Plaid
Plaid outfits bring effortless preppy chic style to your Fall looks. Think mini skirts and skorts paired with knee-high boots, or plaid dresses layered under blazers for a polished vibe. Vests add an academic twist, while trenches pull it all together with timeless flair. Tartan patterns in brown, navy, and hunter green keep it classic yet trendy. Whether you’re dressing casual or elevated, plaid is the print that makes every outfit feel effortless and iconic.
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Plaid
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Plaid Outfits: Timeless Styles for Every Winter Occasion
Discover the charm of plaid this winter with Windsor’s Plaid Outfits collection, where classic prints meet modern style. From cozy plaid dresses for family gatherings 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 winter occasion unforgettable!
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Pick Of The Season Belted Plaid Mini Skirt
This plaid mini skirt is totally trending this season! It features a high-rise waist with a skinny belt accent for preppy style, an A-line silhouette, and a pleated mini-length hem. Complete the look in a basic top for any casual plans.
Fit & Features
- Plaid printed woven fabric, woven lining
- High-rise waist with belt
- Side zipper with hook-eye closure
- A-line silhouette
- Pleated mini-length hem
- Runs true to size
Style Number/Barcode: 06401-0689
Category Name: Plaid
Price: $17.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Casual Act Button-Up Plaid Crop Top
A plaid crop top features long sleeves with button cuffs, a classic collar neckline, and button-up front closures for versatile styling. Perfect for pairing with jeans.
Fit & Features
- Plaid pattern, woven fabric, no stretch
- Collar neckline
- Long sleeves with button cuffs
- Button-up front closures
- Cropped length hem
- Runs true to size
Style Number/Barcode: 06003-2611
Category Name: Plaid
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Keep On Charming High-Rise Plaid Linen Skort
Made of sugar and spice, this plaid linen skort charms everywhere you go! The linen-blend fabric showcases a small plaid pattern for an adorable classic vibe. Featuring a high-rise waist and pleated skater silhouette, this mini-length skort offers both comfort and cuteness. Style with a basic crop top.
Fit & Features
- Plaid print
- Linen-blend woven fabric lined with woven shorts, no stretch
- High-rise waist
- Back zipper and hook-eye closure
- Pleated skater silhouette
- Runs true to size
Style Number/Barcode: 06303-0268
Category Name: Plaid
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Chic Choice Plaid Faux Suede Blazer
A chic plaid faux suede blazer fit for a preppy girlie like you! Layer on this essential blazer in the perfect relaxed fit for comfort and a stylish look.
Fit & Features
- Plaid faux suede fabric, moderate stretch
- Lapel collar
- Long sleeves
- Dual faux front pockets
- Long-length hem
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1947
Category Name: Plaid
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Adorable Flair Plaid Pleated Drop Waist Mini Skort
This adorable plaid woven mini skort features a mid-rise fit, a trendy drop waist design, and a short pleated A-line silhouette layered over fitted shorts. Style with a cozy sweater and knee-high boots.
Fit & Features
- Plaid woven fabric
- Mid-rise fit
- Drop waist design, side zipper closure
- Mini-length pleated overlay, A-line fit
- Fitted shorts
- Runs true to size
Style Number/Barcode: 06403-0754
Category Name: Plaid
Price: $9.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Flirty Silhouette Lace Trim Plaid Mini Dress
Flirty and adorable, this plaid woven mini dress features a sleeveless sweetheart neckline with a dainty eyelet lace and ribbon trim and front bow detail, spaghetti straps, and a short form-hugging silhouette to highlight your curves. Style with hoop earrings and sleek mules.
Fit & Features
- Plaid woven-blend fabric with moderate stretch, knit lining at the bust
- Sweetheart neckline with lace and ribbon trim, front bow detail
- Ruched bust, underbust seam
- Spaghetti straps
- Mini-length form-hugging fit
- Runs true to size
Style Number/Barcode: 05102-5934
Category Name: Plaid
Price: $35.90
Availability: In Stock
Available Color: BURGUNDY
Available Size: M, L
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Next Level Chic Houndstooth Woven Cropped Shacket
Level up your look to casually chic with this trendy woven cropped shacket designed with a houndstooth pattern. It features a collared neckline, a complete button-down front, and a cropped hem with a relaxed fit.
Fit & Features
- Houndstooth woven fabric, no stretch
- Collared neckline
- Long sleeves with single-button detail
- Button-down front, button accents down the back
- Chest pockets
- Cropped hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1965
Category Name: Plaid
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Posh Cutie Bow Trim Plaid Mini Skirt
A high-rise mini skirt features a posh bow trim and a flattering bodycon silhouette. Perfect for styling with basic tops and boots for back-to-school or casual days.
Fit & Features
- Plaid pattern, woven fabric, no stretch
- High-rise waist
- Back zipper closure
- Bow trim
- Bodycon mini-length silhouette
- Runs true to size
Style Number/Barcode: 06401-0695
Category Name: Plaid
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pristine Classic Satin Trim Plaid Corset Crop Top
A sleeveless corset top features scrunched adjustable satin shoulder straps and square neckline and a flattering cropped hem on plaid woven fabric. Style with skinny pants and heels for any occasion.
Fit & Features
- Plaid print, lined woven fabric, no stretch
- Satin trim square neckline with bust tie
- Satin scrunched adjustable shoulder straps
- Hidden front hook and eye fasteners
- Cropped length hem
- Runs true to size
Style Number/Barcode: 06003-2602
Category Name: Plaid
Price: $12.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid Cutie Woven Cropped Shacket
Fit & Features
- Plaid woven fabric, no stretch
- Collared neckline
- Long sleeves with single-button detail
- Zip-front
- Chest pockets
- Cropped hem
- Runs true to size
Style Number/Barcode: 06204-1919
Category Name: Plaid
Price: $10.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cutest Agenda Buckle Plaid Mini Skort
A plaid mini skort features a high-rise waist with trendy dual side faux leather buckle accents and a faux wrap skirt design that shapes the form-hugging fit. Perfect with boots for back-to-school styling.
Fit & Features
- Plaid pattern, woven fabric, slight stretch
- High-rise waist with dual side faux leather buckle accents
- Faux wrap skirt design
- Form-hugging mini-length silhouette
- Runs true to size
Style Number/Barcode: 06403-0631
Category Name: Plaid
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Fall Flair Plaid Woven Bubble Hem Skater Dress
Add some flair to your fall 'fits in this chic skater dress designed with a plaid printed cotton woven fabric. It features a sleeveless square neckline, adjustable spaghetti straps for a customized fit, a trendy V-shaped waist, and a short skater silhouette with the cutest bubble hem.
Fit & Features
- Plaid cotton woven fabric with knit lining, minimal stretch
- Square neckline
- Adjustable spaghetti straps
- Back zipper with hook-eye closure
- V-shaped waist
- Short skater silhouette, bubble hem
- Runs true to size
Style Number/Barcode: 05102-5870
Category Name: Plaid
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Classic Mood Glen Plaid Woven Oversized Blazer
This classic glen plaid woven blazer features a lapel collar, long sleeves, an open front with a double-breasted button design, and a chic oversized fit perfect for layering. Style with a mini dress and knee-high boots.
Fit & Features
- Glen plaid woven fabric with smooth woven lining, no stretch
- Lapel collar
- Long sleeves
- Dual front faux flap pockets
- Open front, double-breasted button design
- Oversized fit
Style Number/Barcode: 06204-1903
Category Name: Plaid
Price: $9.97 $54.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Pretty In Plaid Sleeveless Knit Mini Dress
Look and feel pretty in this plaid mini dress, which boasts a flirty V-neckline and bodycon silhouette that shows your curves! Pair with a leather jacket and flats.
Fit & Features
- Woven knit fabrication
- Sleeveless v-neckline
- Spaghetti straps
- Plaid print
- Side slit
- Mini length hem
- Runs true to size
Style Number/Barcode: 05102-5930
Category Name: Plaid
Price: $26.90
Availability: In Stock
Available Color: TAUPE
Available Size: XS, M
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Comfy Season Corduroy And Flannel Reversible Shacket
Choose your vibe, whether you want to be cute and cozy or classic and comfy, in this reversible shacket designed with flannel and corduroy fabrics. It features a collared neckline, long sleeves, a complete button-down front, dual chest pockets on the corduroy side, and a trendy relaxed fit.
Fit & Features
- Reversible design, flannel woven fabric, corduroy fabric
- Collared neckline
- Long sleeves
- Button-down front
- Dual chest flap pockets on corduroy side
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1923
Category Name: Plaid
Price: $9.97 $44.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Preppy Vibe Lace-Up Plaid Corset Top
This corset top features adorable bow trims along the scoop neckline and a trendy lace-up back. Perfect for styling with denim jeans.
Fit & Features
- Plaid print, woven fabric
- Bow trims, scoop neckline
- Spaghetti straps
- Lace-up back
- Cropped length hem
- Runs true to size
Style Number/Barcode: 06003-2603
Category Name: Plaid
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Adorable Trend Plaid Drop Waist Skater Skirt
Classic meets trendy in this adorable plaid skater skirt featuring a drop waist design, a satin bow accent, and a tiered mini-length hem. Perfect for styling with a basic top and sneakers.
Fit & Features
- Plaid-printed sheer woven fabric with lining, no stretch
- Drop waist
- Satin bow accent
- Side zipper with hook-eye closure
- Tiered mini-length hem
- Skater silhouette
- Runs true to size
Style Number/Barcode: 06401-0692
Category Name: Plaid
Price: $6.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Cute Plaid Woven Cropped Shacket
Cozy cute will be your fall vibe in this adorable plaid woven shacket featuring a collared neckline, long sleeves with buttons to cuff, a complete button-down front, and large buttoned chest pockets. The cropped relaxed fit is perf for layering over a basic tee and styling with high-rise jeans.
Fit & Features
- Plaid woven fabric with no stretch
- Collared
- Long sleeves with single button detail
- Button-down front
- Large buttoned chest pockets
- Cropped relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1859
Category Name: Plaid
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid Passion Oversized Faux Wool Shacket
It's the season for this plaid oversized shacket to come out and play! Keep cozy and cute in this shacket perfect for styling with boots.
Fit & Features
- Faux wool fabrication, faux suede lining, no stretch
- Plaid pattern
- Collared neckline
- Long sleeves with single button cuff
- Button-down front
- Chest pockets with buttoned flap closure
- Oversized fit
Style Number/Barcode: 06204-1943
Category Name: Plaid
Price: $59.90
Availability: Out of Stock
Product Badge:- Ships Free
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Preppy Chicness Lace Trim Plaid Bodycon Dress
This plaid mini dress features a lace rose trim square neckline, spaghetti strap ties, and a flattering bodycon silhouette perfect for casual plans.
Fit & Features
- Plaid print, knit fabric with minimal stretch
- Lace rose trim square neckline
- Spaghetti strap ties
- Back zipper closure
- Bodycon mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5836
Category Name: Plaid
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Casually Cozy Plaid Woven Cropped Shacket
Casually cozy, this plaid woven shacket features a collared neckline, long sleeves, a button-down front with buttoned chest pockets, and a cropped cinched hem with an overall relaxed fit. Layer over a basic top with a denim skirt and booties!
Fit & Features
- Plaid woven fabric, no stretch
- Collared neckline
- Long sleeves with single-button detail
- Button-down front
- Dual buttoned chest pockets
- Cropped hem, elastic cinched back hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1930
Category Name: Plaid
Price: $49.90
Availability: In Stock
Available Color: NAVY
Available Size: XS, S, M, L
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Life's A Picnic Sweetheart Lace Gingham Mini Dress
Life's a picnic when you look oh-so-cute in this gingham mini dress at summer carnivals and day dates! The adjustable spaghetti straps provide a perfect fit while the lace trim sweetheart neckline adds adorable vibes. The high waist seam and slim fit create a flattering silhouette, while the lace trim mini-length hem adds a playful touch. Complete the look in platform sneakers.
Fit & Features
- Gingham print, cotton woven fabric, no stretch
- Adjustable spaghetti straps
- Lace trim sweetheart neckline
- Lace trim high waist seam
- Slim fit
- Lace trim mini-length hem
- Runs true to size
Style Number/Barcode: 05102-5781
Category Name: Plaid
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Effortless Cutie Long Sleeve Plaid Shacket
Layer on this effortlessly cute long sleeve plaid shacket perfect for pairing with a fitted top and denim jeans for everyday styling.
Fit & Features
- Plaid printed faux wool fabric, no stretch
- Collared neckline
- Button down front
- Long sleeves with single-button detail
- Dual chest pockets
- Relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1914
Category Name: Plaid
Price: $35.00 $49.90
On Sale: Yes
Availability: In Stock
Available Color: NAVY
Available Size: S, L
Product Badge:- Sale
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Cozy Season Plaid Button-Down Shacket
Layer on this trendy plaid shacket perfect for cozy season featuring a collared neckline, long sleeves with buttons to cuff, a complete button-down front, chest pockets, and a casually chic relaxed fit. Style with jeans and booties.
Fit & Features
- Woven fabric with buffalo plaid print, no stretch
- Collared neckline
- Long sleeves with single-button detail
- Button-down front
- Dual flap chest pockets
- Long-length hem, relaxed fit
- Runs true to size
Style Number/Barcode: 06204-1915
Category Name: Plaid
Price: $49.90
Availability: In Stock
Available Color: GRAY
Available Size: S, M, L