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.
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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.
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Hooked On Florals Ruffle Trim Mini Skirt
Get hooked on florals in this cute co-ord! Add some hoops and blocked heels and you'll be ready to take on the day! Make sure you add the matching top to cart
Shop Matching Top: Hooked On Florals Crop Top
Fits & Features
- High Rise Waist
- 8 Rows Of Hook & Eye Closures Down The Front
- Mini Length Silhouette I Ruffle-Trim Hemline
- Cinched At Center Back
- Fully Lined Textured Gauze Fabric
- Form Hugging Fit I Minimal Stretch
Style Number/Barcode: 06401-0227
Category Name: Matching Sets
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Boho Flow Tie Back Crop Top
Go with the flow and rock boho-chic vibes in this breezy crop top! Don't forget to pick up the matching pants to complete the look!
Shop Matching Pants: Boho Flow Front Slit Wide Leg Pants
Fits & Features
- Long Sleeves I Elastic Cuffs
- Plunging V Neckline & Back
- Adjustable Tie At Back
- Crop Hemline
- Relax Fit
Style Number/Barcode: 06003-0533
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Seaside Babe Button Front Midi Skirt
The perfect little getup for our resort babe! Slip into this set and look chic and comfy for your spring vacay! Make sure you add the matching top to cart before you check out
Shop Matching Top: Seaside Babe Off Shoulder Crop Top
Fits & Features
- High Rise Waist
- Button Down Front
- Midi Length Silhouette
- Textured Knit Fabric I Fully Lined
- Matching Top Sold Separate
Style Number/Barcode: 06301-0070
Category Name: Matching Sets
Price: $12.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Seaside Babe Off Shoulder Crop Top
The perfect little getup for our resort babe! Slip into this set and look chic and comfy for your spring vacay! Make sure you add the matching bottoms to cart before you check out
Shop Matching Bottoms: Seaside Babe Button Front Midi Skirt
Fits & Features
- Elastic Off Shoulder Neckline & Short Sleeves
- Drawstring Tie At Center Front & Down The Sleeves
- Back Zipper With Hook & Eye Closure
- Fully Lined Textured Knit Fabric
- Form Hugging Fit I Minimal Stretch
- Matching Bottoms Sold Separate
Style Number/Barcode: 06003-0900
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Boho Flow Front Slit Wide Leg Pants
Go with the flow and rock boho-chic vibes in these breezy pants! Don't forget to pick up the matching crop top to complete the look!
Shop Matching Top: Boho Flow Tie Back Crop Top
Fits & Features
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High Rise Waist I Elastic At The Back
- Flowy Wide Leg Openings
- Thigh High Front Slits
- Boho-Inspired Print I Gauze Fabric
- Relaxed Fit
Style Number/Barcode: 06302-0089
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise Waist I Elastic At The Back
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In My Element Wide Leg Pants
Whatever the occasion, you'll be in your element once you slip into these pants! Don't forget to pick up the matching crop top for a put-together 'fit!
Shop Matching Top: In My Element Convertible Crop Top
Fits & Features
- High Rise Waist
- Pleated Details
- Wide Pant Legs I Built-In Shorts Lining
- Side Zipper With Hook & Eye Closure
- Cotton Blend Fabric I Lined At The Top
- Relax Fit I Minimal Stretch
Style Number/Barcode: 06402-0212
Category Name: Matching Sets
Price: $13.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Effortless Ease Raw Hem Gauze Shorts
Not sure what to wear? This cute co-ord set just needs your personal touches and you'll be owning this look with effortless ease! Just make sure you add the matching top to cart before you check out!
Shop Matching Top: Effortless Ease Twist Front Gauze Crop Top
Fits & Features
- Elastic Drawstring Waistband
- High Rise Waist
- Slant Hand Pockets
- Wide Leg Shorts
- Gauze Cotton Fabric I Fully Lined
- Moderate Stretch
- Matching Top Sold Separately
Style Number/Barcode: 06303-0062
Category Name: Matching Sets
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ready For My Close Up Textured Mini Skirt
Look refreshed and lovely in this striking set! The best part? You can mix and match the top and bottom to recreate other cute outfits! Just don't forget to pick up the matching crop top
Shop Matching Top: Ready For My Close Up Textured Crop Top
Fits & Features
- High RIse Waistband
- Mini Length Silhouette
- Textured Knit Fabric I Fully Lined
- Form Hugging Fit I Plenty Of Stretch
- Matching Crop Top Sold Separately
Style Number/Barcode: 06501-0273
Category Name: Matching Sets
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Sleek And Sultry Bodycon Ruffle Mini Skirt
Sleek and sultry, this bodycon ruffled mini skirt makes the perfect instant outfit with the matching top!
Fit & Features
- Smooth knit fabric, moderate stretch
- High-rise waist
- Side ruched seams
- Bodycon silhouette
- Ruffled mini-length hem
- Runs true to size
Shop The Matching Top: Sleek And Sultry Tie Front Crop Top
Style Number/Barcode: 06501-000045
Category Name: Matching Sets
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Take A Cue Tapered Eyelet Pants
Take a cue from the season and freshen up your look with a spring-fling set bb girl! Just make sure you add the matching bottoms to cart
Shop Matching Top: Take A Cue Eyelet Crop Top
Fits & Features
- High Rise Waist I Belt Loops
- Bar Hook Closure At Waist I Zipper Fly
- Slant Hand Pockets
- Tapered Pant Legs I Built-In Lined Shorts
- Woven Fabric I All Over Eyelet Design
- Relax Fit I Minimal Stretch
Style Number/Barcode: 06302-0133
Category Name: Matching Sets
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Take A Cue Eyelet Crop Top
Take a cue from the season and freshen up your look with a spring-fling set bb girl! Just make sure you add the matching bottoms to cart
Shop Matching Bottoms: Take A Cue Tapered Eyelet Pants
Fits & Features
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Fixed Shoulder Straps
- Square Neckline & Back
- Hidden Front Zipper
- Crop Hemline
- Fully Lined Woven Fabric I Eyelet Design All Over
- Minimal Stretch
Style Number/Barcode: 06003-0889
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fixed Shoulder Straps
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Feels Like Summer Smocked Crop Top
Get those summer vibes in this adorable smocked crop top! Make it a complete 'fit with the matching shorts.
Shop Matching Shorts: Feels Like Summer Smocked Shorts
Fit & Features
- Off the shoulder sweetheart neckline
- Long puff sleeves | Elastic banded cuffs
- Stretchy smocked bodice
- Cropped | Drawstring at hem
- Small floral print
Style Number/Barcode: 06003-0892
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Feels Like Summer Smocked Shorts
Get those summer vibes in these adorable smocked shorts! Make it a complete 'fit with the matching top.
Shop Matching Top: Feels Like Summer Smocked Crop Top
Fit & Features
- High rise elastic banded waist
- Stretchy smocked waist
- Short, ruffle hem
- Small floral print
Style Number/Barcode: 06303-0079
Category Name: Matching Sets
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Ready For My Close Up Textured Crop Top
Look refreshed and lovely in this striking set! The best part? You can mix and match the top and bottom to recreate other cute outfits! Just don't forget to pick up the matching bottoms
Shop Matching Bottoms: Ready For My Close Up Textured Crop Top
Fits & Features
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Off Shoulder, Ruffle Trim Neckline & Short Sleeves
- No-Slip Interior Strip
- Keyhole Opening & Tie Front At Center
- Crop Hemline
- Textured Knit Fabric
- Form Hugging Fit I Plenty Of Stretch
- Matching Bottoms Sold Separately
Style Number/Barcode: 06001-2643
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Off Shoulder, Ruffle Trim Neckline & Short Sleeves
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Effortless Ease Twist Front Gauze Crop Top
Not sure what to wear? This cute co-ord set just needs your personal touches and you'll be owning this look with effortless ease! Just make sure you add the matching bottoms to cart before you check out!
Shop Matching Bottoms: Effortless Ease Raw Hem Gauze Shorts
Fits & Features
- Collared
- Button Down Front
- Short Sleeves
- Crop Hemline I Decorative Twist Front Design
- Lightweight Gauze Cotton Fabric
- Boxy Silhouette I Minimal Stretch
- Matching Bottoms Sold Separately
Style Number/Barcode: 06003-0813
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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In My Element Convertible Crop Top
Keep them guessing with how you wear this! Style it as a sexy tie halter top or a crossover bandage halter top...there are versatile ways to create a cute look! Don't forget to pick up the matching bottom for a put-together 'fit!
Shop Matching Bottoms: In My Element Wide Leg Pants
Fits & Features
- Strapless & Sleeveless
- Crop Hemline
- Smooth Cotton Blend Fabric
- Minimal Stretch
- Can Be Worn Multiple Ways
- Matching Bottoms Sold Separately
Style Number/Barcode: 06003-0878
Category Name: Matching Sets
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flower Thru It Tie Front Crop Top
Attend any spring soiree looking sweet and dreamy in this floral tie front crop top! Don't forget to pick up the matching skirt to complete the outfit!
Shop Matching Bottoms: Flower Thru It Mini Skirt
Fits & Features
- Roomy Long Sleeves
- Elastic Cuffs & Shoulders
- Plunging V Neckline I Tie Front
- Smocked Back
- Crop Hemline
Style Number/Barcode: 06003-0879
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Flower Thru It Mini Skirt
Attend any spring soiree looking sweet and dreamy in this floral mini skirt! Don't forget to pick up the matching top to complete the outfit!
Shop Matching Top: Flower Thru It Tie Front Crop Top
Fits & Features
- High Rise Waist
- Back Zipper With Hook & Eye Closure
- Woven Fabric I Fully Lined
- Mini Length Silhouette I Front Slit
- Form Hugging Fit I Minimal Stretch
Style Number/Barcode: 06401-0232
Category Name: Matching Sets
Price: $6.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Fierce And Flirty Leopard Floral Tie-Front Top
Show up fierce and flirty in this leopard floral tie-front top! The long fitted sleeves are accented with flared hems, while the tie-front design adds a trendy allure to your look. Pair with the matching maxi skirt.
Shop Matching Bottoms: Fierce And Flirty Leopard Floral Maxi Skirt
Fit & Features
- Leopard floral print, mesh fabric, high stretch
- V-neckline
- Tie-front design
- Long fitted sleeves, flared hems
- Fitted mid-length hem
- Runs true to size
Style Number/Barcode: 06202-000035
Category Name: Matching Sets
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Lil Miss Sunshine Smocked Tube Top
Nothing but good vibes in our Lil Miss Sunshine set! Brighten up any room as you walk in bringing the fun!
Shop Matching Top: Lil Miss Sunshine Smocked Tube Top
Fits & Features
- Ruffle-Trim Strapless Neckline & Hem
- All Over Smocking
- Tie Design At Center Front
- Plenty Of Stretch
Style Number/Barcode: 06003-0530
Category Name: Matching Sets
Price: $6.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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All The Stripe Moves Chevron Straight Leg Pants
We are lovin' this groovy vibe you got! Make sure you pick up the matching crop top to complete this retro-inspired ensemble!
Shop Matching Top: All The Stripe Moves Chevron Tube Top
Fits & Features
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High Rise Waistband
- Straight Leg Silhouette
- Colorful Knit Chevron Pattern I Fully Lined
- Form Hugging Fit
- Moderate Stretch
- Matching Top Sold Separately
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06302-0086
Category Name: Matching Sets
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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High Rise Waistband
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All The Stripe Moves Chevron Tube Top
We are lovin' this groovy vibe you got! Make sure you pick up the matching crop top to complete this retro-inspired ensemble!
Shop Matching Bottoms: All The Stripe Moves Chevron Straight Leg Pants
Fits & Features
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Strapless
- Sweetheart Neckline
- Colorful Knit Chevron Pattern
- Form Hugging Fit
- Moderate Stretch
- Matching Bottoms Sold Separately
Model is 5'9" with a 32" bust, 24" waist and 34" hips. She is wearing a size small.
Style Number/Barcode: 06003-0481
Category Name: Matching Sets
Price: $6.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Strapless
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Endless Summer O-Ring Ruffle Hem Mini Skirt
Embrace the summer vibes in this flowy, boho mini skirt! Don't forget to add the matching crop top to complete the fit!
Shop Matching Top: Endless Summer O-Ring Ruffle Hem Crop Top
Fits & Features
- High Rise Waist
- Side Zipper
- Faux Wrap Design With O-Ring Detail
- Mini Length I Ruffle-Trim Hem
- Woven Fabric I Fully Lined
- Minimal Stretch
Style Number/Barcode: 06301-0066
Category Name: Matching Sets
Price: $6.97 $31.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Endless Summer O-Ring Ruffle Hem Crop Top
Embrace the summer vibes in this flowy, boho crop top! Don't forget to add the matching mini skirt to complete the fit!
Shop Matching Bottoms: Endless Summer O-Ring Ruffle Hem Mini Skirt
Fits & Features
- Elastic Plunging V Neckline I O-Ring Detail At Bust
- Long Sleeve
- Ruffle-Trim Cuffs & Crop Hemline
- Woven Fabric
- Plenty Of Stretch
Style Number/Barcode: 06003-0877
Category Name: Matching Sets
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free