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 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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              City Check Houndstooth Plaid Crop Jacket
              
              
              
              
                Classic, but make it cool. This cropped wool-blend jacket gives total it-girl energy with its houndstooth plaid print, structured collar, and retro-inspired silhouette. Perfect for layering over outfits when the fit needs a little polish.
Fit & Features
- Houndstooth plaid print
 - Wool-blend fabric, sewn-in woven lining
 - Collar neckline
 - Long sleeves with button strap cuffs
 - Button-down front closures
 - Faux front pockets, crop-length hem
 - Runs true to size
 
Style Number/Barcode: 06201-000081
Category Name: Plaid
Price: $49.90
Availability: In Stock
Available Color: BROWN
Available Size: L
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              Sweet And Scandalous Plaid Lace Mini Skort
              
              
              
              
                This pleated plaid skort flirts with schoolgirl nostalgia, featuring lace trim and a low-rise fit made for layering with thigh-highs or an oversized knit. It’s giving Y2K bad girl revival in the best way possible.
Fit & Features
- Plaid print, knit fabric
 - Low-rise waist
 - Pleated flare silhouette
 - Lace-trim mini hem, shorts lining
 - Runs true to size
 
Style Number/Barcode: 06503-000158
Category Name: Plaid
Price: $39.90
Availability: In Stock
Available Color: RED
Available Size: S, M, L
Product Badge:- Best Seller
 
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              Sweet Intentions Plaid Bow Keychain
              
              
              
              
                A little charm goes a long way. This plaid bow keychain with a metal heart detail instantly adds a preppy, playful touch to your keys, bag, or tote.
Fit & Features
- Plaid print bow charm
 - Metal heart charm
 - Attached keyring and lobster clasp closure
 
Style Number/Barcode: 07308-000046
Category Name: Plaid
Price: $9.90
Availability: In Stock
Available Color: MULTI
Available Size: NS
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              Stylishly Timeless Plaid Trench Coat
              
              
              
              
                Layer this plaid trench coat for an effortless style day or night. With a classic collar and soft faux wool, this coat will be your new favorite staple all season!
Fit & Features
- Plaid pattern, faux wool fabric
 - Lapel collar neckline
 - Long sleeves
 - Open front design
 - Side pockets
 - Longline hem
 - Runs true to size
 
Style Number/Barcode: 06201-000063
Category Name: Plaid
Price: $59.90
Availability: In Stock
Available Color: MULTI
Available Size: XS, S, M, L
Product Badge:- Best Seller
 
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              Check Me Out Ruffle Mini Skort
              
              
              
              
                Preppy meets playful in this ruffled plaid mini skort that’s serving major throwback charm. With built-in shorts and tiered layers, it’s perfect for latte runs, casual hangs, and stylish outfit posts.
Fit & Features
- Plaid print, knit fabric, stretchy shorts lining
 - Mid-rise waist
 - Tiered ruffled silhouette
 - Short-length hem
 - Runs true to size
 
Style Number/Barcode: 06503-000168
Category Name: Plaid
Price: $36.90
Availability: In Stock
Available Color: BLACK
Available Size: XS, S, M, L
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              Sweet On Repeat Plaid Skort
              
              
              
              
                Prep never looked this playful. This plaid pleated skort gives that flirty-meets-put-together vibe, finished with front bow ties that add just the right amount of charm to your everyday lineup.
Fit & Features
- Plaid print, woven fabric, stretchy knit shorts lining
 - Mid-rise waist
 - Side zipper and hook-eye closure
 - Front bow ties
 - Pleated mini-length hem
 - Runs true to size
 
Style Number/Barcode: 06403-000051
Category Name: Plaid
Price: $34.90
Availability: In Stock
Available Color: NAVY
Available Size: XS, S, M, L
Product Badge:- New Arrival
 
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              Sweet Plans Plaid Romper
              
              
              
              
                Sweet, flirty, and made for your next “what should I wear?” moment. This strapless plaid romper brings easy charm with its ruched bodice, ruffle skirt detail, and bow accent that seals the deal.
Fit & Features
- Plaid print, stretchy knit fabric
 - Strapless neckline with front bow detail
 - Ruched, fitted bodice
 - Tiered ruffle mini-length hem, shorts lining
 - Runs true to size
 
Style Number/Barcode: 06503-000164
Category Name: Plaid
Price: $42.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
 
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              Cozy Moment Plaid Fringe Scarf
              
              
              
              
                A vibe that’s equal parts chill and polished. This plaid fringe scarf brings instant texture and warmth to any outfit—perfect for cozy coffee runs or layering over your go-to jacket.
Fit & Features
- Woven fabric
 - Large plaid pattern
 - Long fringe hems
 
Style Number/Barcode: 07305-000023
Category Name: Plaid
Price: $18.90
Availability: In Stock
Available Color: BLACK
Available Size: NS
Product Badge:- New Arrival
 
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              Daydream Flow Plaid Chiffon Skirt
              
              
              
              
                Soft, swingy, and totally effortless. This chiffon plaid skirt brings movement with a handkerchief hem and ruched waistband—perfect for pairing with crop tops, boots, or layered knits.
Fit & Features
- Plaid print, chiffon-lined fabric
 - High-rise waist
 - Flowy a-line silhouette
 - Asymmetrical handkerchief knee-length hem
 - Runs true to size
 
Style Number/Barcode: 06401-000026
Category Name: Plaid
Price: $39.90
Availability: In Stock
Available Color: BROWN
Available Size: XS, S, M, L
Product Badge:- New Arrival
 
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              Cozy Check Plaid Knit Scarf
              
              
              
              
                Wrapped, but make it chic. This plaid knit scarf adds a soft, brushed texture that brings instant warmth and laid-back luxury—effortlessly tying together any cold-weather outfit with cozy polish.
Fit & Features
- Brushed knit fabric
 - Plaid pattern
 - Long fringe ends
 
Style Number/Barcode: 07305-000026
Category Name: Plaid
Price: $18.90
Availability: In Stock
Available Color: BROWN
Available Size: NS
Product Badge:- New Arrival