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.

  • Ahoy Sailor Cutie Faux Leather Shorts

    Ahoy cutie! Dress up as a glamorous sailor this Halloween with these adorable faux leather shorts. They feature a high-rise waist with a back zipper closure, dual vertical seams down the front, engraved faux button accents, and a cheeky form-hugging fit. The faux leather fabric has minimal stretch. Style with the matching tie-front top and captain cabby hat!

    Shop Matching Top: Ahoy Sailor Cutie Collared Tie-Front Top

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Dual front vertical seams
    • Four engraved faux buttons
    • Cheeky form-hugging fit
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06403-0335

    Category Name: Matching Sets

    Price: $9.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Ahoy Sailor Cutie Collared Tie-Front Top

    Ahoy cutie! Dress up as a glamorous sailor this Halloween with this adorable tie-front top. It features a collared neckline with a back flap accent and a contrast trim, short sleeves, a tie-front design for a snatched look, and a fitted cropped hem. The lightweight woven satin fabric has no stretch. Style with the matching faux leather shorts and captain cabby hat!

    Shop Matching Bottoms: Ahoy Sailor Cutie Faux Leather Shorts

    Fit & Features

    • Collared neckline, back flap, contrast trim
    • Short sleeves
    • Tie-front design
    • Fitted cropped hem
    • Woven satin fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1621

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Party Mood Rhinestone Sheer Fishnet Top

    This sexy sparkly and sheer rhinestone fishnet top will definitely put you in a party mood! It features a round neckline, long sleeves with fab flared hems, a cropped hem with a relaxed fit, and a cropped front knit lining with a cowl neckline. The sheer fishnet fabric features all-over glitzy rhinestone embellishments. Style with the matching mini skirt and platform heels!

    Shop Matching Bottoms: Party Mood Rhinestone Sheer Fishnet Mini Skirt

    Fit & Features

    • Round neckline
    • Long sleeves, flared hems
    • Cropped hem, relaxed fit
    • Cropped front knit lining, cowl neckline
    • Sheer fishnet fabric, minimal stretch
    • All-over rhinestone embellishments
    • Runs true to size

    Style Number/Barcode: 06001-4875

    Category Name: Matching Sets

    Price: $21.97 $54.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Pretty And Posh Tweed Bustier Top

    Pretty and posh, create an iconic look with this tweed bustier top! It features a sleeveless sweetheart neckline with a bustier-style bodice, a built-in padded bust, thin tank shoulder straps, and a fitted cropped hem. The plaid pattern on the tweed knit fabric gives it that chic factor. Style with the matching mini skirt!

    Shop Matching Bottoms: Pretty And Posh Tweed Mini Skirt

    Fit & Features

    • Sleeveless sweetheart neckline, bustier-style bodice
    • Built-in padded bust
    • Tank shoulder straps, back zipper closure
    • Fitted cropped hem
    • Plaid pattern, tweed knit fabric, smooth knit front lining
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4858

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Pretty And Posh Tweed Mini Skirt

    Pretty and posh, create an iconic look with this tweed mini skirt! It features a high-rise waist with a back zipper closure, a mini-length hem, and a form-hugging fit. The plaid pattern on the tweed knit fabric gives it that chic factor. Style with the matching bustier top!

    Shop Matching Top: Pretty And Posh Tweed Bustier Top

    Fit & Features

    • High-rise waist
    • Back zipper closure
    • Mini-length hem
    • Form-hugging fit
    • Plaid pattern, tweed knit fabric
    • Moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0834

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Serious Chills Velour Cargo Joggers

    Sit back and chill or go on a coffee run in these trendy velour joggers! It features a flattering mid-rise elasticized waist with hidden side pockets for keeping your hands warm, a relaxed fit, cargo flap pockets, and elasticized cuffs. The ultra-soft velour fabric has a moderate stretch. Complete the look with the matching jacket and your favorite sneakers!

    Shop Matching Jacket: Serious Chills Velour Zip Up Hoodie Jacket

    Fit & Features

    • Mid-rise elasticized waist
    • Hidden side hip pockets
    • Cargo flap pockets, velcro closures
    • Relaxed fit
    • Elasticized cuffs
    • Soft velour fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06502-0973

    Category Name: Matching Sets

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Serious Chills Velour Zip-Up Hoodie Jacket

    Sit back and chill or go on a coffee run in this trendy velour crop jacket! It features long sleeves with elasticized cuffs, a hooded drawstring neckline, a zip-up front, two pockets for keeping your hands warm, and a cropped elasticized hem. The ultra-soft velour fabric has a moderate stretch. Complete the look with the matching joggers and your favorite sneakers!

    Shop Matching Bottoms: Serious Chills Velour Cargo Joggers

    Fit & Features

    • Long sleeves, elasticized cuffs
    • Hooded drawstring neckline
    • Two pockets
    • Zip-up front closure
    • Cropped elasticized hem
    • Soft velour fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06204-1401

    Category Name: Matching Sets

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Ruffle Me Up Midi Skirt

    Flirty, flowy, and made for vacay vibes! This ruffle-trim midi skirt brings soft drama with a sleek fit and side slit that shows just enough—pair it with the matching top to complete the look.

    Shop The Matching Top: Ruffle Me Up Crop Top

    Fit & Features

    • Smooth double-lined stretchy knit fabric
    • High-rise waist
    • Side ruched seam and ruffled slit
    • Bodycon fit
    • Midi-length hem
    • Runs true to size

    Style Number/Barcode: 06501-000060

    Category Name: Matching Sets

    Price: $9.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: S, M

    Product Badge:
    • Sale
  • Attention Please Cargo Mini Skirt

    Capture everyone's attention in this trendy cargo mini skirt perf for the new season! It features a high-rise waist with belt loops and dual front snap button closures, large cargo-style side pockets with adjustable straps, dual back pocket flaps, and a mini-length hem with a fitted silhouette. Style with the matching cropped jacket for a cool-girl vibe.

    Shop Matching Top: Attention Please Cargo Cropped Jacket

    Fit & Features

    • High-rise waist, belt loops
    • Dual front snap button closures
    • Large cargo-style side pockets, strap details
    • Dual back pocket flaps
    • Mini-length hem, fitted silhouette
    • Cargo twill fabric
    • Runs true to size

    Style Number/Barcode: 06301-0170

    Category Name: Matching Sets

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Attention Please Cargo Cropped Jacket

    Capture everyone's attention in this trendy cargo cropped jacket perf for the new season! It features a collared neckline, short sleeves, a complete snap button-down front, dual chest pockets with adjustable straps, and a fitted cropped hem. Style with the matching mini skirt for a cool-girl vibe.

    Shop Matching Bottoms: Attention Please Cargo Mini Skirt

    Fit & Features

    • Collared neckline
    • Short sleeves
    • Snap button-down front
    • Dual chest pockets, strap details
    • Fitted cropped hem
    • Cargo twill fabric
    • Runs true to size

    Style Number/Barcode: 06204-1619

    Category Name: Matching Sets

    Price: $9.97 $38.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fashion Doll Rhinestone Faux Leather Flare Pants

    Live your best dream life as an iconic fashion doll this Halloween! These sleek faux leather flare pants feature a high-rise waist, a lattice front design with a tie closure, a hidden side zipper closure, a hip-hugging fit, a form-hugging fit throughout the leg, and a flared hem. The lined faux leather fabric features mini rhinestone embellishments down the front of the leg for that stylish and stunning sparkle. Complete your fab costume with the matching corset top and rhinestone boots!

    Shop Matching Top: Fashion Doll Rhinestone Faux Leather Corset Top

    Fit & Features

    • High-rise waist, hidden side zipper, hook and eye closure
    • Lattice front design, tie closure
    • Hip-hugging fit, form-hugging fit throughout the leg
    • Flared hem
    • Rhinestone embellishments down the leg
    • Faux leather fabric, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06402-1331

    Category Name: Matching Sets

    Price: $9.97 $46.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Fashion Doll Rhinestone Faux Leather Corset Top

    Live your best dream life as an iconic fashion doll! This sleek faux leather corset top features a sleeveless square neckline, tank shoulder straps, flexible boning inserts at the bodice to provide structure, a back zipper closure, and a fitted cropped hem. The lined faux leather fabric features mini rhinestone embellishments all over the front for that stylish and stunning sparkle. Complete your fab look with the matching flare pants and rhinestone boots!

    Shop Matching Bottoms: Fashion Doll Rhinestone Faux Leather Flare Pants

    Fit & Features

    • Sleeveless square neckline, tank shoulder straps
    • Flexible boning inserts
    • Back zipper, hook and eye closure
    • Fitted cropped hem
    • Front rhinestone embellishments
    • Faux leather fabric, sewn-in knit lining, minimal stretch
    • Runs true to size

    Style Number/Barcode: 06003-2222

    Category Name: Matching Sets

    Price: $6.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Chic Alert Floral Velvet Burnout Corset Top

    Major chic alert! This floral velvet burnout corset top is a sultry pick for date night. It features a strapless angled square neckline, a corset bodice with flexible boning inserts, a lace-up back design for a snatched fit, and a fitted, angled, and cropped hem. The lined mesh fabric features an all-over floral flocked velvet burnout pattern. Style with the matching midi skirt!

    Shop Matching Bottoms: Chic Alert Floral Velvet Burnout Midi Skirt

    Fit & Features

    • Strapless angled square neckline
    • Corset bodice, flexible boning inserts
    • Lace-up back design, tie closure
    • Fitted, angled, cropped hem
    • Floral flocked velvet burnout pattern
    • Sheer mesh fabric, knit lining, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4901

    Category Name: Matching Sets

    Price: $11.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Make It Bloom Faux Leather Rosette Crop Top

    Make it bloom on your next night out! This sultry faux leather top features a sleeveless V-neckline, tank shoulder straps, a front rosette flower, and an ultra-cropped hem. Complete the look with the matching bottom and lace-up heels!

    Shop Matching Bottom: Make It Bloom Faux Leather Rosette Mini Skirt

    Fit & Features

    • Sleeveless V-neckline
    • Tank shoulder straps
    • Front rosette flower
    • Ultra cropped hem
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4892

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Make It Bloom Faux Leather Rosette Mini Skirt

    Make it bloom on your next night out! This sultry faux leather skirt features a high-rise waist, three front rosette flowers, a flirty hem slit, a bodycon silhouette, and a mini-length hem. Complete the look with the matching top and lace-up heels!

    Shop Matching Top: Make It Bloom Faux Leather Rosette Crop Top

    Fit & Features

    • High-rise waist
    • Three front rosette flowers
    • Bodycon silhouette
    • Slit accent, mini-length hem
    • Faux leather fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06501-0866

    Category Name: Matching Sets

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Magnetic Force Strapless Metallic Faux Leather Corset

    You'll be a magnetic force in this metallic faux leather corset causing everyone to be drawn to you! It features a strapless neckline with non-slip grip lining, flexible boning inserts at the bodice, a back zipper and hook-eye closure, a curved cropped hem, and a form-hugging fit. The metallic foiled faux leather fabric includes a knit lining and has minimal stretch. Create an eye-catching look with the matching mini skirt!

    Shop Matching Bottoms: Magnetic Force Metallic Faux Leather Mini Skirt

    Fit & Features

    • Strapless neckline, non-slip grip lining
    • Flexible boning inserts, back zipper and hook-eye closure
    • Curved cropped hem
    • Form-hugging fit
    • Metallic foiled faux leather fabric, sewn-in knit lining
    • Minimal stretch
    • Runs true to size

    Style Number/Barcode: 06001-4953

    Category Name: Matching Sets

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Made For The Glamour Sequin Shorts

    These gorgeously glam sequin shorts are a major must-have for a girl's night out! They feature a high-rise waist, dual front pockets, a form-hugging fit, and all-over sequin embroidery for a stunning shine. Style with the matching blazer and platform heels.

    Shop Matching Jacket: Made For The Glamour Sequin Blazer

    Fit & Features

    • High-rise waist, dual front pockets
    • Hidden front zipper and hook and eye closure
    • Back elasticized band
    • Form-hugging fit
    • All-over sequin embroidery
    • Mesh fabric, sewn-in woven lining, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0342

    Category Name: Matching Sets

    Price: $6.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Ruffle Me Up Crop Top

    Flirty, flowy, and made for vacay vibes! This ruffle-trim crop top brings soft drama with a sleek fit and tie-front design that shows just enough—pair it with the matching skirt to complete the look.

    Shop The Matching Skirt: Ruffle Me Up Midi Skirt

    Fit & Features

    • Smooth double-lined stretchy knit fabric
    • Ruffled trim front
    • Tie front closure
    • Fitted crop hem
    • Runs true to size

    Style Number/Barcode: 06202-000040

    Category Name: Matching Sets

    Price: $9.97 $24.90

    On Sale: Yes

    Availability: In Stock

    Available Color: PINK

    Available Size: S, M

    Product Badge:
    • Sale
  • Fly By Satin Butterfly Midi Skirt

    Whimsical and sleek, this satin midi skirt will inspire you to spread your wings! It features a high-rise waist, a hip-hugging fit, and a slightly flowy hem. The skirt is composed of an abstract butterfly print on non-stretch satin fabric. Style with the matching top.

    Shop Matching Top: Fly By Satin Butterfly Crop Top

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Slightly flowy midi hem
    • Abstract butterfly print
    • Non-stretch satin fabric
    • Runs true to size

    Style Number/Barcode: 06401-0526

    Category Name: Matching Sets

    Price: $15.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Forever A Staple Seamless Knit Bra Top

    This seamless bra top will forever be a staple in your closet to create so many cute 'fits! It features a sleeveless square neck and back, thin tank shoulder straps, a cropped hem, and a form-hugging fit. The top is crafted from a soft and stretchy ribbed knit fabric in a seamless design to provide comfort when wearing. Style with high-rise jeans and a layered chain necklace for a casually elevated vibe.

    Fit & Features

    • Sleeveless square neck and back
    • Thin tank shoulder straps
    • Cropped hem
    • Form-hugging fit
    • Stretchy ribbed knit fabric, seamless design
    • Runs true to size

    Style Number/Barcode: 07107-0874

    Category Name: Matching Sets

    Price: $3.97 $12.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Chill Mood Ribbed Knit Flare-Leg Pants

    Keep it chill and relax in these comfy ribbed knit pants. They feature a high-rise waist, a hip-hugging fit, a form-hugging fit throughout the leg, and a flared hem with a lettuce-edge trim. The ribbed knit fabric features a cool mineral wash design. Style with the matching crop top.

    Shop Matching Top: Chill Mood Ribbed Knit Crop Top

    Fit & Features

    • High-rise waist
    • Hip-hugging fit
    • Form-hugging fit throughout the leg
    • Flared hem, lettuce-edge trim
    • Ribbed knit fabric, mineral wash design
    • Plenty of stretch
    • Runs true to size

    Style Number/Barcode: 07103-0906

    Category Name: Matching Sets

    Price: $6.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cargo Cutie Structured Crop Blazer

    Take charge in this cute crop blazer perfect for taking care of business! It features long sleeves, a lapel collar neckline, shoulder pads for a structured fit, a cargo-style flap pocket, a faux front pocket, and one hidden button and one front button closure. The blazer is composed of smooth twill woven-lined fabric. Complete the look with the matching bottoms.

    Shop Matching Bottoms: Cargo Cutie Faux Wrap Mini Skort

    Fit & Features

    • Long sleeves, shoulder pads
    • Lapel collar neckline
    • Cargo-style flap pocket, one faux pocket
    • One hidden button and one front button closure
    • Cropped hem
    • Lined smooth twill woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06204-1553

    Category Name: Matching Sets

    Price: $16.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Cargo Cutie Faux Wrap Mini Skort

    Take charge in this cute cargo skort perfect for taking care of business! It features a high-rise waist, belt loop accents, a faux wrap front with a hidden snap button closure, front hidden hook-eye and zipper closure, a cargo-style flap pocket, and a short-length hem. The skort is composed of smooth twill woven-lined fabric. Complete the look with the matching blazer.

    Shop Matching Blazer: Cargo Cutie Structured Crop Blazer

    Fit & Features

    • High-rise waist, belt loop accents
    • Faux wrap front, hidden snap button closure
    • Hidden front hook-eye and zipper closure
    • Cargo-style flap pocket
    • Short-length hem
    • Lined smooth twill woven fabric, no stretch
    • Runs true to size

    Style Number/Barcode: 06403-0270

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Queen Of The Gems Rhinestone Pearl Crop Top

    Have a glamorous night looking like a queen in this mesh crop top featuring fitted long sleeves, a crew neck, and all-over rhinestones and faux pearl embellishments. Complete the look with matching bottoms and heels.

    Shop Matching Bottoms: Queen Of The Gems Rhinestone Pearl Mini Skirt

    Fit & Features

    • Fitted long sleeves
    • Crew neck
    • Cropped hem
    • All-over rhinestones and faux pearl embellishments
    • Sheer mesh fabric, moderate stretch
    • Runs true to size

    Style Number/Barcode: 06001-4862

    Category Name: Matching Sets

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free