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.
Now Trending
Matching Sets That Serve Style in Every Scene
From rooftop dinners to weekend getaways, Windsor’s matching sets deliver effortless coordination and standout style. Whether you're dressing for a night out, a vacation, or a casual day, these sets make getting ready feel easy and elevated.
Everyday Ease & Polished Pairings
Slip into two-piece skirt sets or wide-leg pant sets with matching crop tops for a clean, polished look. Lightweight knits, breathable fabrics, and smooth satins keep things comfortable while still feeling styled. Pair with sandals or heels and layered jewelry for an effortless finish.
Night-Out Energy & Elevated Looks
Turn up the look with sleek two-piece matching sets featuring curve-hugging fits, halter necklines, and tie-front details. Satin finishes and bold silhouettes bring the statement—just add strappy heels and a mini bag for your next night out.
Mix, Match & Layer
Wear the full set or style each piece your way. Pair your top with jeans or tailored shorts, or switch in a bodysuit with your skirt. Add a lightweight jacket or blazer for an extra layer that keeps your look refined.
Explore Windsor’s full collection of matching sets online, in-app, or in-store to refresh your wardrobe with easy, on-trend outfits.
What Are Matching Sets?
Matching sets are coordinated outfits made up of two or more pieces, like a crop top and skirt or a blouse and pants. Designed to be worn together, they create a complete, styled look with minimal effort. Windsor’s sets range from casual lounge styles to elevated options for nights out and special plans.
Are Matching Sets a Trend?
Yes, matching sets are a go-to style that stays on trend. They offer a simple way to look put-together while still feeling comfortable. Whether you're dressing up or keeping it casual, these sets make styling quick and easy.
What Do You Call a Two-Piece Outfit?
A two-piece outfit is often called a matching set or co-ord. These pieces are designed to be worn together, but they can also be mixed and matched with other items to create fresh, versatile looks.
-
Statement Season Faux Leather Trench Coat
Statement season starts here. This sleek faux leather trench coat brings a chic attitude with a perfectly structured fit—made for nights out, city strolls, and every unapologetically confident moment in between. Style with the matching mini skort.
Shop Matching Bottoms: Statement Season Faux Leather Mini Skort
Fit & Features
- Patent faux leather fabric, crinkle texture
- Lapel collar, back flap accent
- Long sleeves, strap details
- Open front, tie-front belt
- Long-length hem
- Structured fit
- Runs true to size
Style Number/Barcode: 06204-000073
Category Name: Matching Sets
Price: $9.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
- Patent faux leather fabric, crinkle texture
-
Sultry Sweet Lace Tie-Front Top
Meet your new obsession—the lace tie-front top that balances sultry and sweet. Its sheer velvet lace and flirty tie-front design make it a total vibe for date nights or festival 'fits.
Shop Matching Bottoms: Sultry Sweet Ruffle Lace Shorts
Fit & Features
- Sheer velvet lace fabric, front knit lining
- V-neckline
- Tie-front design
- Long bell sleeves
- Cropped hem
- Runs true to size
Style Number/Barcode: 06202-000055
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M, L
Product Badge:- Part of a Set
-
Sultry Sweet Ruffle Lace Shorts
Meet your new obsession—the ruffle lace shorts that balance sultry and sweet. The velvet lace and flirty tiered ruffles make them a total vibe for date nights or festival 'fits.
Shop Matching Top: Sultry Sweet Lace Tie-Front Top
Fit & Features
- Sheer velvet lace fabric, knit lining
- High-rise waist, drop waist silhouette
- Tiered ruffled design
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06503-000149
Category Name: Matching Sets
Price: $34.90
Availability: In Stock
Available Color: BROWN
Available Size: S, M
Product Badge:- Part of a Set
-
Smooth Talk Plunge Halter Top
Meet your next going-out favorite—the plunge halter top that knows how to flatter every curve. Soft, smooth, and body-hugging, it moves with you for that effortless mix of sleek and sexy. Style with the matching mini skort.
Shop Matching Bottoms: Smooth Talk Ruffle Mini Skort
Fit & Features
- Smooth knit fabric, high stretch
- Sleeveless plunging V-neckline
- Tie-back halter straps, partially open back
- Ruching
- Mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000338
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Smooth Talk Ruffle Mini Skort
Meet your next going-out favorite—the ruffle mini skort that knows how to flatter every curve. Soft, smooth, and fitted, it moves with you for that effortless mix of sleek and sexy. Style with the matching halter top.
Shop Matching Top: Smooth Talk Plunge Halter Top
Fit & Features
- Smooth knit fabric, high stretch
- Mid-rise waist
- Tiered ruffled design
- Ruffled side trim
- Mini-length overlay, fitted A-line silhouette
- Hidden fitted shorts
- Runs true to size
Style Number/Barcode: 06503-000186
Category Name: Matching Sets
Price: $32.90
Availability: In Stock
Available Color: HUNTER
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Polished Edit Plaid Blazer
For the girl who plans her power moves and her outfits. This plaid blazer pulls any look together with a polished, structured fit that means business (but still plays it cool). Style with the matching mini skort.
Shop Matching Bottoms: Polished Edit Plaid Pleated Mini Skort
Fit & Features
- Woven fabric with woven lining, plaid pattern
- Lapel collar
- Long sleeves
- Single-breasted design
- Dual front pockets
- Structured silhouette with relaxed fit
- Runs true to size
Style Number/Barcode: 06204-000072
Category Name: Matching Sets
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Polished Edit Plaid Pleated Mini Skort
For the girl who plans her power moves and her outfits. This plaid mini skort pulls any look together with a polished, pleated fit that means business (but still plays it cool). Style with the matching blazer.
Shop Matching Jacket: Polished Edit Plaid Blazer
Fit & Features
- Woven fabric, plaid print
- Mid-rise waist
- Side button accents
- Pleating
- Mini-length hem, A-line silhouette
- Hidden fitted shorts
- Runs true to size
Style Number/Barcode: 06403-000082
Category Name: Matching Sets
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Roam Free Zebra Print Mini Skort
Go bold or go home. This zebra print mesh mini skort serves major wild streak with its short overlay and trendy hanky hem. Style with the matching tie-front top.
Shop Matching Top: Roam Free Zebra Tie-Front Top
Fit & Features
- Sheer mesh fabric, high stretch
- Zebra print
- Mid-rise waist, ruching
- Mini-length overlay, hanky hem, A-line silhouette
- Hidden fitted knit shorts
- Runs true to size
Style Number/Barcode: 06503-000211
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Cozy Bloom Rose Print Knit Pajama Top
Meet your new crush-worthy cozy. This rose print knit pajama top feels like Sunday mornings and slow playlists—soft, stretchy, and effortlessly cute. Perfect for lounging in or layering up for your coffee run. Pair with the matching pants.
Shop Matching Bottoms: Cozy Bloom Rose Print Knit Pajama Pants
Fit & Features
- Ribbed knit fabric, high stretch
- Small rose print
- Crew neckline
- Long fitted sleeves
- Mid-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 07103-000042
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Cozy Bloom Rose Print Knit Pajama Pants
Meet your new crush-worthy cozy. These rose print knit pajama pants feel like Sunday mornings and slow playlists—soft, stretchy, and effortlessly cute. Perfect for lounging in or layering up for your coffee run. Pair with the matching top.
Shop Matching Top: Cozy Bloom Rose Print Knit Pajama Top
Fit & Features
- Ribbed knit fabric, high stretch
- Small rose print
- High-rise waist, fold-over design
- Form-hugging fit
- Flared hem
- Runs true to size
Style Number/Barcode: 07103-000043
Category Name: Matching Sets
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Midnight Glow Rhinestone Mini Skirt
Built for nights when you want the room to notice without even trying, this mini skirt brings soft sparkle and a cutout side that feels effortlessly daring while the rhinestone embellishments catch the light. Shop with the matching top.
Shop The Matching Top: Midnight Glow Rhinestone Crop Top
Fit & Features
- Rhinestone-embellished, knit fabric, sewn-in lining
- Plunge cowl halter neckline
- Open back
- Fitted crop hem
- Runs true to size
Style Number/Barcode: 06501-000095
Category Name: Matching Sets
Price: $9.97 $34.90
On Sale: Yes
Availability: In Stock
Available Color: BLOOD, RED
Available Size: S, M, L
Product Badge:- Sale
-
Check Please Plaid Trench Coat
Prep but make it playful. This plaid mini skort gives you that flirty skirt look with the hidden comfort of shorts—aka your new go-to for coffee runs, brunch plans, or anything that needs a little “effortless but put-together” look. Shop the matching trench skort.
Shop The Matching Skort: Check Please Plaid Mini Skort
Fit & Features
- Plaid pattern, wool-blend fabric, sewn-in woven lining
- Lapel collar neckline
- Long sleeves, button strap cuffs
- Four-button front closures
- Front pockets
- Longline silhouette
- Runs true to size
Style Number/Barcode: 06201-000062
Category Name: Matching Sets
Price: $19.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Sweet Talk Rose Print Pajama Skort
Cozy meets coquette. This rose print mini skort brings the perfect mix of sweet and flirty with its soft thermal fabric and body-hugging fit. Pair it with the matching top for a sleepover or lounging in cute style!
Shop Matching Top: Sweet Talk Rose Print Pajama Top
Fit & Features
- Rose print, soft rib knit fabric, stretchy shorts lining
- High-rise waist
- Bodycon fit
- Mini-length hem
- Runs true to size
Style Number/Barcode: 07103-000041
Category Name: Matching Sets
Price: $9.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Check Please Plaid Mini Skort
Prep but make it playful. This plaid mini skort gives you that flirty skirt look with the hidden comfort of shorts—aka your new go-to for coffee runs, brunch plans, or anything that needs a little “effortless but put-together” look. Shop the matching trench coat.
Shop The Matching Trench Coat: Check Please Plaid Trench Coat
Fit & Features
- Plaid pattern, wool-blend fabric, stretchy knit shorts lining
- Mid-rise waist
- Back zipper and hook-eye closure
- Front faux wrap skirt overlay
- Shorts bottom
- Runs true to size
Style Number/Barcode: 06403-000071
Category Name: Matching Sets
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Untamed Edge Animal Print Crop Top
Your night-out fit just leveled up. This abstract print mesh crop top brings a sleek, second-skin vibe that’s perfect for layering or wearing solo when you want all eyes on you.
Shop Matching Bottoms: Untamed Edge Animal Print Shorts
Fit & Features
- Sheer mesh fabric, high stretch
- Abstract print
- Crew neckline
- Long fitted sleeves
- Cropped hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 07103-000082
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Untamed Edge Animal Print Shorts
For nights when you’re feeling bold and a little wild, these mesh hot shorts bring all the attitude. The abstract animal print adds that edgy, untamed vibe, while the stretchy fit keeps everything comfy enough to dance, roam, or stir up a little fun.
Shop The Matching Top: Untamed Edge Animal Print Crop Top
Fit & Features
- Sheer mesh animal print fabric
- Low-rise waist
- Form-hugging fit
- Cheeky bottom
- Runs true to size
Style Number/Barcode: 07103-000083
Category Name: Matching Sets
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Sky Shimmer Sequin Lace-Up Top
This sequin crop top brings that easy, ethereal shimmer your outfit’s been begging for. The sequin print catches the light just right, while the lace-up back keeps everything cute, confident, and fully dance-floor approved. Shop the matching skirt.
Shop The Matching Skort: Sky Shimmer Sequin Mini Skirt
Fit & Features
- Sequin print fabrication with mesh texture
- Halter V-neckline
- Strappy lace-up open back
- Fitted cropped hem
- Runs true to size
Style Number/Barcode: 06003-000236
Category Name: Matching Sets
Price: $39.90
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Midnight Spark Rhinestone Flare Pants
Made to catch the light (and a few stares), these heat-stone flare pants bring disco-level sparkle with a sleek, body-skimming fit. The flared leg adds instant drama, making them perfect for holiday soirees. Shop the matching blazer.
Shop The Matching Blazer: Midnight Spark Rhinestone Blazer
Fit & Features
- Stretch knit-lined fabric with allover rhinestone embellishments
- Smooth high-rise waistband, side zipper and hook-eye closure
- Slim, fitted hips and thighs
- Flared hem
- Runs true to size
Style Number/Barcode: 06502-000064
Category Name: Matching Sets
Price: $6.97 $69.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Midnight Spark Rhinestone Blazer
Made to catch the light (and a few stares), this rhinestone blazer brings disco-level sparkle with a shimmering silhouette. The open front adds instant drama, making them perfect for holiday soirees. Shop the matching pants.
Shop The Matching Pants: Midnight Spark Rhinestone Flare Pants
Fit & Features
- Stretch knit-lined fabric with allover rhinestone embellishments
- Lapel collar neckline
- Long sleeves
- Open front design with closure
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06204-000098
Category Name: Matching Sets
Price: $9.97 $89.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Vacay Bloom Floral Mesh Halter Top
A halter top that feels like slipping into vacation mode without even trying. The soft floral print mesh hugs just right, giving you that effortless “I’m ready for whatever” confidence—day plans or date nights included.
Shop Matching Bottoms: Vacay Bloom Floral Mesh Maxi Skirt
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Large floral print
- Sleeveless plunging V-neckline
- Tie-back halter straps
- Open back, lower back strap with asymmetric metal hardware accent
- Ruching, mid-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06001-000385
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Vacay Bloom Floral Mesh Maxi Skirt
A maxi skirt that feels like slipping into vacation mode without even trying. The soft floral print mesh hugs just right, giving you that effortless “I’m ready for whatever” confidence—day plans or date nights included.
Shop Matching Top: Vacay Bloom Floral Mesh Halter Top
Fit & Features
- Sheer mesh fabric with knit lining, high stretch
- Large floral print
- High-rise waist
- Ruching
- High-cut side slit
- Maxi-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000102
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: LIGHT, BLUE
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Effortless Chic Wide-Leg Pants
Meet the pants that move like you’ve got somewhere fun to be. The smooth knit fabric and wide-leg silhouette give you that breezy, pulled-together vibe, and you didn't even have to think about it. Pair with the matching tops.
Shop Matching Tops: Effortless Chic Lace-Up Crop Top, Effortless Chic Beaded Cowl Neck Top
Fit & Features
- Smooth knit fabric, high stretch
- High-rise waist
- Hip-hugging fit
- Wide-leg silhouette
- Runs true to size
Style Number/Barcode: 06502-000065
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: RUST
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Cool Confidence Animal Print Halter Top
A halter top that knows exactly what it’s doing—draped, sculpted, and ready to flex your confidence. The mesh fabric and abstract animal print bring that cool-girl edge. Style with the matching maxi skirt.
Shop Matching Bottoms: Cool Confidence Animal Print Mesh Maxi Skirt
Fit & Features
- Mesh fabric, high stretch
- Abstract animal print
- Sleeveless plunging cowl neckline, bar strap detail
- Tie-back halter spaghetti straps
- Open back, lower tie-back spaghetti straps
- Cropped hem
- Runs true to size
Style Number/Barcode: 06001-000387
Category Name: Matching Sets
Price: $29.90
Availability: In Stock
Available Color: RUST
Available Size: XS, S, M, L
Product Badge:- Part of a Set
-
Cool Confidence Animal Print Mesh Maxi Skirt
A maxi skirt that knows exactly what it’s doing—chic, fitted, and ready to flex your confidence. The mesh fabric and abstract animal print bring that cool-girl edge. Style with the matching halter top.
Shop Matching Top: Cool Confidence Animal Print Halter Top
Fit & Features
- Mesh fabric, high stretch
- Abstract animal print
- High-rise waist
- Back slit
- Maxi-length hem, form-hugging fit
- Runs true to size
Style Number/Barcode: 06501-000104
Category Name: Matching Sets
Price: $36.90
Availability: In Stock
Available Color: RUST
Available Size: XS, S, M, L
Product Badge:- Part of a Set