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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Best Match Plaid Slit Mini Skirt
From cool mornings to chilly afternoons, look stylish no matter the weather in this plaid mini skirt! It features a high-rise waist, a bodycon silhouette, and a flirty slit accent. The soft woven fabric features a trendy all-over plaid print pattern. Complete the look with the matching cozy shacket and knee-high boots.
Shop Matching Top: Best Match Plaid Longline Shacket
Fit & Features
- High-rise waist
- Back zipper closure
- Bodycon silhouette
- Slit accent
- Mini-length hem
- Plaid pattern, soft woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06401-0620
Category Name: Plaid
Price: $11.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
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Cute Vibes Only Plaid Envelope Skort
Channel only the cutest vibes in this trendy plaid envelope skort! It features a high-rise waist, a wrap-front design with an asymmetric envelope-style hem, and fitted shorts. The plaid printed woven fabric has no stretch. Complete your look with the matching shacket and over-the-knee boots.
Shop Matching Top: Cute Vibes Only Plaid Long Shacket
Fit & Features
- High-rise waist, back zipper, hook and eye closure
- Wrap-front design
- Asymmetric envelope hem
- Fitted shorts
- Plaid print
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06403-0357
Category Name: Plaid
Price: $15.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Cute Vibes Only Plaid Long Shacket
Channel only the cutest vibes in this trendy plaid long shacket! It features a collared neckline, long sleeves, a complete button-down front, a single chest pocket, and a long-line hem with a relaxed fit. The plaid printed lined woven fabric has a minimal amount of stretch. Complete the look with the matching skort and over-the-knee boots.
Shop Matching Bottoms: Cute Vibes Only Plaid Envelope Skort
Fit & Features
- Collared neckline
- Long sleeves, button details
- Button-down front
- Chest pocket
- Long-line hem, relaxed fit
- Plaid print, lined woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1660
Category Name: Plaid
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Perfect Plaid Fringe Faux Wool Trench Coat
This perfect plaid fringe faux wool trench coat will add a pretty pop of color to your winter looks! It features a lapel collared neckline, long sleeves with classic cuffed hems, a tie-front belt to cinch your waist, front pockets, a long-line hem with a trendy fringe trim, and the cutest plaid print on faux wool fabric. Layer this trench over your fave crop top and pair of denim!
Fit & Features
- Lapel collar
- Long sleeves, cuffed hems
- Tie-front belt
- Dual front pockets
- Long-line hem, fringe trim
- Plaid print, faux wool fabric, no stretch
- Runs true to size
Style Number/Barcode: 06201-0431
Category Name: Plaid
Price: $9.97 $79.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Setting Trends Faux Wool Houndstooth Long Shacket
Layer on this faux wool houndstooth long shacket to set the trend this season! It features cozy long sleeves with button cuffs, a collar neckline, button-down front closures, flap pockets, hidden side pockets for keeping your hands warm, and a longline hem. Complete the look in boots for day or night plans!
Fit & Features
- Long sleeves, button cuffs
- Collar neckline
- Button-down front closures
- Flap pockets, hidden side pockets
- Longline hem
- Soft faux wool fabric, houndstooth pattern
- Runs true to size
Style Number/Barcode: 06201-0419
Category Name: Plaid
Price: $13.97 $64.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Must-Have Fringe Plaid Scarf
A must-have for the season, this plaid fringe scarf is crafted from soft and cozy woven material. Wrap it around your neck for instant warmth and effortless style. Complete the look with a cute knit beanie on a chilly day!
Fit & Features
- Soft fuzzy woven material
- No stretch
- Plaid pattern
- Long fringe trim
Style Number/Barcode: 07305-0489
Category Name: Plaid
Price: $3.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Warm Embrace Plaid Fringe Scarf
Wrap yourself in this warm and cozy plaid fringe scarf for the cutest look. Crafted from an ultra-soft fuzzy woven material with trendy long fringe hems and a plaid print pattern, this long scarf is the perfect comfy layer for your everyday 'fits. Style with ankle boots.
Fit & Features
- Soft fuzzy woven material
- No stretch
- Long fringe hems
- Plaid print
- Long design
Style Number/Barcode: 07305-0488
Category Name: Plaid
Price: $4.97 $18.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Winter Chill Striped Fringe Scarf
Embrace the chill and cozy up this winter season with the cutest plaid fringe scarf. Featuring an ultra-soft fuzzy woven material with long fringe hems and a trendy wide striped pattern, this long scarf is perfect for styling with your casual 'fits. Layer over a cable knit sweater!
Fit & Features
- Soft fuzzy woven material
- No stretch
- Long fringe hems
- Wide striped pattern
- Long design
Style Number/Barcode: 07305-0490
Category Name: Plaid
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Love For Cozy Season Plaid Heart Print Scarf
This adorable plaid heart print scarf will show off your love for the cozy season! Composed of a soft woven material with short fringe hems, this long scarf features a classic plaid print and the cutest all-over heart pattern with a two-tone design. Layer over a sweater dress with over-the-knee boots!
Fit & Features
- Soft woven material
- No stretch
- Short fringe hems
- Plaid print, heart pattern
- Two-tone design
- Long design
Style Number/Barcode: 07305-0483
Category Name: Plaid
Price: $3.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Here To Charm Glen Plaid Crop Blazer
This glen plaid blazer is here to charm your coworkers or girlfriends at lunch! It features long sleeves, a lapel collar neckline, dual button front closures, and a trendy cropped hem on woven fabric. Complete the look in a sleek faux leather skirt and boots.
Fit & Features
- Long sleeves
- Lapel collar neckline
- Dual front button closures
- Cropped hem
- Glen plaid print, woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1676
Category Name: Plaid
Price: $9.97 $36.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cozy Time Large Plaid Scarf
This adorable plaid scarf is a cold-weather must-have for keeping cozy and styling with your everyday winter 'fits! The large scarf features a soft knit material with short frayed edges and the cutest plaid printed pattern. Layer over a turtleneck bodysuit with straight-leg jeans and ankle booties.
Fit & Features
- Soft knit material
- No stretch
- Frayed edges
- Plaid print
- Large design
Style Number/Barcode: 07305-0487
Category Name: Plaid
Price: $4.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cold Weather Cutie Long Plaid Scarf
Layer on the cutest plaid scarf over all of your cold-weather 'fits! Composed of a cozy soft knit material with thin fringe hems and an adorable plaid print pattern, this long scarf is the perf comfy addition to your winter wardrobe. Complete the look with ankle boots.
Fit & Features
- Soft knit material
- No stretch
- Thin fringe hems
- Plaid print
- Long design
Style Number/Barcode: 07305-0485
Category Name: Plaid
Price: $3.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Cuddly Cute Checkered Faux Fur Bucket Hat
This cuddly cute checkered faux fur bucket hat is a trendy addition to your winter wardrobe! It features a classic bucket hat design composed of an ultra-soft faux fur material with an on-trend checkered print pattern. The woven lining features an adjustable drawstring. Style with a fringe scarf for a cozy look.
Fit & Features
- Classic bucket hat design
- Short brim
- Checkered print
- Faux fur material
- Woven lining
- Interior adjustable drawstring
Style Number/Barcode: 07302-1562
Category Name: Plaid
Price: $3.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Chilly Days Gingham Faux Fur Bucket Hat
This adorable gingham faux fur bucket hat is perfect for those chilly winter days! It features a classic bucket hat design composed of an ultra-soft faux fur material with a cute gingham print pattern. The woven lining features an adjustable drawstring. Style with a denim jacket for a casual 'fit this season.
Fit & Features
- Classic bucket hat design
- Short brim
- Gingham print
- Faux fur material
- Woven lining
- Interior adjustable drawstring
Style Number/Barcode: 07302-1565
Category Name: Plaid
Price: $3.97 $14.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Timeless Cuteness Houndstooth Scarf
Add a timeless cute look to any outfit with this houndstooth scarf. Featuring a classic houndstooth pattern and frayed trim, this soft scarf will add a stylish pop to any look. Complete the in booties for a coffee run!
Fit & Features
- Houndstooth pattern
- Frayed trim
- Soft knit material
- No stretch
Style Number/Barcode: 07305-0486
Category Name: Plaid
Price: $4.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Favorite Season Plaid Frayed Scarf
Look fabulous this season in this plaid scarf with cute frayed trim. Crafted from soft knit material, it is sure to be a favorite addition to any wardrobe and will keep you warm and stylish all season. Complete the look in a basic long sleeve top for running errands or a coffee run!
Fit & Features
- Plaid pattern
- Frayed trim
- Soft knit material
- No stretch
Style Number/Barcode: 07305-0484
Category Name: Plaid
Price: $4.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Iconic Style Plaid Knit Skort
Bring an iconic style to your 'fits this season with this on-trend plaid knit skort. It features a high-rise waist, a mini-length overlay with a side slit, and fitted shorts. The knit fabric features a chic plaid print pattern that is perf for the fall and winter seasons. Complete the look with a long sleeve bodysuit and over-the-knee boots.
Fit & Features
- High-rise waist
- Mini-length overlay, side slit
- Fitted shorts
- Plaid print
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-1098
Category Name: Plaid
Price: $14.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Perfectly Seasoned Plaid Crew Neck Mini Dress
Fabulous and flavor-filled, step into this plaid mini dress for the new season! The mini dress features fitted long sleeves, a classic crew neckline, and a flattering bodycon silhouette on stretchy knit fabric with a trendy plaid print. Complete the look in a moto jacket for a coffee shop hang!
Fit & Features
- Fitted long sleeves
- Crew neckline
- Bodycon silhouette
- Mini-length hem
- Plaid print
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05102-5247
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Softest Style Plaid Frayed Scarf
This plaid frayed scarf will be the softest style in your lineup! Perfect for wearing around your neck or shoulders, the styling possibilities are endless. Complete the look in cute boots.
Fit & Features
- Plaid pattern
- Frayed edge trim
- Ultra-soft knit material
Style Number/Barcode: 07305-0459
Category Name: Plaid
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Plaid Mood V-Waist Flare Pants
These plaid pants are a total mood! They feature a flattering high-rise V-cut waist, a hip-hugging fit, and a flared hem on plaid woven fabric with a slight stretch. Complete the look in a long sleeve top for a casual day out.
Fit & Features
- High-rise V-cut waist
- Back zipper closure
- Hip-hugging fit
- Flared hem
- Plaid print
- Woven fabric, slight stretch
- Runs true to size
Style Number/Barcode: 06402-1368
Category Name: Plaid
Price: $3.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Coolness In Check Faux Sherpa Bomber Jacket
Keep your coolness in check with this faux sherpa bomber jacket perf for casual styling! It features a collared neckline, long sleeves with tapered hems, a zip-front design, lined side pockets, and a relaxed fit. The lined cozy faux sherpa fabric features a trendy checkered print pattern. Layer this bomber jacket over a crop top with faux leather pants and combat boots!
Fit & Features
- Collared neckline
- Long sleeves, tapered hems
- Complete zip-front design
- Dual lined side pockets
- Relaxed fit
- Checkered print, faux sherpa fabric, smooth woven lining, minimal stretch
- Runs true to size
Style Number/Barcode: 06201-0409
Category Name: Plaid
Price: $12.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Always Stylish And Classic Plaid Mini Dress
This stylish mini dress features a classic plaid print and a bodycon silhouette in soft knit fabric. Its square neckline, spaghetti straps, and mini-length hem make it perfect for a trendy, dressy look for layering. Style with a chic moto jacket and boots for an evening out!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Bodycon silhouette
- Mini-length hem
- Plaid print, knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-5411
Category Name: Plaid
Price: $5.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
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Power Hour Plaid Wide-Leg Trouser Pants
Introduce these stylish plaid trouser pants into your weekly rotation! With a high-rise smooth waistband, subtle pleating, and a wide-leg silhouette, these pants bring chic confidence to your ensemble. Complete the look in a faux leather blazer for the office or after-work cocktails!
Fit & Features
- Smooth high-rise waistband
- Back zipper and hook-eye closure
- Subtle pleating on the front
- Wide-leg silhouette
- Plaid print, woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06402-1350
Category Name: Plaid
Price: $9.97 $39.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
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Check Ya Later Plaid Flannel Shacket
This plaid flannel shacket will make you look effortlessly stylish! With long sleeves, button cuffs, and a classic collar neckline, you'll be the talk of the town. Featuring a button-down front, front pocket, and oversized silhouette, and is crafted on soft flannel woven fabric with a classic plaid print you'll adore this season. Style with sleek leggings and boots for the perf cold-weather fit'!
Fit & Features
- Long sleeves with button cuffs
- Collar neckline
- Button-down front, pocket
- Oversized silhouette
- Soft flannel woven fabric
- Plaid print
- Runs true to size
Style Number/Barcode: 06204-1609
Category Name: Plaid
Price: $9.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale