Matching Sets
Matching sets are the easiest way to look instantly put-together while keeping it on-trend for Fall. From two-piece sets like crop tops with mini skirts to flowy fly-a-way tops paired with wide-leg pants, the options are endless. Long sleeve crop tops with maxi skirts bring a chic vibe, while jersey knits and printed mesh keep the styles fresh. Perfect for date night, brunches, or mixers, these sets take the stress out of styling and give you a ready-made outfit that always turns heads.
HomeMatching Sets

Matching Sets
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Matching Sets That Serve Style in Every Summer Scene
From rooftop brunches to beach vacations, Windsor’s matching sets deliver effortless coordination and head-turning style. Whether you’re dressing for a getaway, party night, or 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 cool. Breezy cotton, ribbed knits, and lightweight linen blends keep things comfortable and put-together. Style with flat sandals and gold jewelry for casual glam that moves with you.
Night-Out Energy & Elevated Looks
Dial it up with sleek two-piece matching sets combined with a blazer combo, or curve-hugging silhouettes. Faux leather finishes, halter details, and tie-front designs bring the heat—just add strappy heels 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 swap in a fitted bodysuit for your skirt. Finish with a cropped jacket or airy duster for extra dimension.
Explore Windsor’s full collection of matching sets online, in-app, or in-store to level up your summer 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.
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Sleek And Sultry Tie Front Crop Top
Sleek and sultry, this tie front crop top makes the perfect instant outfit with the matching skirt!
Fit & Features
- Smooth knit fabric, moderate stretch
- V-neckline
- Tie front
- Cropped hem
- Runs true to size
Shop The Matching Skirt: Sleek And Sultry Bodycon Ruffle Mini Skirt
Style Number/Barcode: 06202-000031
Category Name: Matching Sets
Price: $24.90
Availability: Out of Stock
Product Badge:- Ships Free
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Set For Compliments Sleeveless Bandage Crop Top
You'll be set to receive compliments in this bandage crop top! Perfect for vacation or a chic night out, this top features a flattering sweetheart neckline and cropped silhouette on bandage knit fabric designed to fit like a glove. Complete the look with the matching skirt.
Shop The Matching Skirt: Set For Compliments High-Rise Bandage Mini Skirt
Fit & Features
- Bandage knit fabric, moderate stretch
- Sleeveless
- Sweetheart neckline
- Back zipper closure
- Cropped length
- Runs true to size
Style Number/Barcode: 06005-1948
Category Name: Matching Sets
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sunny Daze Linen Tie-Front Crop Top
Catch the breeze, catch the vibe. This linen tie-front crop top is made for sunny days and carefree moments—easy, airy, and ready for wherever the day takes you.
Shop Matching Bottoms: Sunny Daze Linen Mini Skort
Fit & Features
- Linen woven fabric
- Sleeveless V-neckline
- Tank shoulder straps
- Tie-front design
- Fitted ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06204-000023
Category Name: Matching Sets
Price: $32.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Preppy Perfection Gingham Twill Skater Skort
Style up a look of preppy perfection with this gingham twill skater skort! This structured skort is designed with a fine twill fabric and a chic gingham pattern to step up your everyday 'fits. It features a high-rise waist with a trendy belted design, a short pleated overlay with a skater silhouette, and fitted shorts. Pair with the matching cropped blazer for a seamlessly fab look!
Shop Matching Jacket: Preppy Perfection Gingham Twill Cropped Blazer
Fit & Features
- Fine twill fabric, no stretch
- Gingham pattern
- High-rise belted waist, side zipper closure
- Short pleated overlay with skater silhouette
- Fitted shorts lining
- Runs true to size
Style Number/Barcode: 06403-0389
Category Name: Matching Sets
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Romantic Ways Rose Mesh Mini Skirt
Indulge in the romantic charm of this rose print mini skirt! It features a high-rise waist, a mini-length hem with a form-hugging fit to create a stunning silhouette, and is complemented by the delicate rose print on mesh lined fabric. Style with the matching bustier top to complete the look.
Shop Matching Top: Romantic Ways Rose Lace-Up Mesh Bustier
Fit & Features
- High-rise waist
- Back zipper and hook-eye closure
- Mini-length hem, form-hugging fit
- Rose print
- Mesh fabric, sewn-in knit lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0887
Category Name: Matching Sets
Price: $5.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Major Baddie High Waist Belted Woven Maxi Skirt
Let this belted maxi skirt show off what a major baddie you are! Designed with a structured woven fabric, this maxi skirt features a high waist with a double belted front design and cargo side pockets for a trendy look. The maxi-length hem is accented with a chic back slit detail. The form-hugging silhouette will showcase your stunning curves. Style with the matching crop top and sleek stilettos!
Shop Matching Top: Major Baddie Strapless Cutout Woven Crop Top
Fit & Features
- Woven fabric
- High waist
- Maxi-length hem with back slit
- Form-hugging fit
- Double belt design
- Cargo side pockets
- Runs true to size
Style Number/Barcode: 06401-0659
Category Name: Matching Sets
Price: $16.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Painted In Beauty Strapless Abstract Bustier
Paint yourself in this beautiful one-of-a-kind bustier! Featuring a strapless angled neckline and flexible boning, this bustier provides perfect fit and support. The cropped angled hem and abstract print add a touch of unique style, while the mesh fabric adds a trendy touch. Complete the look with the matching skirt.
Shop Matching Bottoms: Painted In Beauty High Rise Abstract Mini Skirt
Fit & Features
- Sheer mesh fabric with knit lining, moderate stretch
- Abstract print
- Strapless angled neckline
- Back zipper with hook and eye closure
- Flexible boning
- Angled cropped hem
- Runs true to size
Style Number/Barcode: 06001-5119
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Sultry Snake Print Faux Leather Bustier Top
Showcase your sultry side in this figure-flaunting faux leather bustier top! Designed with a sleek embossed snake print on the faux leather fabric, this top brings the chic allure. The bustier is shaped with a sleeveless sweetheart neckline with a notched V-wired center detail and a padded bust to eliminate the need for a bra. The adjustable spaghetti straps provide a customized fit, leading to a back zipper closure. The corset-style bodice features flexible boning for structure, leading to the angled cropped hem with a snatched form-hugging fit. Complete your going-out look with the matching midi skirt and a pair of strappy stilettos!
Shop Matching Bottoms: Sultry Snake Print Faux Leather Midi Skirt
Fit & Features
- Embossed snake print faux leather fabric, knit lining, minimal stretch
- Sleeveless sweetheart neckline with V-wired center, padded bust
- Adjustable spaghetti straps, back zipper with hook and eye closure
- Corset bodice with flexible boning
- Angled cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-5121
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Summer Crush Striped Crochet Bralette Top
POV: you just found your new fave beach-to-brunch vibe. This striped crochet bralette top serves laid-back heat with an open back and tie details made for turning heads from sunrise to sunset.
Shop Matching Bottoms: Summer Crush Striped Crochet Midi Skirt
Fit & Features
- Crochet knit fabric
- Striped pattern
- Sleeveless triangle bust design
- Thin shoulder straps
- Open back, tie-back design
- Fitted ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06005-000034
Category Name: Matching Sets
Price: $32.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- Part of a Set
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Summer Crush Striped Crochet Midi Skirt
POV: you just found your new fave beach-to-brunch vibe. This striped crochet midi skirt serves laid-back heat with a form-hugging fit and thigh-high slit made for turning heads from sunrise to sunset.
Shop Matching Top: Summer Crush Striped Crochet Bralette Top
Fit & Features
- Crochet knit fabric
- Striped pattern
- High-rise waist
- Thigh-high side slit
- Midi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000027
Category Name: Matching Sets
Price: $44.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- Part of a Set
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Weekend Fun Ruffled Mini Skort
This adorable mini skort was made for weekend fun, designed with a tiered ruffled mini-length overlay over hidden shorts. Style with the matching tie-front top for the cutest vibe.
Shop Matching Top: Weekend Fun Flutter Sleeve Tie-Front Top
Fit & Features
- Cotton woven fabric with swiss dot pattern, no stretch
- Mid-rise elasticized waist
- Tie-front adjustable drawstring
- Tiered ruffled design
- Mini-length overlay, A-line silhouette
- Hidden fitted knit shorts, moderate stretch
- Runs true to size
Style Number/Barcode: 06303-000013
Category Name: Matching Sets
Price: $34.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Weekend Fun Flutter Sleeve Tie-Front Top
This adorable tie-front top was made for weekend fun, designed with short flutter sleeves and an ultra-cropped hem. Style with the matching mini skort for the cutest vibe.
Shop Matching Bottoms: Weekend Fun Ruffled Mini Skort
Fit & Features
- Cotton woven fabric with swiss dot pattern, no stretch, partial knit lining
- V-neckline, tie-front design
- Short flutter sleeves
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06204-000011
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: WHITE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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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: $24.90
Availability: In Stock
Available Color: PINK
Available Size: S, M, L
Product Badge:- Part of a Set
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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: $28.90
Availability: In Stock
Available Color: PINK
Available Size: XS, S, M, L
Product Badge:- Part of a Set
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Island Muse Tropical Floral Maxi Skirt
Serving island goddess energy with every step. This mesh maxi skirt brings the vacay vibes with tropical floral drama and a form-hugging fit that moves with you from golden hour to after-party. Style with the matching tie-front top for a look that slays.
Shop Matching Top: Island Muse Tropical Floral Tie-Front Top
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Tropical floral print
- High-rise waist
- Maxi-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000055
Category Name: Matching Sets
Price: $34.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
Product Badge:- Part of a Set
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Island Muse Tropical Floral Tie-Front Top
Serving island goddess energy with every step. This mesh tie-front top brings the vacay vibes with tropical floral drama and an ultra-cropped fit that moves with you from golden hour to after-party. Style with the matching maxi skirt for a look that slays.
Shop Matching Bottoms: Island Muse Tropical Floral Maxi Skirt
Fit & Features
- Sheer mesh fabric, high stretch
- Tropical floral print
- V-neckline
- Tie-front design
- Long bishop sleeves
- Fitted ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06202-000036
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
Product Badge:- Part of a Set
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Resort Calling Mesh Slit Maxi Skirt
Booked the trip? This skirt is already packed. Featuring a high-rise waist and dramatic slit skirt, this floral mesh moment is giving vacation muse energy—made for poolside lounges or rooftop cocktails.
Shop The Matching Top: Resort Calling Mesh Tie Front Top
Fit & Features
- Floral print, attached panty knit lining
- High-rise waist
- High front slit
- Flowy maxi length hem
- Runs true to size
Style Number/Barcode: 06501-000037
Category Name: Matching Sets
Price: $39.90
Availability: In Stock
Available Color: BLACK
Available Size: S, M, L
Product Badge:- Part of a Set
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Resort Calling Mesh Tie Front Top
Booked the trip? This top is already packed. Featuring a tie-front design, long sleeves and a dramatic crop hem, this floral mesh moment is giving vacation muse energy—made for poolside lounges or rooftop cocktails.
Shop The Matching Skirt: Resort Calling Mesh Slit Maxi Skirt
Fit & Features
- Floral print, partially lined mesh fabric
- Long sleeves
- Tie-front closure
- Ultra-cropped hem
- Runs true to size
Style Number/Barcode: 06202-000032
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
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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: $36.90
Availability: In Stock
Available Color: BLK/WHT
Available Size: M, L
Product Badge:- Part of a Set
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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: $34.90
Availability: In Stock
Available Color: BLK/WHT
Available Size: M, L
Product Badge:- Part of a Set
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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
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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 VestFit & 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
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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 ShortsFit & 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
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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