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.

  • Always Happy Hour Cowl Neck Crop Top

    Embrace the sultry vibes of this cowl neck crop top for your next happy hour spree! Pair with the matching skirt to complete the vibe.

    Shop Matching Bottoms: Always Happy Hour High-Rise Slit Midi Skirt, Catch The Curve High Slit Midi Skirt

    Fit & Features

    • Double-lined slinky knit stretchy fabric
    • Cowl neckline
    • Adjustable spaghetti straps
    • Side ruched seams
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000138

    Category Name: Matching Sets

    Price: $22.90

    Availability: In Stock

    Available Color: RUST, BROWN

    Available Size: S, M, L, XS

    Product Badge:
    • Part of a Set
  • Always Happy Hour High-Rise Slit Midi Skirt

    Embrace the sultry vibes of this high-rise slit midi skirt for your next happy hour spree! Pair with the matching top to complete the vibe.

    Shop Matching Top: Always Happy Hour Cowl Neck Crop Top

    Fit & Features

    • Double-lined slinky knit stretchy fabric
    • High-rise waist
    • Side slit
    • Bodycon silhouette
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000044

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: In Stock

    Available Color: RUST

    Available Size: L

    Product Badge:
    • Part of a Set
  • Wild Side Leopard Halter Crop Top

    Serving up fierce with a side of flirty, this halter crop top is pure attitude. The hoop inserts bring the drama while the fit keeps it effortlessly cool for nights out or rooftop hangs.

    Shop The Matching Bottoms: Wild Side Leopard Wide-Leg Pants

    Fit & Features

    • Soft stretch knit fabric with leopard print
    • Halter neckline with hoop insert details, tie closure
    • Cropped silhouette with open back and tie closure
    • Crop hem
    • Runs true to size

    Style Number/Barcode: 06001-000265

    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
  • Wild Side Leopard Wide-Leg Pants

    Serving up fierce with a side of flirty, these high-rise pants are pure attitude. The wide-leg fit brings the drama while the fit keeps it effortlessly cool for nights out or rooftop hangs.

    Shop The Matching Top: Wild Side Leopard Halter Crop Top

    Fit & Features

    • Soft stretch knit fabric with leopard print, knit lining
    • High-rise elasticized waistband
    • Wide-leg silhouette
    • Runs true to size

    Style Number/Barcode: 06502-000047

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: LEOPARD

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Soft Serve Floral Ruffle Tie-Front Top

    Serving soft with a wink. This sheer floral mesh top brings the flirt with ruffled edges, lace trim, and a tie-front that keeps things just bold enough. Perfect for date nights or casual slays.

    Shop Matching Skirt: Soft Serve Floral High Slit Maxi Skirt

    Fit & Features

    • Sheer mesh fabric, high stretch
    • Floral print
    • V-neckline with lace trim
    • Ruffled tie-front design
    • Long fitted sleeves
    • Mid-length hem
    • Runs true to size

    Style Number/Barcode: 06202-000037

    Category Name: Matching Sets

    Price: $29.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Soft Serve Floral High Slit Maxi Skirt

    Serving soft with a wink. This floral mesh maxi skirt brings the flirt with a high-cut side slit and form-hugging silhouette that keeps things just bold enough. Perfect for date nights or casual slays.

    Shop Matching Top: Soft Serve Floral Ruffle Tie-Front Top

    Fit & Features

    • Sheer mesh fabric with knit lining, high stretch
    • Floral print
    • High-rise waist
    • High side slit
    • Form-hugging fit
    • Maxi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000056

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

    Product Badge:
    • Part of a Set
  • Set For Perfection Button Ponte Vest

    Perfectly polished and poised, this button ponte vest elevates your every style with a sleek design and tailored silhouette. Pair with the matching skort to complete the look!

    Fit & Features

    • Ponte-lined knit stretchy fabric
    • Square neckline, wide shoulder straps
    • Button-up front closures
    • Tailored crop silhouette
    • Runs true to size

    Shop The Matching Skort: Set For Perfection Slit Ponte Skort

    Style Number/Barcode: 06202-0517

    Category Name: Matching Sets

    Price: $34.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: XS, S, M, L

  • Effortless Darling High Waist Mesh Mini Skirt

    Your allure will be effortless in this darling mini skirt! Featuring a flattering high waist and bodycon silhouette, this mini-length skirt is perfect for making a statement. The stylish marble print and lightweight mesh fabric add an extra touch of elegance. Pair with the matching top for a fabulous look!

    Shop Matching Top: Effortless Darling Off-The-Shoulder Mesh Crop Top

    Fit & Features

    • Marble print, mesh fabric lined with knit
    • Bodycon silhouette
    • Mini-length hem
    • Runs true to size

    Style Number/Barcode: 06501-0963

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Flirty Sequin Glitter Denim Shorts

    These head-turning sequin glitter denim shorts will have you feeling fun and flirty! Designed with a textured glitter denim fabric, they are accented with all-over sequin embroidery for a glitzy western vibe. The shorts feature a high waist with belt loops, a secure front button and hidden zipper closure, pockets, and a fitted silhouette. Complete the look with the matching bustier top and booties for a concert!

    Shop Matching Top: Feeling Flirty Sequin Glitter Denim Bustier Top
    Shop Matching Vest: Feeling Flirty Sequin Glitter Denim Vest

    Fit & Features

    • Textured glitter denim fabric with sequin embroidery, no stretch
    • High waist
    • Fitted silhouette
    • Belt loops
    • Front button, hidden zipper closure
    • Front pockets
    • Runs true to size

    Style Number/Barcode: 06603-0371

    Category Name: Matching Sets

    Price: $9.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Feeling Flirty Sequin Glitter Denim Bustier Top

    This head-turning sequin glitter denim bustier will have you feeling fun and flirty! Designed with a textured glitter denim fabric, it is accented with all-over sequin embroidery for a glitzy western vibe. The top is shaped with a sleeveless sweetheart neckline with a built-in padded bust for a lifted look and adjustable spaghetti straps that lead to hook and eye closures at the back for a secure fit. The fitted cropped hem will create that iconic snatched silhouette. Complete the look with the matching shorts and booties for a concert!

    Shop Matching Vest: Feeling Flirty Sequin Glitter Denim Vest
    Shop Matching Bottoms: Feeling Flirty Sequin Glitter Denim Shorts

    Fit & Features

    • Textured glitter denim fabric with sequin embroidery, no stretch
    • Sweetheart neckline with padded bust
    • Adjustable spaghetti straps
    • Back hook and eye closures
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2308

    Category Name: Matching Sets

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Arrival Floral Trim Knit Crop Top

    Bring the flirtatious vibes when you arrive at the party in this sweet floral trim crop top! The stretchy knit fabric showcases a stunning sheen to catch everyone's eye. The top is shaped with a sleeveless sweetheart neckline with ruching at the bust, spaghetti straps, and dainty floral embroidered applique trim on the neckline and straps. The fitted cropped hem will give you that snatched look. Complete your fab look with the matching mini skirt!

    Shop Matching Bottoms: Flirty Arrival Floral Trim Knit Mini Skirt

    Fit & Features

    • Stretchy knit fabric with sheen
    • Sweetheart neckline
    • Ruched bust
    • Spaghetti straps
    • Floral embroidered applique trim
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06001-5260

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Gem Bodycon Rhinestone Mini Skirt

    Sparkle like a gem in this rhinestone mini skirt for a diva-dazzle on your next night out! This sexy skirt boasts a flattering high-rise waist, a bodycon fit to flaunt your curves, and a mini-length hem. Complete the look with the matching top and knee-high boots. 

    Shop Matching Top: She's A Gem Plunge Neck Buckle Rhinestone Crop Top

    Fit & Features

    • Rhinestone embellished mesh fabric
    • Bikini panty lining with snap-button closures
    • Bodycon fit
    • Side zipper and hook-eye closure
    • Runs true to size

    Style Number/Barcode: 06501-0964

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • She's A Gem Plunge Neck Buckle Rhinestone Crop Top

    Sparkle like a gem in this rhinestone crop top for a diva-dazzle on your next night out! This sexy crop top boasts a plunge V-neckline and back to flaunt some skin, a fitted crop hem, and a center buckle decor with rhinestone trim. Complete the look with the matching bottoms and knee-high boots. 

    Shop Matching Bottoms: She's A Gem Bodycon Rhinestone Mini Skirt

    Fit & Features

    • Rhinestone embellished mesh lined fabric
    • Crop hem
    • Center bucke decor with rhinestone trim
    • Side zipper and hook-eye closure
    • Runs true to size

    Style Number/Barcode: 06001-5134

    Category Name: Matching Sets

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Edgy Era Rhinestone Cropped Denim Jacket

    Enter your edgy era with this rocker-glam rhinestone denim jacket! The structured denim fabric is embellished with mini rhinestones down the front and sleeves for a trendy shine. The jacket features a collared neckline, long sleeves with buttons to cuff, a button-down front, chest pockets, and a cropped hem with a relaxed fit. Complete the look with the matching mini skirt and combat boots for a concert!

    Shop Matching Bottoms: Edgy Era Rhinestone Denim Mini Skirt

    Fit & Features

    • Non-stretch denim fabric
    • Rhinestone embellishments
    • Collared neckline
    • Long sleeves with buttons
    • Button-down front, dual chest pockets
    • Cropped hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06203-0527

    Category Name: Matching Sets

    Price: $14.97 $69.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Set For Perfection Slit Ponte Skort

    Perfectly polished and poised, this high-rise ponte skort elevates your every style with a sleek design and tailored silhouette. Pair with the matching vest to complete the look!

    Fit & Features

    • Ponte-lined knit stretchy fabric
    • High-rise waist
    • Bodycon silhouette
    • Dual front slit accents
    • Mini-length hem, shorts lining
    • Runs true to size

    Shop The Matching Vest: Set For Perfection Button Ponte Vest

    Style Number/Barcode: 06503-1290

    Category Name: Matching Sets

    Price: $27.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

    Product Badge:
    • Part of a Set
  • Bloom With A View High Rise Floral Mini Skirt

    Take in your beauty in this floral mini skirt on vacation! Designed with a stretchy sheer mesh fabric with a lining, the delicate floral bloom print will bring out a touch of chic to any outfit. Featuring a high-rise elasticized waist, flattering side ruching to accentuate your curves on the bodycon fit, and a mini-length hem, this skirt is perfect for any getaway. Complete the look with the matching crop top!

    Shop Matching Top: Bloom With A View V-Neck Floral Crop Top

    Fit & Features

    • Stretchy sheer mesh fabric, sewn-in knit lining
    • Floral bloom print
    • High-rise elasticized waist
    • Bodycon fit
    • Ruched side seams
    • Runs true to size

    Style Number/Barcode: 06501-0965

    Category Name: Matching Sets

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Bloom With A View V-Neck Floral Crop Top

    Take in your beauty in this floral crop top on vacation! Designed with a stretchy sheer mesh fabric with a front lining, the delicate floral bloom print will bring out a touch of chic to any outfit. Featuring a flattering V-neckline with ruching, long fitted sleeves, and a cropped hem with a form-hugging fit, this top is perfect for any getaway. Complete the look with the matching mini skirt!

    Shop Matching Bottoms: Bloom With A View High Rise Floral Mini Skirt

    Fit & Features

    • Stretchy sheer mesh fabric, front knit lining
    • Floral bloom print
    • V-neckline, ruching
    • Long fitted sleeves
    • Cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5137

    Category Name: Matching Sets

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Flawless Duo Ruched Tube Crop Top

    You can't go wrong while on vacay in this tube crop top! Featuring a sleeveless V-neckline, spaghetti straps, and a ruched bust, this top is designed to flatter your figure. The elasticized ultra-cropped hem adds a trendy touch while the soft woven fabric ensures comfort while you're relaxing under the sun or having a dinner with a view! Complete the look with the matching skirt.

    Shop Matching Skirt: Flawless Duo Tiered Maxi Skirt

    Fit & Features

    • Woven fabric, bust lining, slight stretch
    • Spagehtti straps
    • Elasticized cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2469

    Category Name: Matching Sets

    Price: $6.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flawless Duo Tiered Maxi Skirt

    You can't go wrong while on vacay in this maxi skirt! Featuring a high-rise elasticized waistband and a flowy tiered silhouette, this skirt is designed to flatter your figure. The maxi-length hem adds a trendy touch while the soft woven fabric ensures comfort while you're relaxing under the sun or having dinner with a view! Complete the look with the matching top.

    Shop Matching Top: Flawless Duo Ruched Tube Crop Top

    Fit & Features

    • Woven fabric, slight stretch
    • High-rise elasticized waist
    • Tiered flowy silhouette
    • Runs true to size

    Style Number/Barcode: 06401-0654

    Category Name: Matching Sets

    Price: $12.97 $29.69

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • So Bold High Waist Abstract Mesh Mini Skirt

    Create an iconic festival 'fit with this bold abstract mesh mini skirt! Designed with a stretchy sheer mesh fabric, this skirt is accented with an eye-catching abstract print that will spark up all the compliments. It features a high waist paired with a mini-length hem, flaunting your curves with the bodycon silhouette. Style with the matching crop top and a pair of combat boots!

    Shop Matching Top: So Bold Long Sleeve Abstract Mesh Crop Top

    Fit & Features

    • Stretchy sheer mesh fabric, sewn-in knit lining
    • Abstract print
    • High-rise elasticized waist
    • Mini-length hem
    • Bodycon fit
    • Runs true to size

    Style Number/Barcode: 06501-0959

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Bold Long Sleeve Abstract Mesh Crop Top

    Create an iconic festival 'fit with this bold abstract mesh crop top! Designed with a stretchy sheer mesh fabric, this top is accented with an eye-catching abstract print that will spark up all the compliments. It features a sweetheart neckline with a trendy U-shaped wired insert, long fitted sleeves, and an ultra-cropped hem to showcase some skin. Style with the matching mini skirt and a pair of combat boots!

    Shop Matching Bottoms: So Bold High Waist Abstract Mesh Mini Skirt

    Fit & Features

    • Stretchy sheer mesh fabric, knit bust lining
    • Abstract print
    • Sweetheart neckline, U-shaped wired insert
    • Long fitted sleeves
    • Ultra cropped hem
    • Form-hugging fit
    • Runs true to size

    Style Number/Barcode: 06001-5118

    Category Name: Matching Sets

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chic Demand Denim Crop Jacket

    A denim crop jacket that's in demand to create a chic spring-to-summer look! Featuring a button-down front and convenient pockets, cuffed long sleeves for trendiness, this cropped jacket will add a touch of chic to any outfit. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Chic Demand Button Denim Mini Skirt

    Fit & Features

    • Denim fabric, slight stretch
    • Cuffed long sleeves, collar neckline
    • Button-down
    • Pockets
    • Cropped hem
    • Runs true to size

    Style Number/Barcode: 06203-0519

    Category Name: Matching Sets

    Price: $18.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Retro Fab Patchwork Denim Mini Skort

    Amp up your fab concert outfit with this trendy patchwork denim mini skort! Designed with a faded patchwork pattern on the denim fabric, you'll create that perfect retro look. It features a high waist and a mini-length asymmetric overlay over fitted shorts for a cool vibe. Includes a button-front closure and a back zipper. Complete your 'fit with the matching bustier top!

    Shop Matching Top: Retro Fab Patchwork Denim Bustier Top

    Fit & Features

    • Denim fabric with faded patchwork design
    • High waist, back zipper closure
    • Mini-length asymmetric wrap-front overlay
    • Fitted shorts
    • Button front closure
    • Back zipper closure
    • Runs true to size

    Style Number/Barcode: 06603-0365

    Category Name: Matching Sets

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Rare Floral Tapestry Micro Mini Skort

    Step out looking like a rare beauty in this floral micro mini skirt! This stunning skirt features a flattering low-rise waist and form-hugging silhouette and offers stretchy knit shorts lining for coverage. Made from floral tapestry jacquard woven fabric that evokes timeless charm. Complete the look with the matching top.

    Shop Matching Top: So Rare Lace-Up Floral Tapestry Corset Top

    Fit & Features

    • Floral jacquard tapestry woven fabric, stretchy shorts lining
    • Low-rise waist
    • Side zipper and hook-eye closure
    • Form-hugging silhouette
    • Micro mini-length
    • Runs true to size

    Style Number/Barcode: 06403-0446

    Category Name: Matching Sets

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free