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Product Recommendations

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.

  • Island Time Floral Wide-Leg Pants

    You'll be on total island time in these bold floral pants! They feature a high-rise banded waist, a wide-leg silhouette, a relaxed fit, and an abstract floral print pattern that will draw everyone's attention to your chic look. Style with the matching tube top for a vacay-ready 'fit.

    Shop Matching Top: Island Time Floral Cropped Tube Top

    Fit & Features

    • High-rise banded waist
    • Wide-leg silhouette
    • Relaxed fit
    • Abstract floral print
    • Knit fabric
    • Runs true to size

    Style Number/Barcode: 06502-2239

    Category Name: Matching Sets

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Island Time Floral Cropped Tube Top

    You'll be on total island time in this bold floral tube top! It features a strapless sweetheart neckline, a tie-front design that can also be styled as halter straps, an ultra-cropped, fitted hem, and an abstract floral print pattern that will draw everyone's attention to your chic look. Style with the matching wide-leg pants for a vacay-ready 'fit.

    Shop Matching Bottoms: Island Time Floral Wide-Leg Pants

    Fit & Features

    • Strapless sweetheart neckline
    • Tie-front design, can be styled as halter straps
    • Ultra-cropped, fitted hem, flexible boning at the sides
    • Abstract floral print
    • Knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06001-4673

    Category Name: Matching Sets

    Price: $10.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Muse Floral Satin Pants

    When it comes to your fashion style, you're a major muse for sure. These floral satin pants are perf for you. It features a high-rise waist, side pockets, and a wide-leg silhouette. The silky-smooth satin fabric features a chic all-over floral print pattern. Complete the look with the matching button-down top and bra.

    Shop Matching Tops: Major Muse Floral Satin Bra TopMajor Muse Floral Satin Button-Down Top

    Fit & Features

    • High-rise waist
    • Side pockets
    • Wide-leg silhouette
    • Floral print
    • Satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06402-1318

    Category Name: Matching Sets

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Muse Floral Satin Button-Down Top

    When it comes to your fashion style, you're a major muse for sure. This floral satin button-down top is perf for you. It features a collared neckline, long sleeves with dual button details, a complete button-down front, and a relaxed fit. The silky-smooth satin fabric features a chic all-over floral print pattern. Complete the look with the matching bra top and wide-leg pants.

    Shop Matching Top: Major Muse Floral Satin Bra Top

    Shop Matching Bottoms: Major Muse Floral Satin Pants

    Fit & Features

    • Collared neckline
    • Long sleeves, dual button details
    • Button-down front
    • Relaxed fit
    • Floral print
    • Satin woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06003-2199

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Major Muse Floral Satin Bra Top

    When it comes to your fashion style, you're a major muse for sure. This floral satin bra top is perf for you. It features a sleeveless V-neckline with a twist-front design at the bust, adjustable spaghetti straps, a stretchy smocked back panel, and a fitted cropped hem. The silky-smooth satin fabric features a chic all-over floral print pattern. Complete the look with the matching button-down top and wide-leg pants.

    Shop Matching Top: Major Muse Floral Satin Button-Down Top

    Shop Matching Bottoms: Major Muse Floral Satin Pants

    Fit & Features

    • Sleeveless V-neckline, twist-front design
    • Adjustable spaghetti straps
    • Stretchy smocked back panel
    • Fitted cropped hem
    • Floral print
    • Satin woven fabric, knit lining at the bust
    • Runs true to size

    Style Number/Barcode: 06003-2198

    Category Name: Matching Sets

    Price: $6.97 $21.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Slay Faux Leather Wide-Leg Pants

    Show off a major slay in these sleek and edgy faux leather pants! They feature a high-rise waist with a button-front closure, front pockets, a hip-hugging fit, and a wide-leg silhouette. The smooth faux leather fabric gives off a chic sheen. Complete the look with the matching cropped vest and strappy stiletto heels.

    Shop Matching Vest: Major Slay Faux Leather Cropped Vest

    Fit & Features

    • High-rise waist
    • Button-front closure, hidden zipper closure
    • Dual front pockets
    • Hip-hugging fit
    • Wide-leg silhouette
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-0608

    Category Name: Matching Sets

    Price: $15.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Fabulous Faux Leather Blazer

    You'll look so fab in this sleek and trendy faux leather blazer! It features a lapel collar, shoulder pads for structure, long sleeves with button accents, a single button-front closure, faux front pockets, and a long-line fitted silhouette. The lined faux leather fabric offers a minimal amount of stretch. Complete the look with the matching skirt for a posh style! 

    Shop Matching Bottoms: So Fabulous Faux Leather Skirt

    Fit & Features

    • Lapel collar, shoulder pads
    • Long sleeves, four-button accents
    • Single button-front closure
    • Dual faux front pockets
    • Long-line fitted silhouette
    • Faux leather fabric, smooth lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06204-1562

    Category Name: Matching Sets

    Price: $21.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Twice The Love Rib Knit Crop Top

    Dive into cozy rib knit love with this midi skirt! Perfect for everyday styling, this midi skirt features a high-rise elasticized waist and curve-flaunting bodycon silhouette and a side slit that shows some skin. Complete the look with the matching skirt.

    Shop Matching Skirt: Twice The Love Rib Knit Midi Skirt

    Fit & Features

    • Scoop neckline, plunging notched front design
    • Long fitted sleeves, flared hems
    • Cropped, form-hugging fit
    • Smaller notched front detail
    • Ribbed sweater knit fabric, plenty of stretch
    • Runs true to size

    Style Number/Barcode: 06005-1806

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirt With Desire Halter Cutout Mini Dress

    It may start out as flirting but soon, you'll be head over heels for this bodycon mini dress perfect for a night out! It features a sleeveless halter neckline with a tie-back closure, a partial open-back, and an elasticized waistband with a sultry cutout on buttery-soft lined knit fabric with moderate stretch. Complete the look with the matching long sleeve bolero and glam heels.

    Shop Matching Jacket: Flirt With Desire Long Sleeve Bolero

    Fit & Features

    • Sleeveless halter neckline, tie-back closure
    • Partial open-back
    • Elasticized waistband, cutout
    • Bodycon silhouette
    • Mini-length hem
    • Soft lined knit fabric, moderate stretch
    • Runs true to size

      Style Number/Barcode: 05103-4711

      Category Name: Matching Sets

      Price: $9.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Sunny Day Ready Gingham Mini Skirt

      With this gingham skirt and your basket in hand, you'll be ready for a sunny day at the farmer's market! The high-rise waist, bodycon fit, and mini-length hem adds a touch of playfulness to any plans. Pair with the matching vest.

      Fit & Features

      • Gingham print, woven fabric, knit lining
      • High-rise waist
      • Back zipper and hook-eye closure
      • Bodycon silhouette
      • Mini-length hem
      • Runs true to size

       

      Shop The Matching Vest: Sunny Day Ready Gingham Tie Front Vest

      Style Number/Barcode: 06401-000004

      Category Name: Matching Sets

      Price: $9.97 $36.90

      On Sale: Yes

      Availability: In Stock

      Available Color: BLK/WHT

      Available Size: L

      Product Badge:
      • Sale
    • Flirt With Desire Long Sleeve Bolero

      It may start out as flirting but soon, you'll be head over heels for this adorable bolero perfect for a night out! It features an open front, a majorly cropped hem, long fitted sleeves, and a buttery-soft knit fabric. Complete the look with the matching mini dress and glam heels.

      Shop Matching Dress: Flirt With Desire Halter Cutout Mini Dress

      Fit & Features

      • Open front
      • Cropped hem
      • Long fitted sleeves
      • Soft knit fabric, moderate stretch
      • Runs true to size

      Style Number/Barcode: 06202-0348

      Category Name: Matching Sets

      Price: $9.97 $15.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • She Means Business Wide-Leg Pants

      Show them your trendsetter status in these high-waist dress pants! They feature a flattering high-rise waist and a wide-leg silhouette. Style these pants with the matching blazer for a chic ensemble.

      Shop Matching Sage Blazer: She Means Business Structured Blazer
      Shop The Matching Green Blazer: 
      Bold Moves Woven Blazer

      Fit & Features

      • High-rise waist, vertical seam detailing
      • Back zipper, hook and eye closure
      • Wide-leg fit
      • Woven fabric, no stretch
      • Runs true to size

      Style Number/Barcode: 06402-0615

      Category Name: Matching Sets

      Price: $18.97 $44.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Oh My Pearl Faux Wrap Mini Skirt

      Bring the classy glamour in this faux pearl mini skirt featuring a high-rise waist, a faux wrap-front design, a mini-length hem, a curve-hugging silhouette, and a texture-knit fabric with lining and minimal stretch. The all-over faux pearl embellishments add the prettiest touch! Complete the look with the matching crop top and trendy mules.

      Shop Matching Top: Oh My Pearl Bell Sleeve Crop Top

      Fit & Features

      • High-rise waist
      • Faux wrap-front design
      • Mini-length hem
      • Curve-hugging fit
      • Faux pearl embellishments
      • Texture-knit fabric, knit lining, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06501-0765

      Category Name: Matching Sets

      Price: $5.97 $39.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Match Made Mesh Abstract Skirt

      This set is a match made in heaven! Look effortlessly flawless in this mesh mini skirt featuring a high--rise waist, bodycon silhouette, and a flocked velvet abstract line pattern, and is composed of a partially lined mesh fabric with minimal stretch. Style with the matching top to complete the look!

      Shop The Matching Top: Match Made Mesh Abstract Crop Top

      Fit & Features

      • High-rise waist
      • Bodycon silhouette 
      • Mini-length hem
      • Partially lined mesh fabric, minimal stretch
      • Fits true to size

      Style Number/Barcode: 06501-0768

      Category Name: Matching Sets

      Price: $10.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Match Made Mesh Abstract Crop Top

      This set is a match made in heaven! Look effortlessly flawless in this mesh crop top featuring fitted long sleeves, a mock neck, and a flocked velvet abstract line pattern, and is composed of a partially lined mesh fabric with minimal stretch. Style with the matching bottoms to complete the look!

      Shop The Matching Bottoms: Match Made Mesh Abstract Skirt

      Fit & Features

      • Fitted long sleeves
      • Mock neck
      • Flocked velvet abstract line pattern
      • Cropped hem
      • Partially lined mesh fabric, minimal stretch
      • Fits true to size

      Style Number/Barcode: 06001-4620

      Category Name: Matching Sets

      Price: $12.97 $29.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Valley Girl Faux Suede Mini Skirt

      Keep fashionable wherever you go in this must-have faux suede houndstooth skirt for an effortless preppy-cute look! The skirt features a high-rise waist, hidden back zipper closure, a bodycon silhouette, and a front slit accent. Style with the matching blazer.

      Shop Matching Blazer: Valley Girl Faux Suede Long Blazer

      Fit & Features

      • High-rise waist
      • Bodycon silhouette
      • Front slit accent, mini-length hem
      • Hidden back zipper closure
      • Houndstooth pattern
      • Faux suede fabric. smooth lining. minimal stretch
      • Runs true to size

      Style Number/Barcode: 06401-0466

      Category Name: Matching Sets

      Price: $9.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Valley Girl Faux Suede Long Blazer

      Keep fashionable wherever you go in this must-have faux suede houndstooth blazer for an effortless preppy-cute look! The blazer features long sleeves, a lapel collar neckline, an open-front design, hidden side pockets, a back-slit accent, and a relaxed silhouette. Style with the matching skirt.

      Shop Matching Skirt: Valley Girl Faux Suede Mini Skirt

      Fit & Features

      • Long sleeves, lapel collar neckline
      • Open-front design
      • Hidden side pockets
      • Back slit accent, relaxed long silhouette
      • Houndstooth pattern
      • Faux suede fabric. smooth lining. minimal stretch
      • Runs true to size

      Style Number/Barcode: 06204-1464

      Category Name: Matching Sets

      Price: $9.97 $49.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Sale
    • Wrap Around You Crepe Wide-Leg Pants

      Create a sleek and eye-catching look with these crepe pants! They feature a high-rise waist and a wide-leg silhouette. Complete the look with the matching top.

      Shop Matching Top: Wrap Around You Crepe Crop Top

      Fit & Features

      • High-rise waist
      • Wide-leg silhouette
      • Crepe knit fabric
      • Moderate stretch
      • Runs true to size

      Style Number/Barcode: 06502-2212

      Category Name: Matching Sets

      Price: $6.97 $34.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • As If Moment Tweed Crop Blazer

      Have your iconic as-if moment looking major in this 90s-inspired tweed crop blazer featuring long sleeves, shoulder pads for structure, a lapel collar neckline, a front button closure, and a chic plaid pattern. Style with the matching bottoms to complete the look!

      Shop Matching Skirt: As If Moment Tweed Mini Skirt

      Shop Matching Shorts: As If Moment Tweed Fitted Shorts

      Fit & Features

      • Long sleeves, shoulder pads
      • Lapel collar neckline
      • Front button closure
      • Cropped hem
      • Plaid pattern
      • Tweed fabric, woven lining, no stretch
      • Runs true to size

      Style Number/Barcode: 06204-1566

      Category Name: Matching Sets

      Price: $6.97 $52.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Sunny Day Ready Gingham Tie Front Vest

      With this gingham vest and your basket in hand, you'll be ready for a sunny day at the farmer's market! The open design with a tie front closure and cropped hem adds a touch of playfulness to any plans. Pair with the matching skirt.

      Fit & Features

      • Gingham print, woven fabric, knit lining
      • Square neckline
      • Wide shoulder straps
      • Dual tie-front and open design
      • Cropped length hem
      • Runs true to size

       

      Shop The Matching Skirt: Sunny Day Ready Gingham Mini Skirt

      Style Number/Barcode: 06202-000004

      Category Name: Matching Sets

      Price: $9.97 $34.90

      On Sale: Yes

      Availability: In Stock

      Available Color: BLK/WHT

      Available Size: M, L

      Product Badge:
      • Sale
    • As If Moment Tweed Mini Skirt

      Have your iconic as-if moment looking major in this 90s-inspired tweed mini skirt featuring a high-rise waist, a back zipper with a hook-eye closure, a bodycon silhouette, a flirty front slit, and a chic plaid pattern. Style with the matching blazer to complete the look!

      Shop Matching Blazer: As If Moment Tweed Crop Blazer

      Fit & Features

      • High-rise waist
      • Back zipper and hook-eye closure
      • Bodycon silhouette
      • Front slit accent, mini-length hem
      • Plaid pattern
      • Tweed fabric, woven lining, no stretch
      • Runs true to size

      Style Number/Barcode: 06401-0510

      Category Name: Matching Sets

      Price: $6.97 $32.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free
    • Totally Luxe Ruched Satin Mini Skirt

      You'll look totally luxe in this silky-chic satin mini skirt! It features a high-rise waist, front ruched detailing, a mini-length hem, and a curve-hugging silhouette. The smooth satin-knit fabric offers a moderate stretch. Style with the matching crop top and a rhinestone handbag.

      Shop Matching Top: Totally Luxe Rhinestone Satin Crop Top

      Fit & Features

      • High-rise waist
      • Front ruching
      • Mini-length hem
      • Curve-hugging fit
      • Satin-knit fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06501-0743

      Category Name: Matching Sets

      Price: $9.97 $22.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Totally Luxe Rhinestone Satin Crop Top

      You'll look totally luxe in this silky-chic satin crop top! It features a sleeveless V-neckline with a surplice design, sparkly rhinestone embellished spaghetti straps, front ruched detailing, and a fitted cropped hem. The smooth satin-knit fabric offers a moderate stretch. Style with the matching mini skirt and a rhinestone handbag.

      Shop Matching Bottoms: Totally Luxe Ruched Satin Mini Skirt

      Fit & Features

      • Sleeveless V-neckline, surplice design
      • Rhinestone-adorned spaghetti straps
      • Front ruching
      • Fitted cropped hem
      • Satin-knit fabric, minimal stretch
      • Runs true to size

      Style Number/Barcode: 06001-4551

      Category Name: Matching Sets

      Price: $6.97 $26.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Clearance
    • Best Match Plaid Slit Mini Skirt

      From cool mornings to chilly afternoons, look stylish no matter the weather in this plaid mini skirt featuring a high-rise waist, bodycon silhouette, and a flirty slit accent. Complete the look in the matching shacket and knee-high boots.

      Shop The Matching Shacket: Best Match Plaid Longline Shacket

      Fit & Features

      • High-rise waist
      • Back zipper closure
      • Bodycon silhouette
      • Slit accent 
      • Mini-length hem
      • Plaid pattern, soft woven fabric, no stretch
      • Fits true to size

      Style Number/Barcode: 06401-0462

      Category Name: Matching Sets

      Price: $12.97 $28.90

      On Sale: Yes

      Availability: Out of Stock

      Product Badge:
      • Ships Free