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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.

  • Wild Thing High Rise Zebra Print Skort

    Get wild for this zebra print skort and flaunt your fierceness! Featuring a high-rise waist and form-hugging fit, a front skirt overlay adds a touch of flirty fun, while the short lining offers comfort and coverage. Complete the look with the matching top.

    Shop Matching Top: Wild Thing Corset Zebra Print Top

    Fit & Features

    • Zebra print, woven fabric, no stretch
    • High rise waist
    • Back zipper and hook-eye closure
    • Form-hugging fit
    • Skirt overlay, shorts lining
    • Runs true to size

    Style Number/Barcode: 06303-0252

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Tropical Day Dream Tie-Front Crop Top

    Look like a tropical day dream in this crop top while on vacation! The flowy long sleeves with banded cuffs ensure a comfortable fit, while the tie-front closure and vibrant tropical print add a touch of paradise to your outfit. Complete the look with the matching pants and skirt.

    Shop Matching Pants: Tropical Day Dream High-Rise Wide Leg Pants
    Shop Matching Skirt: Tropical Day Dream High-Rise Wrap Mini Skirt

    Fit & Features

    • Tropical print, stretchy knit fabric
    • Flowy long sleeves, banded cuffs
    • Tie-front closure
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06202-0451

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Romance Me Floral Jacquard Corset Top

    Show up to date night looking sweet and chic in this corset top designed with floral jacquard mesh fabric. Style with the matching maxi skirt for all the compliments.

    Shop Matching Bottoms: Romance Me Floral Jacquard Maxi Skirt

    Fit & Features

    • Floral jacquard mesh fabric
    • Sleeveless square neckline
    • Tank shoulder straps
    • Draped ruching under the bust, flexible boning
    • Open square-back, zipper closure
    • Angled mid-length hem, form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5635

    Category Name: Matching Sets

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sculpted Sultry Bandage Mini Skirt

    This flirty and sultry bandage mini skirt has everything you need to stand out! Featuring a high-rise waist, a bodycon silhouette, and a mini-length hem, it flatters your curves with every move. Crafted from a seamless bandage knit fabric designed to fit like a glove. Complete the look with the matching top.

    Shop Matching Top: Sculpted Sultry Bandage Halter Crop Top

    Fit & Features

    • Sleeveless halter neckline with strap
    • Open back
    • Flexible boning, front hook and eye closures
    • Cropped hem
    • Seamless bandage knit fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06501-0988

    Category Name: Matching Sets

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blooming Allure Floral Mesh Cutout Tube Top

    Giving goddess vibes with a flirty twist. This floral mesh crop top brings all the drama with its sleek bandeau fit and daring back O-ring cutout.

    Shop Matching Bottoms: Blooming Allure Floral Mesh High-Slit Maxi Skirt

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Large floral print
    • Strapless straight-across neckline
    • O-ring back cutout
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000235

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: MULTI

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Sculpted Sultry Bandage Halter Crop Top

    This flirty and sultry bandage crop top has everything you need to stand out! Featuring a sleeveless plunge halter neckline with strap, flexible boning and hidden front hook and eye closures, and open back, it flatters your curves with every move. Crafted from a seamless bandage knit fabric designed to fit like a glove. Complete the look with the matching skirt.

    Shop Matching Bottoms: Sculpted Sultry Bandage Mini Skirt

    Fit & Features

    • Sleeveless halter neckline with strap
    • Open back
    • Flexible boning, front hook and eye closures
    • Cropped hem
    • Seamless bandage knit fabric
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06005-1941

    Category Name: Matching Sets

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Blossom Beauty Floral Halter Corset Top

    Blossom beautifully in this floral halter corset top for a flirty spring season vibe! Pair with the matching skort to complete the look.

    Shop Matching Bottoms: Blossom Beauty Floral Ruffled Skort

    Fit & Features

    • Floral print, woven fabric 
    • Halter V-neckline
    • Underwire bust
    • Flexible boning
    • Side zipper and hook-eye closure
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06003-2711

    Category Name: Matching Sets

    Price: $34.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirt Alert Flocked Floral Mesh Maxi Skirt

    Flirty and chic will be your vibe in this flocked floral mesh maxi skirt, perf for date night. Style with the matching tie-front top and stiletto heels.

    Shop Matching Top: Flirt Alert Flocked Floral Mesh Tie-Front Top

    Fit & Features

    • Mesh fabric with flocked velvet floral pattern
    • High-rise waist with lace trim
    • Fitted silhouette
    • Maxi-length flared hem with lettuce-edge trim
    • Runs true to size

    Style Number/Barcode: 06501-000001

    Category Name: Matching Sets

    Price: $36.90

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Wild Style Zebra Print Crop Top

    Show off a wild style in this trendy zebra print crop top! It features a sleeveless halter neckline with tie-back spaghetti straps, an angled cropped hem, and a form-hugging fit. Complete the look with the matching mini skirt and pair of clear heels.

    Shop Matching Bottoms: Wild Style Zebra Print Mini Skirt

    Fit & Features

    • Sleeveless halter neckline
    • Tie-back spaghetti straps
    • Angled cropped hem
    • Form-hugging fit
    • Zebra print
    • Brushed knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4697

    Category Name: Matching Sets

    Price: $6.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out All Night Metallic Cowl Neck Halter Top

    Serving full-on shine, this metallic halter top was made for nights that don’t end early. The draped cowl neckline and open back keep it sultry, while the foiled finish brings all the glam.

    Shop Matching Bottoms: Out All Night Metallic Ruffled Slit Mini Skirt

    Fit & Features

    • Metallic foiled knit fabric, moderate stretch
    • Sleeveless plunging cowl neckline
    • Halter strap
    • Open back, lower tie-back spaghetti straps
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-000267

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Tropical Day Dream High-Rise Wrap Mini Skirt

    Look like a tropical day dream in this mini skirt while on vacation! The high-rise elasticized waistband ensures a comfortable fit, while the bodycon silhouette, wrap front design and vibrant tropical print add a touch of paradise to your outfit. Complete the look with the matching top and pants.

    Shop Matching Top: Tropical Day Dream Tie-Front Crop Top
    Shop Matching Pants: Tropical Day Dream High-Rise Wide Leg Pants

    Fit & Features

    • Tropical print, stretchy knit fabric lined with knit
    • High-rise elasticized waistband
    • Bodycon silhouette
    • Wrap front design
    • Mini-length
    • Runs true to size

    Style Number/Barcode: 06501-0978

    Category Name: Matching Sets

    Price: $6.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Major Trendsetter Metallic Faux Leather Shoulder Bag

    Style up your 'fits like the major trendsetter you are with this sleek metallic faux leather shoulder bag featuring a curved rectangular-shaped design with a short shoulder strap and a top zipper closure. Pair with the matching heels!

    Shop Matching Shoes: Glam Plans Strappy Metallic Block Heels

    Fit & Features

    • Metallic faux leather material
    • Curved rectangular-shaped design
    • Short shoulder strap
    • Top zipper closure
    • Woven interior with zippered pocket and two pouches

    Style Number/Barcode: 07203-2041

    Category Name: Matching Sets

    Price: $12.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Forever In Love Floral Velvet Burnout Midi Skirt

    You'll be forever in love with this floral velvet burnout midi skirt. Designed with ruched seams and a high-cut slit, style with the matching corset top for a gorgeous look.

    Shop Matching Top: Forever In Love Floral Velvet Burnout Corset Top

    Fit & Features

    • Mesh fabric with floral velvet burnout pattern
    • High-rise waist
    • Ruched seams
    • High-cut slit
    • Midi-length form-hugging silhouette
    • Runs true to size

    Style Number/Barcode: 06501-1119

    Category Name: Matching Sets

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Twice The Love Rib Knit Midi Skirt

    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 top.

    Shop Matching Top: Twice The Love Rib Knit Crop Top

    Fit & Features

    • High-rise elasticized waist
    • Bodycon silhouette
    • Side slit
    • Midi-length hem
    • Rib knit fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0937

    Category Name: Matching Sets

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Out All Night Metallic Ruffled Slit Mini Skirt

    Serving full-on shine, this metallic mini skirt was made for nights that don't end early. The O-ring cutout and ruffled side slit keep it sultry, while the foiled finish brings all the glam.

    Shop Matching Top: Out All Night Metallic Cowl Neck Halter Top

    Fit & Features

    • Metallic foiled knit fabric, moderate stretch
    • Low-rise waist, metal O-ring cutout accent
    • Ruffled side slit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000069

    Category Name: Matching Sets

    Price: $32.90

    Availability: In Stock

    Available Color: SILVER

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Top Notch Cargo Twill Mini Skort

    Top-notch function and fashion! This twill mini skort lets you embody a cool and convenient style. This skort offers a flattering high-rise waist, a front skirt overlay with a cargo pocket perfect for cash or cards, and a fitted short hem so you can rock a pair of knee-high boots! Complete the look with the cargo bomber jacket for casual plans!

    Shop Matching Jacket: Top Notch Cargo Twill Crop Bomber Jacket

    Fit & Features

    • Twill woven cotton fabric
    • Cargo pocket
    • High rise waist
    • Bodycon silhouette
    • Runs true to size

    Style Number/Barcode: 06303-0248

    Category Name: Matching Sets

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bohemian Vibes Crochet Knit Crop Top

    This crochet knit crop top will bring those boho vibes to your trendy festival 'fit! Designed with a sleeveless V-neckline, style with the matching maxi skirt for an alluring look.

    Shop Matching Bottoms: Bohemian Vibes Crochet Knit Maxi Skirt

    Fit & Features

    • Sheer crochet knit fabric, knit bust lining
    • Sleeveless V-neckline
    • Adjustable spaghetti straps
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06005-2255

    Category Name: Matching Sets

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flirt Alert Flocked Floral Mesh Tie-Front Top

    Flirty and chic will be your vibe in this flocked floral mesh tie-front top, perf for date night. Style with the matching midi skirt and stiletto heels.

    Shop Matching Bottoms: Flirt Alert Flocked Floral Mesh Maxi Skirt

    Fit & Features

    • Mesh fabric with flocked velvet floral pattern
    • V-neckline with lace trim
    • Long bell sleeves
    • Mid-length hem with lettuce-edge trim
    • Runs true to size

    Style Number/Barcode: 06202-000001

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Cutest Babe Button Up Linen Vest

    A sleek fit with tailored details, this sleeveless linen vest is essential for spring-to-summer wear! The vest is designed with a flattering V-neckline, button-up front closures, and a curved cropped hem to flaunt your figure. Complete the look with the matching pants.

    Shop Matching Bottoms: Cutest Babe Wide Leg Linen Trouser Pants

    Fit & Features

    • Lined linen fabric
    • Button up front closures
    • Cropped length
    • Runs true to size

    Style Number/Barcode: 06204-1737

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Painted In Beauty High Rise Abstract Mini Skirt

    Paint yourself in this beautiful one-of-a-kind mini skirt! Featuring a flattering high-rise waist, adjustable side ruched drawstrings so you customize the style, and a bodycon fit. The mini-length hem and abstract print add a touch of unique style, while the mesh fabric adds a trendy touch. Complete the look with the matching top. 

    Shop Matching Top: Painted In Beauty Strapless Abstract Bustier

    Fit & Features

    • Sheer mesh fabric with knit lining, plenty of stretch
    • Abstract print
    • High-rise waist
    • Adjustable side ruched drawstrings
    • Bodycon fit
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-0960

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Allure Cowl Neck Crop Top

    Effortlessly chic with a sultry twist. This cowl neck crop top hugs in all the right places with a sleek, stretchy fit made for nights that call for a little extra allure.

    Shop Matching Bottoms: Chic Allure High-Slit Midi Skirt

    Fit & Features

    • Smooth knit fabric, high stretch
    • Sleeveless cowl neckline
    • Spaghetti straps, open cross-back design
    • Ruching
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-000278

    Category Name: Matching Sets

    Price: $22.90

    Availability: In Stock

    Available Color: BURGUNDY

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Edgy Era Rhinestone Denim Mini Skirt

    Enter your edgy era with this rocker-glam rhinestone denim mini skirt! The structured denim fabric is embellished with mini rhinestones down the front for a trendy shine. The skirt features a high waist, a mini-length hem with a form-hugging fit, front pockets, and back flap pockets. Complete your look with the matching denim jacket and combat boots for a concert!

    Shop Matching Jacket: Edgy Era Rhinestone Cropped Denim Jacket

    Fit & Features

    • Non-stretch denim fabric
    • Mini rhinestone embellishments
    • High waist
    • Mini-length hem, form-hugging fit
    • Belt loops, hidden front zipper, front button closure
    • Dual front pockets, dual back flap pockets
    • Runs true to size

    Style Number/Barcode: 06601-0187

    Category Name: Matching Sets

    Price: $9.97 $59.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Fab Patchwork Denim Bustier Top

    Amp up your fab concert outfit with this trendy patchwork denim bustier top! Designed with a faded patchwork pattern on the denim fabric, you'll create that perfect retro look. The bustier is shaped with a sleeveless sweetheart neckline with a built-in padded underwire bust for a lifted effect and adjustable spaghetti straps for a customized fit. The smocked-back design provides added stretch. The fitted cropped hem will create an alluring snatched silhouette. Complete your 'fit with the matching mini skort or maxi skirt!

    Shop Matching Bottoms: Retro Fab Patchwork Denim Mini Skort, Retro Fab High Slit Patchwork Denim Maxi Skirt

    Fit & Features

    • Denim fabric with faded patchwork design
    • Sleeveless sweetheart neckline
    • Built-in padded underwire bust
    • Adjustable spaghetti straps
    • Smocked back
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2295

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Wild One Leopard Ruffle Tube Top

    A leopard ruffle tube top for a night on the town or dancing to your favorite artist at a festival or concert! Pair with the matching shorts.

    Shop Matching Bottoms: She's A Wild One Leopard Ruffle Hot Shorts

    Fit & Features

    • Mesh fabric, leopard print, stretchy knit lining
    • Strapless neckline
    • Ruffled design
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000005

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free