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.

  • Bahama Breeze Smocked Crop Top
    Whether you're beach or boat bound, you need to keep it easy-breezy chic! Do it in this cropped tube, which features smocking throughout, an elasticized bust and hem, and a removable long fabric tie to cinch the front. Top is made from pure rayon and offers moderate stretch throughout. Don't forget to pair it with the matching high-waist pants!

    Style Number/Barcode: 06003-0307

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bahama Breeze Wide-Leg Pants
    Whether you're beach or boat bound, you need to keep it easy-breezy chic! Do it in these relaxed-cut pants, which feature an elasticized back waist, and ultra-wide legs. Pants are made from pure rayon and offer minimal stretch. Don't forget to pair it with the matching cropped tube top!

    Style Number/Barcode: 06302-0056

    Category Name: Matching Sets

    Price: $4.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hippie Shake Tie Dye Top
    The best way to elevate your next crop top? Make it tie dye! Embrace this breezy basic, which features adjustable spaghetti straps, a smocked back, and a tie-front bust with key hole detail and hook-and-eye closure. Top is made from pure rayon with minimal stretch. don't forget to pair it with the matching maxi wrap skirt!

    Style Number/Barcode: 06003-0290

    Category Name: Matching Sets

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Curve's The Word Mini Skirt
    When you think about the perfect pieces in your wardrobe—those guaranteed-gorge go-tos—you think of a skirt like this! Smooth, streamlined, and stretchy, this basic features an elasticized high waist and a curve-hugging cut. Pair it with everything from sandals and sneakers to strappy heels!

    Style Number/Barcode: 06501-0070

    Category Name: Matching Sets

    Price: $8.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Look At Me Now Mini Skirt

    Stuntin' on em! Catch more than a few stares in this embellished mini skirt. This piece features a high-rise, elasticized waist for a feminine fit. Sequins are threaded throughout for an all over glamorous look. Skirt is made of a lightweight knit fabric with full lining. 

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06401-0033

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Vacay Ready High Rise Crochet Maxi Skirt

    Heading on vacation? Don't forget to grab this vacay ready high-rise crochet maxi skirt with a sultry high front slit that flaunts some leg. Pair with the matching top and your fave shades!

    Fit & Features

    • Crochet fabric, stretchy knit lining
    • High-rise elasticized waist
    • High front slit
    • Flowy maxi-length silhouette
    • Runs true to size 

     

    Shop The Matching Top: Vacay Ready Tie-Front Bandea Crochet Crop Top

    Style Number/Barcode: 06301-0214

    Category Name: Matching Sets

    Price: $13.97 $32.90

    On Sale: Yes

    Availability: In Stock

    Available Color: NATURAL

    Available Size: M, L

    Product Badge:
    • Sale
  • Look At Me Now Tank Top

    Check yourself out in this sequin-embellished crop tank. This statement-maker features a scoop neckline and classic tank straps. All over sequins make for a glittery glow. Piece is unlined - don't forget to grab the matching mini!

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06003-0176

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Do The Twist Front Top
    Elevate your crop top collection with a little something extra. This top features ultra-skinny spaghetti straps and a V neck leading to an eye-catching twist front. Crop slips on and is made from a smooth poly blend with a fair amount of stretch.

    Style Number/Barcode: 06001-1743

    Category Name: Matching Sets

    Price: $6.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Animal Desire Tie-Front Top
    Heed the call of your inner wild child with this daring tie-front top! It features a vibrant mix of reptile and cat prints intercut with bursts of deep red and comes in one long, bandeau scarf style with angled ends. Top is made from a smooth, chiffon-like material with minimal stretch.

    Style Number/Barcode: 06003-0304

    Category Name: Matching Sets

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Lush Bungee Crop Top

    Shop Matching Skirt: Lush Pencil Midi Skirt

    Embrace the matching set trend! This lush top is a cropped top with bungee style spaghetti straps. The top is fully lined and composed of an extremely soft knit material that showcases a very on trend pattern! The hem of this crop hits at the rib cage, top offers a form fit with moderate stretch. Don't forget the matching skirt to complete your fierce look!

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1660

    Category Name: Matching Sets

    Price: $9.97 $14.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Lush Pencil Midi Skirt

    Shop Matching Top: Lush Bungee Crop Top

    Embrace the matching set trend! This lush skirt has a high waist line, and a hem that hits right above the knee. It is composed of an extremely soft knit material that showcases a very on trend pattern! Midi offers a form fit with moderate stretch. Don't forget the matching crop top to complete your fierce look!

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small. 

    Style Number/Barcode: 06501-0053

    Category Name: Matching Sets

    Price: $9.97 $19.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • To Paradise Printed Flared Pants
    Whether you're jetting off to some place warm and exotic, or just chillin' wherever you're at, keep the spirit of the tropics near with this vibrant pants. Pants feature an elasticized waist, front seam detail, and two front slits opening to flared legs. Pants slip on and are made from a soft, smooth material with a fair amount of stretch.

    Style Number/Barcode: 06502-0141

    Category Name: Matching Sets

    Price: $12.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Room To Grow Floral Skirt
    Featuring a delicate floral set against a black background, this maxi immediately draws the eye! Skirt features a back zip with hook-and-eye closure, a ruched front anchored by an adjustable bead-detailed tie, and a front slit and hem with ruffle trim. Skirt is made from a chiffon-like cotton blend with minimal stretch. Don't forget to pair it with the matching crop top!

    Style Number/Barcode: 06401-0059

    Category Name: Matching Sets

    Price: $4.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On Ice Asymmetrical Maxi Skirt

    Keep it low-key glam in a neutral palette in this asymmetrical maxi! Skirt has a curve-hugging cut and features an elasticized waist, ruching at hip, and a high side slit. Skirt slips on and is made from a smooth, slightly shiny woven material with a fair amount of stretch. Don't forget to pair it with the matching crop top!

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0056

    Category Name: Matching Sets

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Sleek And Sultry Midi Skirt

    Stay ever so sleek and sultry in this basic midi! The skirt features a high rise elastic banded waist paired with a mid-length fit. The skirt is composed of a stretchy knit fabric that offers a form hugging fit. Complete your look with the matching crop top!

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06501-0054

    Category Name: Matching Sets

    Price: $4.97 $24.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • On Ice Seamless Crop Top

    Keep it low-key glam in a neutral palette in this seamless crop! It features spaghetti straps, a rounded neckline, and hits just below the bust for an ultra-abbreviated hemline. Top slips on and is made from a smooth, slightly shiny woven material with a fair amount of stretch. Don't forget to pair it with the matching maxi skirt!

    Model is 5'7" with a 34" bust, 24" waist and 36" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1671

    Category Name: Matching Sets

    Price: $4.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Bohemian Chic Sheer Lace Flare Pants

    So boho chic, these sheer lace flare pants are a style staple for festival season. Show off your curves with the hip-hugging fit that continues through the leg to the trendy flared hem.

    Shop Matching Black Top: Bohemian Chic Sheer Lace Tie-Front Top

    Fit & Features

    • Sheer floral lace fabric with knit panty lining, high stretch
    • High-rise elasticized waist
    • Hip-hugging fit
    • Form-hugging fit through the leg
    • Flared hem
    • Pants in size small have a 9" front rise with a 35" inseam
    • Runs true to size

    Style Number/Barcode: 06502-000001

    Category Name: Matching Sets

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: In Stock

    Available Color: IVORY

    Available Size: S, M, L

    Product Badge:
    • Sale
  • Sleek And Sultry Crop Top

    Stay ever so sleek and sultry in this basic crop! The top features a sleeveless bodice, tank-like shoulder straps, a scoop neckline, a rounded back, and a cropped hem. The top is composed of a stretchy knit fabric that offers a form hugging fit. Complete your look with the matching midi skirt!

    Model is 5'9" with a 34" bust, 24" waist and 34.5" hips. She is wearing a size small.

    Style Number/Barcode: 06001-1669

    Category Name: Matching Sets

    Price: $5.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hot Tropics Side Slit Skirt
    Keep the vacay vibes top of mind in this vibrant floral maxi! Skirt features an elasticized waist with a back zip, a slight A-line silhouette, and two high slits at either side. Skirt is made from a woven poly material with minimal stretch. Don't forget to pair it with the matching off-the-shoulder crop!

    Style Number/Barcode: 06301-0023

    Category Name: Matching Sets

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Hot Tropics Smocked Crop Top
    Keep the vacay vibes top of mind in this vibrant floral crop! Top features an off-the-shoulder neckline with ruffled short sleeves and a fully smocked bodice. Crop slips on and is made from a poly material with stretch through the bust. Don't forget to pair it with the matching side-slit skirt!

    Style Number/Barcode: 06003-0267

    Category Name: Matching Sets

    Price: $4.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Cozy 'N Chill Joggers

    Give off major cozy 'n chill vibes with these casual yet so cute joggers! They feature a high rise elastic banded waist, a faux drawstring, front slanted pockets, and a cuffed jogger hem. The gray pants are composed of a soft knit fabric that offers plenty of stretch. Complete your look with the matching crop top!

    Style Number/Barcode: 06502-2193

    Category Name: Matching Sets

    Price: $13.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Wild And Free Mini Skirt

    Make your style wild and free with this bold mini skirt! It features a high rise elastic banded waist paired with a short, fitted look. The skirt is composed of a stretchy knit fabric with an eye-catching all over black and white zebra print. Complete your wild 'fit with the matching crop top!

    Style Number/Barcode: 06501-2971

    Category Name: Matching Sets

    Price: $21.87 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance
  • Go With Flow Palazzo Pants
    Bright white and easy breezy, these palazzo pants are the ultimate in summer chic. Pants have a high rise, an elasticized back waist, a side zip, and ultra-wide legs. Pair them with the matching crop top and turn up the heat! Pants are fully lined and made from a soft, lightweight woven material with little to no stretch. 

    Style Number/Barcode: 06302-0040

    Category Name: Matching Sets

    Price: $14.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Romantically Ruched Mini Skirt
    Flatter those curves, babe! This skirt is fully lined and showcases an elegant ruched design. Skirt hits mid thigh, and is composed of a knit fabric that offers moderate stretch. Don't forget the matching top to complete your look!

    Style Number/Barcode: 06501-0037

    Category Name: Matching Sets

    Price: $4.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Clearance