy side in these abstract chic straight-leg pants! They feature a high-rise banded waist, a hip-hugging fit, a straight-leg silhouette, and an all-over multi-colored swirl print pattern. Style with the matching crop top for a bold allure. 

    Shop Matching Top: Abstract Chic Twist-Front Crop Top

    Fit & Features

    • High-rise banded waist
    • Hip-hugging fit
    • Straight-leg silhouette
    • Multi-colored abstract swirl print
    • Knit slinky fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2364

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Meet Your Match Bandage Crop Top

    Meet your match! This bandage crop top is the style you'll be obsessed with all season. It features a sleeveless plunge V-neckline, tank shoulder straps, a square low-cut back, and underbust seam detail. The crop top is designed from a bandage-seamless knit fabric that fits like a glove. Complete the look with the matching bottoms for a Miami vacation or club night!

    Shop Matching Bottoms: Meet Your Match Bandage Midi Skirt

    Fit & Features

    • Sleeveless plunge V-neckline
    • Tank shoulder straps
    • Square low-cut back
    • Underbust seam detail
    • Cropped hem
    • Bandage-seamless knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1723

    Category Name: Matching Sets

    Price: $3.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Meet Your Match Bandage Midi Skirt

    Meet your match! This bandage midi skirt is the style you'll be obsessed with all season. It features a flattering high-rise waist, bodycon silhouette, center-back slit accent, and a midi-length hem. The midi skirt is designed from a bandage-seamless knit fabric that fits like a glove. Complete the look with the matching top for a Miami vacation or club night!

    Shop Matching Top: Meet Your Match Bandage Crop Top

    Fit & Features

    • High-rise waist
    • Bodycon silhouette
    • Center back slit accent
    • Back zipper and hook-eye closure
    • Midi-length hem
    • Bandage-seamless knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0865

    Category Name: Matching Sets

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Look At Me Wow Bandage Tube Top

    You'll be making jaws drop tonight in this bandage tube top perfect for rooftop bars! It features a strapless neckline with non-slip grip lining, a wrap-style bodice, and a fitted crop hem. The pants are designed from a bandage-seamless knit fabric that fits like a glove! Complete the look with matching bottoms.

    Shop Matching Bottoms: Look At Me Wow Bandage Flare Pants

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Back zipper and hook-eye closure
    • Wrap-style bodice
    • Fitted crop hem
    • Bandage-seamless knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06005-1722

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Look At Me Wow Bandage Flare Pants

    You'll be making jaws drop tonight in these bandage knit pants perfect for rooftop bars! It features a flattering high-rise waist, a hip-hugging fit, and a flared hem with side slit accents. The pants are designed from a bandage-seamless knit fabric that fits like a glove! Complete the look with the matching top.

    Shop Matching Top: Look At Me Wow Bandage Tube Top

    Fit & Features

    • High-rise waist
    • Back zipper and hook-eye closure
    • Hip-hugging fit
    • Flared hem, side slit accents
    • Bandage-seamless knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-2362

    Category Name: Matching Sets

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Zip It and Chill Mock Neck Cargo Vest

    Sporty meets street in the best way. This sporty vest brings all the cool girl vibes with zippered details and a chill mock neckline—ready for city strolls, casual hangs, or your weekend lineup. Shop the matching pants.

    Shop The Matching Pants: Zip It and Chill Mid-Rise Cargo Pants

    Fit & Features

    • Woven fabric, non-stretch
    • Mock neckline
    • Front zip-up closure
    • Cargo flap pockets
    • Elasticized crop hem
    • Runs true to size

    Style Number/Barcode: 06204-000025

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Iconic Glamour Rhinestone And Pearl Mini Skirt

    Glitz and gleam and showcase iconic glamour in this embellished mini skirt! It features a high-rise waist, all-over sparkling rhinestone and faux pearl embellishments, a mini-length hem, and a curve-hugging fit. Complete your night-out vibe with the matching bustier top!

    Shop Matching Top: Iconic Glamour Rhinestone And Pearl Bustier Top

    Fit & Features

    • High-rise waist
    • Rhinestone and faux pearl embellishments
    • Mini-length hem
    • Curve-hugging fit
    • Mesh fabric
    • Runs true to size

    Style Number/Barcode: 06501-0846

    Category Name: Matching Sets

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Iconic Glamour Rhinestone And Pearl Bustier Top

    Glitz and gleam and showcase iconic glamour in this embellished bustier top! It features a sleeveless sweetheart neckline, thin shoulder straps, a sheer mesh bodice with front vertical seam detailing, a cowl-draped overlay with sparkling rhinestone and faux pearl embellishments, and a fitted cropped hem. Complete your night-out vibe with the matching mini skirt!

    Shop Matching Bottoms: Iconic Glamour Rhinestone And Pearl Mini Skirt

    Fit & Features

    • Sleeveless sweetheart neckline
    • Thin adjustable shoulder straps
    • Sheer mesh bodice, front vertical seam detailing, back zipper closure
    • Cowl-draped overlay design
    • Rhinestone and faux pearl embellishments
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5029

    Category Name: Matching Sets

    Price: $6.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Destination High Waist Palazzo Pants

    Heading somewhere tropical? These palazzo pants will keep you cute during your stay! They feature a flattering high-rise waist, and a wide-leg silhouette, and are composed of smooth and stretchy knit fabric with an all-over palm leaf print that showcases major summer vibes. Complete the look with the matching top.

    Shop Matching Top: Tropical Destination Twist Crop Top

    Fit & Features

    • High rise waist
    • Wide-leg silhouette
    • Palm leaf print all-over
    • Smooth and stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2352

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Destination Twist Crop Top

    Heading somewhere tropical? This crop top will keep you cute during your stay! It features a sleeveless sweetheart neckline, spaghetti straps, and a twisted bust accent, and is composed of smooth and stretchy knit fabric with an all-over palm leaf print that showcases major summer vibes. Complete the look with matching bottoms.

    Shop Matching Bottom: Tropical Destination High Waist Palazzo Pants

    Fit & Features

    • Sleeveless sweetheart neck
    • Spaghetti straps
    • Twisted bust accent
    • Ultra cropped hem
    • Palm leaf print all-over
    • Smooth and stretchy knit fabric
    • Runs true to size

    Style Number/Barcode: 06001-4886

    Category Name: Matching Sets

    Price: $4.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Two For The Show Texture Knit Wide Leg Pants

    Be a showstopper in this texture knit pant for away time in paradise or out on a Saturday night! The pants feature a flattering high-rise waistband, hip-hugging fit, and a wide-leg silhouette. Complete the look with matching top and jewelry!

    Shop Matching Top: Two For The Show Texture Knit Crop Top

    Fit & Features

    • High-rise waistband
    • Hip-hugging fit
    • Wide leg silhouette
    • Lined textured knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06502-2296

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Two For The Show Texture Knit Crop Top

    Be a showstopper in this texture knit crop top for away time in paradise or out on a Saturday night! The top features a sleeveless plunge V-neckline, wide shoulder straps, a V-cut back, and an ultra-cropped hem. Complete the look with matching bottoms and jewelry!

    Shop Matching Bottoms: Two For The Show Texture Knit Wide Leg Pants

    Fit & Features

    • Sleeveless plunge V-neckline
    • Wide shoulder straps
    • V-cut back
    • Ultra-cropped hem
    • Lined textured knit fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4849

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • It's A Mood Strapless Twill Denim Corset

    You can always do your closet good with this twill denim corset! It features a flattering strapless neckline, a fitted crop hem, and a back zipper closure. Style with the matching pants and your fave heels for going out to dinner or a casual party!

    Shop Matching Pants: It's A Mood Wide Leg Twill Denim Pants

    Fit & Features

    • Strapless neckline
    • Fitted crop hem
    • Back zipper closure
    • Twill denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06003-2182

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • It's A Mood Wide Leg Twill Denim Pants

    You can always do your closet good with these twill denim pants! They feature a flattering high-rise waist, a hip-hugging fit, and a wide-leg silhouette. Style with the matching top and your fave heels for going out to dinner or a casual party!

    Shop Matching Top: It's A Mood Strapless Twill Denim Corset

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Wide-leg silhouette
    • Front button and hidden zipper closure
    • Four-pocket styling, belt loop accents
    • Twill denim fabric, slight stretch
    • Runs true to size

    Style Number/Barcode: 06302-0738

    Category Name: Matching Sets

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • So Darling Ditsy Floral Flowy Shorts

    Create a sweet look that is oh-so-darling with these ditsy floral printed shorts! They feature a high-rise waist, a back zipper closure, and a flowy, relaxed silhouette. The lightweight woven fabric features an adorable dainty ditsy floral print pattern. Style with the matching crop top for the perfect brunch outfit.

    Shop Matching Top: So Darling Ditsy Floral Puff Sleeve Crop Top

    Fit & Features

    • High-rise waist
    • Back zipper, hook and eye closure
    • Flowy, relaxed fit
    • Ditsy floral print
    • Woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0225

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance