Plaid Looks
Plaid is back, but not in the way you remember. This trending edit plays with plaid in unexpected ways, with blue and brown colorways giving the checkered pattern a fresh update. Find going out tops, halters, and off-the-shoulder shapes in flowy cotton gauze and chiffon, plus midi skirts, maxis, two-piece matching sets, and mini skorts. Funnel neck jackets and bombers add a cool-weather edge, making these looks easy for coffee runs, off-duty 'fits for winter, and plans that need a little more personality.
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Plaid Outfits: Timeless Styles for Every Winter Occasion
Discover the charm of plaid this season with Windsor’s Plaid Outfits collection, where classic prints meet modern style. From cozy plaid dresses for Frinedsgiving dinner to stylish plaid jackets that add warmth and flair, this collection has everything you need to stay chic this season. Embrace the holidays with matching plaid sets or layer up with plaid shackets and scarves that bring a festive touch to any look. Try a plaid skirt set with ankle boots for a holiday party or add a plaid cardigan to your favorite jeans for a cozy weekend style. Complete your outfit with plaid print heels or a plaid scarf for the ultimate winter vibe. Shop Windsor’s Plaid Outfits collection for more ideas and make every look unforgettable!
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Vintage Charm Gingham Slit Peasant Maxi Skirt
Vintage charm is yours with this gingham peasant maxi skirt showcasing a modern high front slit for effortless movement!
Fit & Features
- Gingham print, woven fabric
- High-rise elasticized waist
- High front slit
- Flowy ruffled maxi-length silhouette
- Runs true to size
Style Number/Barcode: 06301-000002
Category Name: Plaid Looks
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirtatious Vibe Gingham Ruffled Mini Skort
This adorable gingham printed mini skort will give off flirty vibes with its drop waist design and ruffled mini-length overlay. Features hidden fitted shorts for coverage.
Fit & Features
- Cotton-blend woven fabric
- Gingham print
- Stretchy smocked drop waist
- Tiered ruffled mini-length overlay, eyelet trim
- Hidden fitted knit shorts
- Runs true to size
Style Number/Barcode: 06303-000005
Category Name: Plaid Looks
Price: $11.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Such A Sweetie Open Back Gingham Ruffle Skater Dress
Please, please, please envision how sweet you'll look in this gingham ruffle skater dress! Boasting a head-turning open back and flattering mini-length hem perf for pairing with boots!
Fit & Features
- Gingham print, woven fabric
- Sweetheart neckline, lace trim, bust tie
- Spaghetti straps
- Open back with spaghetti strap tie
- Skater silhouette
- Ruffled mini-length hem
- Runs true to size
Style Number/Barcode: 05102-6102
Category Name: Plaid Looks
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Always Cozy Plaid Knit Scarf
Style up this adorable plaid knit scarf detailed with trendy frayed edge hems. Layer over a faux leather jacket for an elevated cozy vibe.
Fit & Features
- Plaid printed knit fabric
- Frayed edge hems
Style Number/Barcode: 07305-0547
Category Name: Plaid Looks
Price: $3.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep It Cozy Plaid Fringe Knit Scarf
Fit & Features
- Plaid knit fabric
- Long design
- Fringe hems
Style Number/Barcode: 07305-0534
Category Name: Plaid Looks
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Edgy Prep Plaid Pleated Mini Skort
Fit & Features
- Plaid faux wool fabric
- Mid-rise fit, belted front
- Drop waist design
- Mini-length pleated overlay
- Fitted shorts
- Runs true to size
Style Number/Barcode: 06403-1115
Category Name: Plaid Looks
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cute Icon Gingham Belted Mini Skort
You'll be a cute icon in this gingham printed mini skort perf to pair with your cropped tees. The belted front design adds a trendy detail to the sassy silhouette.
Fit & Features
- Gingham printed woven fabric, stretchy knit shorts lining
- Mid-rise waist, faux belted front design
- Hidden side zipper with hook-eye closure
- Pleating
- Mini-length overlay, A-line silhouette
- Skort in size small has a 7" front rise with a 2" inseam
- Runs true to size
Style Number/Barcode: 06403-1111
Category Name: Plaid Looks
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy And Sweet Two-Pack Bow Hair Clips
Preppy and sweet, this two-pack of bow hair clips elevates your tresses for a chic finish to every look!
Fit & Features
- Two-pack hair blow clips
- One gingham bow clip
- One ruffled satin bow clip
Style Number/Barcode: 07006-0587
Category Name: Plaid Looks
Price: $2.97 $9.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pattern Play Houndstooth Sling-Back Kitten Heel Pumps
From office hours to happy hour, these houndstooth kitten heel pumps are perfect for your everyday styling.
Fit & Features
- Stiletto kitten heel
- Woven material exterior, closed pointed-toe
- Houndstooth pattern
- Adjustable sling-back strap, buckle detail
- Faux leather padded insole
- Runs true to size
Style Number/Barcode: 07401-5214
Category Name: Plaid Looks
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Polished Cozy Houndstooth Eyelash Knit Cardigan
Fit & Features
- Soft eyelash knit fabric with moderate stretch, ribbed hems
- Houndstooth pattern
- V-neckline
- Button-down front
- Long sleeves
- Mid-length hem
- Runs true to size
Style Number/Barcode: 06005-2253
Category Name: Plaid Looks
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chic Allure Checkered Knit Sleeveless Vest
Fit & Features
- Knit fabrication
- V-neckline
- Sleeveless
- Checkered pattern
- Ribbed hem
- Long-sleeve top pictured not included
- Runs true to size
Style Number/Barcode: 06005-2251
Category Name: Plaid Looks
Price: $6.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adorable Factor Plaid Strapless Drop Waist Romper
Level up your style with this plaid strapless drop waist romper. Featuring a sweetheart neckline, bow trim, and pleated overlay, it's your go-to for flirty vibes and fun times!
Fit & Features
- Plaid knit fabric
- Strapless sweetheart neckline
- Bow trim accent at the bust
- Drop waist
- Mini-length pleated overlay, A-line silhouette
- Fitted shorts
- Runs true to size
Style Number/Barcode: 06503-1260
Category Name: Plaid Looks
Price: $6.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Perfect In Plaid Drop Waist A-Line Romper
Be the trendsetter in this plaid drop waist a-line romper. With a square neckline, cute bow, and pleated overlay, this romper is your go-to for effortless style.
Fit & Features
- Plaid printed knit fabric
- Square neckline with mini bow detail
- Tank shoulder straps, square back
- Drop waist design
- Mini-length pleated overlay, A-line silhouette
- Fitted shorts
- Runs true to size
Style Number/Barcode: 06503-1261
Category Name: Plaid Looks
Price: $6.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirty Babe Gingham Print Triangle Bikini Top
Channel that flirty babe style in this adorable gingham printed triangle bikini top with a dainty eyelet trim. Pair with the matching bikini bottoms for a sweet and sassy look.
Shop Matching Bottoms: Flirty Babe Gingham Print Side Tie Bikini Bottoms
Fit & Features
- Nylon-blend fabric, high stretch
- Gingham print
- Triangle design, eyelet trim
- Adjustable spaghetti straps
- Tie-back spaghetti straps
- Runs true to size
Style Number/Barcode: 07104-0717
Category Name: Plaid Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirty Babe Gingham Print Side Tie Bikini Bottoms
Channel that flirty babe style in these adorable gingham printed side tie bikini bottoms with a dainty eyelet trim. Pair with one of the matching bikini tops for a sweet and sassy look.
Shop Matching Tops: Flirty Babe Gingham Print Triangle Bikini Top, Flirty Babe Gingham Print Bandeau Bikini Top
Fit & Features
- Nylon-blend fabric, high stretch
- Gingham print
- Eyelet trim
- High-cut design, side tie closures
- Cheeky fit
- Runs true to size
- Returns are not accepted without the hygienic liner
Style Number/Barcode: 07105-0865
Category Name: Plaid Looks
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirty Babe Gingham Print Bandeau Bikini Top
Channel that flirty babe style in this adorable gingham printed bandeau bikini top with a ruffled trim. Pair with the matching bikini bottoms for a sweet and sassy look.
Shop Matching Bottoms: Flirty Babe Gingham Print Side Tie Bikini Bottoms
Fit & Features
- Nylon-blend fabric, high stretch
- Gingham print
- Strapless neckline
- Center bust cutout, tie-front detail
- Ruffled trim
- Thin strappy back design, hook and bar closure
- Runs true to size
Style Number/Barcode: 07104-0718
Category Name: Plaid Looks
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Absolute Darling Gingham Pleated Skort
Look and feel so darling in this gingham pleated skort for warm weather dressing!
Fit & Features
- Gingham print, woven fabric, stretchy knit shorts lining
- High-rise waist, side zipper closure
- A-line silhouette
- Pleated mini-length skirt overlay
- Runs true to size
Style Number/Barcode: 06403-1097
Category Name: Plaid Looks
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Bow Cherry Charm Keychain
An adorable keychain with a trendy gingham print bow charm, a faux pearl bow charm, and a mini cherry charm on an O-ring metal clasp. Complete the look with a purse.
Fit & Features
- Gingham print bow charm
- Faux pearl bow charm
- Mini cherry charm
- O-ring metal clasp
Style Number/Barcode: 07308-0694
Category Name: Plaid Looks
Price: $2.97 $6.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Two Pack Gingham Print Shoelaces
Dress up your favorite sneakers with these two-pack gingham print shoelaces! Lace up on a pair of shoes or skates.
Fit & Features
- Gingham print shoelaces
- Two pack
Style Number/Barcode: 07308-0692
Category Name: Plaid Looks
Price: $10.90
Availability: Out of Stock
Product Badge:- Ships Free
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Icon Era Houndstooth Woven Mini Skirt
Shop Matching Jacket: Icon Era Houndstooth Woven Blazer
Fit & Features
- Houndstooth woven fabric, stretchy knit shorts
- High-rise waist
- Back zipper hook-eye closure
- Short side slit
- Mini-length hem
- Form-hugging fit
- Runs true to size
Style Number/Barcode: 06401-0728
Category Name: Plaid Looks
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Appeal Pleated Plaid Skort
Fit & Features
- Woven knit fabrication
- High-rise waist
- Checkered plaid pattern
- Double buckle accent at waist
- Pleated mini skirt overlay
- Hidden shorts
- Runs true to size
Style Number/Barcode: 06503-1251
Category Name: Plaid Looks
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cutesy Babe Gingham Bow Strap Mules
Make any casual look all the more cutesy with these gingham-printed bow strap mules. Perf for a weekend brunch!
Fit & Features
- Block heel
- Gingham printed woven material
- Open square toe
- Bow-accented toe strap
- Open back, on-and-off styling
- Luxe fit cushioned insole, faux leather material
- Runs true to size
Style Number/Barcode: 07401-5238
Category Name: Plaid Looks
Price: $12.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Plaid Mood Sleeveless A-Line Mini Dress
The plaid mesh mini dress features a sleeveless sweetheart neckline, adjustable spaghetti straps, and an A-line silhouette. Complete the look with loafers for a preppy vibe.
Fit & Features
- Sheer mesh fabric with knit lining, plenty of stretch
- Plaid print
- Sleeveless sweetheart neckline
- Adjustable spaghetti straps
- Mini-length hem
- A-line silhouette
- Runs true to size
Style Number/Barcode: 05102-5987
Category Name: Plaid Looks
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Classically Chic Plaid High Waist Wrap Skort
Fit & Features
- Faux wool fabrication
- High rise waist
- Back zipper and hook-eye closure
- Plaid
- Mini skirt overlay, hidden shorts
- Runs true to size
Shop Matching Shacket: Classically Chic Plaid Long Sleeve Oversized Shacket
Style Number/Barcode: 06403-1067
Category Name: Plaid Looks
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale