Women's Plaid Outfits

Get cozy and stylish this winter with plaid outfits that are perfect for layered looks for day or night. Pair plaid shackets with denim or faux leather pants for a chic and casual vibe. Add faux suede brown boots to complete the look, and you’re ready for everything from relaxed get-togethers to cozy lunch dates. Whether you're keeping it laid-back or dressing it up, plaid is a fall fashion staple for your winter wardrobe collection.

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WOMEN'S PLAID OUTFITS
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STYLE SPOTLIGHT

Discover Jackets, Coats, & Shackets!

Capture black skirts with trendy hardware details!

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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!

  • Classic Charm Plaid Trench Coat

    Shop Matching Bottoms: Classic Charm Plaid Wrap Skort

    Fit & Features

    • Faux wool fabrication with smooth woven lining, no stretch
    • Plaid pattern
    • Collared neckline, double-breasted button closure
    • Long sleeves with buttoned straps
    • Lined slant pockets
    • Long length hem
    • Runs true to size

    Style Number/Barcode: 06201-0507

    Category Name: Women's Plaid Outfits

    Price: $74.90

    Availability: Out of Stock

  • Checkered And Chic High-Waist Plaid Pants

    Fit & Features

    • Woven knit fabrication, moderate stretch 
    • High-rise waist with belt loops
    • Hook and bar closure with hidden zipper
    • Plaid pattern
    • Faux back pockets
    • Straight leg fit, flared hem
    • Runs true to size

    Style Number/Barcode: 06402-1458

    Category Name: Women's Plaid Outfits

    Price: $18.97 $44.90

    On Sale: Yes

    Availability: Out of Stock

  • Adorable Look Plaid Print Strapless Skater Dress

    Adorably chic will be your vibe in this woven skater dress designed with a classic plaid print. It features a strapless subtle sweetheart neckline, a drop waist, and a short pleated skater silhouette for that cute flair.

    Fit & Features

    • Plaid printed woven fabric
    • Strapless sweetheart neckline
    • Back zipper closure
    • Drop waist
    • Mini-length pleated skater silhouette
    • Runs true to size

    Style Number/Barcode: 05102-5925

    Category Name: Women's Plaid Outfits

    Price: $46.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: XS, S, M, L

  • 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: 06005-000001

    Category Name: Women's Plaid Outfits

    Price: $42.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S, M, L

  • On-Point Plaid Faux Wool Shacket

    Fit & Features

    • Faux wool fabrication with knit lining
    • Plaid pattern
    • Collared neckline
    • Button-down front
    • Chest pockets with flap closure
    • Long sleeves with single button cuff
    • Oversized fit

    Style Number/Barcode: 06204-1876

    Category Name: Women's Plaid Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: GRAY

    Available Size: XS, S, M, L

  • Plaid Charm Pleated Drop Waist Skort

    Fit & Features

    • Woven knit fabrication
    • Drop waist 
    • Dual tab accent at waist
    • Pleated
    • Plaid pattern
    • Mini skirt overlay
    • Hidden shorts
    • Runs true to size

    Style Number/Barcode: 06403-1059

    Category Name: Women's Plaid Outfits

    Price: $36.90

    Availability: In Stock

    Available Color: GRAY

    Available Size: XS, S, M, L, XL

  • Sophisticated Charm Houndstooth Mules

    Fit & Features

    • Stiletto heel
    • Open square toe
    • Wide strap over toe with mini bow accent
    • Tweed houndstooth pattern
    • Luxe fit cushioned insole 
    • Runs true to size

    Style Number/Barcode: 07401-5183

    Category Name: Women's Plaid Outfits

    Price: $30.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5, 9, 10

  • Classic Charm Plaid Wrap Skort

    Shop Matching Jacket: Classic Charm Plaid Trench Coat

    Fit & Features

    • Faux wool fabrication
    • Mid-rise waist, back zipper and hook-eye closure
    • Mini skirt wrap overlay
    • Hidden stretchy knit shorts
    • Plaid pattern
    • Runs true to size

    Style Number/Barcode: 06403-1065

    Category Name: Women's Plaid Outfits

    Price: $32.90

    Availability: In Stock

    Available Color: GRAY

    Available Size: XS, S, M, L, XL

    Product Badge:
    • Best Seller
  • 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: Women's Plaid Outfits

    Price: $34.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: S, M, L

  • 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: Women's Plaid Outfits

    Price: $26.90

    Availability: In Stock

    Available Color: BROWN

    Available Size: S

  • Cozy Layer Plaid Woven Shacket

    Fit & Features

    • Plaid woven fabric with knit lining, minimal stretch
    • Collared neckline
    • Button-down front
    • Single chest pocket
    • Long sleeves with single-button detail
    • Long-length hem, relaxed fit
    • Runs true to size

    Style Number/Barcode: 06204-1936

    Category Name: Women's Plaid Outfits

    Price: $59.90

    Availability: In Stock

    Available Color: IVORY

    Available Size: XS, S, M, L

  • Pattern Play Houndstooth Sling-Back Kitten Heel Pumps

    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: Women's Plaid Outfits

    Price: $12.97 $28.90

    On Sale: Yes

    Availability: In Stock

    Available Color: BLACK/WHITE

    Available Size: 5.5, 6, 6.5, 7, 7.5, 8, 8.5

    Product Badge:
    • Sale
  • Preppy Glam Strapless Pleated Plaid Romper

    A strapless plaid romper that flaunts your preppy glam flair! It features a trendy sweetheart neckline with a velvet bow and a pleated mini skirt overlay. Pair with loafers.

    Fit & Features

    • Woven knit fabric with moderate stretch
    • Checkered plaid print
    • Strapless sweetheart neckline, velvet mini bow accented trim at bust
    • Drop waist seam
    • Pleated mini skirt overlay, hidden shorts
    • Romper in size small is 24" top hem to bottom hem with an 8.5" front rise and a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1220

    Category Name: Women's Plaid Outfits

    Price: $42.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Charming Direction Sleeveless Plaid Romper

    A sleeveless plaid romper features a square neckline adorned with a velvet bow and a flattering form-hugging fit that leads to the flared short-length hem. Perfect for back-to-school styling.

    Fit & Features

    • Plaid print, knit fabric, minimal stretch
    • Square neckline, velvet bow, shoulder straps
    • Form-hugging fit
    • Flared short-length hem
    • Shorts lining
    • Romper in size small is 29" shoulder to hem with an 8" front rise and a 1.5" inseam
    • Runs true to size

    Style Number/Barcode: 06503-1214

    Category Name: Women's Plaid Outfits

    Price: $39.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S, M

  • 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: Women's Plaid Outfits

    Price: $16.90

    Availability: Out of Stock

  • 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: Women's Plaid Outfits

    Price: $74.90

    Availability: In Stock

    Available Color: NATURAL

    Available Size: S, M, L, XL

    Product Badge:
    • Best Seller
  • Classically Chic Plaid Long Sleeve Oversized Shacket

    Your new favorite plaid long sleeve oversized shacket for cozy and trendy vibes. Complete the look with the matching skort.

    Shop Matching Bottoms: Classically Chic Plaid High Waist Wrap Skort

    Fit & Features

    • Plaid faux wool fabric, no stretch
    • Collared neckline
    • Button down front
    • Dual chest pockets with snap-button closures
    • Long sleeves with dual snap-button details
    • Runs true to size

    Style Number/Barcode: 06204-1898

    Category Name: Women's Plaid Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • 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: Women's Plaid Outfits

    Price: $29.90

    Availability: In Stock

    Available Color: GRAY

    Available Size: XS, S, M, L

  • Plaid Moment Sleeveless Knit Romper

    Fit & Features

    • Plaid printed woven knit fabrication with minimal stretch
    • Strapless straight neckline, no-slip strip
    • Flexible boning, back zipper with hook-eye closure
    • Mini skirt length front overlay, dual side slits
    • Cheeky shorts
    • Romper in size small is 23" top hem to bottom hem with a 12" front rise and a 3" inseam
    • Runs true to size

    Style Number/Barcode: 06403-0627

    Category Name: Women's Plaid Outfits

    Price: $42.90

    Availability: In Stock

    Available Color: BLK/WHT

    Available Size: XS, S, M, L, XL

  • 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
    • Runs true to size

    Style Number/Barcode: 06303-0282

    Category Name: Women's Plaid Outfits

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK

    Available Size: XS, S, M, L

  • Classically Chic Plaid High Waist Wrap Skort

    Fit & Features

    • Faux wool fabrication
    • High rise waist
    • 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: Women's Plaid Outfits

    Price: $32.90

    Availability: In Stock

    Available Color: BLACK-3

    Available Size: XS, S, M

  • 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: Women's Plaid Outfits

    Price: $36.90

    Availability: In Stock

    Available Color: BLACK/WHITE

    Available Size: XS, S, M, L, XL

  • Plaid Pursuit Faux Wool Long Belted Vest

    Fit & Features

    • Faux wool fabrication, no stretch
    • Plaid pattern
    • Sleeveless collared neckline with lapels
    • Tie-front belted waist with belt loops
    • Dual side pockets
    • Long length hem
    • Runs true to size

    Style Number/Barcode: 06201-0552

    Category Name: Women's Plaid Outfits

    Price: $49.90

    Availability: In Stock

    Available Color: TAUPE

    Available Size: S, M, L

  • 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: Women's Plaid Outfits

    Price: $14.97 $32.90

    On Sale: Yes

    Availability: Out of Stock

    Product Badge:
    • Sale