Plaid Looks

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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!

  • 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 Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

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  • Casual Style Button-Down Plaid Flannel Top

    This casual plaid flannel top features a classic collared neckline paired with long sleeves, a complete button-down front, and a single chest pocket. The mid-length relaxed fit makes it perfect for layering over basic crop tops.

    Fit & Features

    • Plaid printed cotton-blend woven fabric, non-stretch
    • Collared neckline
    • Button-down front
    • Long sleeves, dual button detailing
    • Chest pocket
    • Mid-length hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06003-2609

    Category Name: Plaid Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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 Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • So Poised Plaid Pleated Mini Skirt

    Keep it poised in a mini skirt with a mid-rise waist, plaid pattern, and flattering pleats. Complete with an off-the-shoulder top and flats. 

    Fit & Features

    • Plaid patterned woven fabric, no stretch
    • Mid-rise waist
    • Side zipper with hook-eye closure
    • Pleated detailing
    • Mini-length hem
    • A-line fit
    • Runs true to size

    Style Number/Barcode: 06401-0694

    Category Name: Plaid Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Plaid Perfection Faux Wool Mini Skort

    Layer on the chic style with this plaid mini skort designed with structured faux wool fabric. It features a high-rise waist, a mini-length overlay with a short side slit, and hidden fitted knit shorts for coverage. Style with the matching long coat!

    Shop Matching Coat: Plaid Perfection Faux Wool Long Coat

    Fit & Features

    • Plaid faux wool fabric, no stretch
    • High-rise waist
    • Back zipper with hook-eye closure
    • Mini-length overlay with side slit
    • Hidden fitted knit shorts
    • Runs true to size

    Style Number/Barcode: 06403-0617

    Category Name: Plaid Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Pretty In Plaid Drop Waist A-Line Mini Dress

    This halter dress will make you feel pretty in plaid and flattering with its halter neckline and pleated A-line silhouette.

    Fit & Features

    • Plaid-printed linen-blend woven fabric with woven lining, no stretch
    • Plunge V-neckline
    • Tie-back halter straps
    • Partially open back, hidden zipper with hook-eye closure
    • Drop waist
    • Mini-length pleated A-line silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5852

    Category Name: Plaid Looks

    Price: $9.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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 Looks

    Price: $12.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Play On In Plaid Blanket Scarf

    Fit & Features

    • Soft knit fabrication
    • Oversized blanket design
    • Plaid print
    • Fringe detailing

    Style Number/Barcode: 07305-0509

    Category Name: Plaid Looks

    Price: $7.97 $16.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
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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 Looks

    Price: $9.97 $22.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Trend Factor Plaid Drop Waist Skater Skort

    Turn up the trend factor of your fall 'fits with this plaid woven skort featuring a cool drop waist design, a pleated short skater skirt overlay, and fitted shorts for coverage. Style with a cropped sweater and sneakers.

    Fit & Features

    • Plaid linen-blend woven fabric
    • High-rise waist, back zipper closure
    • Drop waist design
    • Pleated short skater skirt overlay
    • Fitted shorts
    • Skort in size small has a 9" front rise with a 1" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0282

    Category Name: Plaid Looks

    Price: $6.97 $36.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Check Me Out Lace Trim Plaid Crop Top

    Catch all the attention in this plaid crop top perfect for any occasion! With delicate lace shoulder straps and a V-neckline and trim, this top offers a subtle romantic vibe and a fitted crop hem to style with high-rise bottoms. 

    Fit & Features

    • Plaid print, mesh fabric, sewn-in knit lining
    • Lace shoulder straps and V-neckline
    • Lace trim
    • Fitted crop silhouette
    • Runs true to size

    Style Number/Barcode: 06001-5417

    Category Name: Plaid Looks

    Price: $9.97 $18.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • 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 Looks

    Price: $6.97 $34.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Kansas Girlie Gingham Lace Trim Crop Top

    Bring midwestern chic to your Halloween costume as a darling Kansas Girlie in this gingham crop top! It features a sweetheart neckline with dainty ruffled lace trim and small bow accents, a padded bust, back hook-eye closures, and a cropped hem with a form-hugging fit. Complete your costume with the lace hot shorts, cowgirl hat, wicker handbag, and cowboy boots!

    Fit & Features

    • Gingham-printed lined woven fabric, no stretch
    • Sweetheart neckline with ruffled lace trim, dual bow accents
    • Padded bust
    • Tank straps
    • Back hook-eye closures
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06003-2574

    Category Name: Plaid Looks

    Price: $6.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Adorably Chic Lace Trim Plaid Mini Dress

    This adorable plaid mini dress features sheer lace trims at the neckline and hem and a center bow detail to add a chic touch of femininity. The bodycon silhouette will hug your gorgeous curves, a perfect option for date night.

    Fit & Features

    • Plaid printed woven fabric with sheer lace trims, moderate stretch
    • Square neckline with small bow detail
    • Spaghetti strap
    • Mini-length bodycon fit
    • Runs true to size

    Style Number/Barcode: 05102-5838

    Category Name: Plaid Looks

    Price: $19.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Plaid Perfection Faux Wool Long Coat

    Layer on the chic style with this plaid long coat designed with structured faux wool fabric with a smooth woven lining. It features a classic lapel collar, long sleeves with buttoned strap accents, a double-breasted button design, and a long-line hem with a relaxed fit. Style with the matching mini skort!

    Shop Matching Skort: Plaid Perfection Faux Wool Mini Skort

    Fit & Features

    • Plaid faux wool fabric with smooth woven lining, no stretch
    • Lapel collar
    • Long sleeves with buttoned straps
    • Double-breasted button design
    • Dual lined front pockets
    • Long-line hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06201-0492

    Category Name: Plaid Looks

    Price: $33.97 $74.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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 Looks

    Price: $9.97 $29.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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 Looks

    Price: $9.97 $49.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Totally Fab Belted Plaid Pleated Micro Skort

    A fab plaid pleated micro mini skort that'll give your outfit a preppy look. Pair with a cardigan and boots.

    Fit & Features

    • Woven knit fabrication
    • Belted waist accent
    • Pleated mini skirt overlay
    • Hidden shorts
    • Plaid 
    • Skort in size small has a 6" front rise with a 2" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0560

    Category Name: Plaid Looks

    Price: $10.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Sassy Vibe Belted Plaid Micro Skort

    Show off your sassy style in this plaid woven micro skort featuring a low-rise belted waist, a mini-length pleated overlay, and fitted shorts for coverage. Pair with sleek booties!

    Fit & Features

    • Plaid woven fabric, plenty of stretch
    • Low-rise belted waist, rectangular buckle
    • Side zipper with hook-eye closure
    • Mini-length pleated overlay
    • Fitted shorts
    • Skort in size small has a 7" front rise with a 2.5" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0561

    Category Name: Plaid Looks

    Price: $9.97 $26.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Flirty Expression Sleeveless Plaid Mini Dress

    A sleeveless plaid mini dress features a flattering square neckline with a satin bow, shoulder straps, and a bodycon silhouette. Perfect for back-to-school styling.

    Fit & Features

    • Plaid woven fabric, bust lining, minimal stretch
    • Square neckline with satin bow
    • Shoulder straps
    • Bodycon mini-length silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5825

    Category Name: Plaid Looks

    Price: $19.97 $39.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Season Of Plaid Long Sleeve Oversized Shacket

    A plaid shacket features cozy long sleeves, four front pockets for stylish convenience, and the perfect oversized fit. Style with jeans for casual plans.

    Fit & Features

    • Plaid pattern, soft woven fabric, no stretch
    • Collar neckline
    • Long sleeves with button cuffs
    • Front button-up closures
    • Four front pockets
    • Oversized fit
    • Runs true to size

    Style Number/Barcode: 06204-1846

    Category Name: Plaid Looks

    Price: $9.97 $52.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • Fall For You High-Rise Plaid Slit Skort

    This plaid mini skort features a flattering high-rise waist, form-hugging fit, and a flirty front slit. Perfect for back-to-school styling.

    Fit & Features

    • Plaid print, woven fabric, shorts lining
    • High-rise waist
    • Back zipper and hook-eye closure
    • Front slit
    • Form-hugging mini-length silhouette
    • Skort has an 11" front rise with a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06303-0279

    Category Name: Plaid Looks

    Price: $6.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale
  • 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 Looks

    Price: $17.97 $42.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Ships Free
  • Keep On Charming Plaid Linen Cropped Vest

    Made of sugar and spice, this plaid linen cropped vest charms everywhere you go! The linen-blend fabric showcases a small plaid pattern for an adorable classic vibe. It features a sleeveless V-neckline with a halter strap design, a partially open back, a button-down front, faux front pockets for cute added detail, and a fitted cropped hem. Style with a pleated skort!

    Fit & Features

    • Plaid print
    • Lined linen-blend woven fabric, no stretch
    • V-neckline with halter strap, partially open back
    • Button-down front
    • Faux front pockets
    • Fitted cropped hem
    • Runs true to size

    Style Number/Barcode: 06204-1834

    Category Name: Plaid Looks

    Price: $9.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale