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.
HomePlaid

Plaid
Product Recommendations
STYLE SPOTLIGHT
Discover Jackets, Coats, & Shackets!
Capture black skirts with trendy hardware details!
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!
-
Poised in Plaid Belted Shacket
Keep it poised in a plaid shacket to usher in those winter vibes. The shacket features a collared neckline, a multi-button down front, a belted waist, and a windowpane plaid print on a corduroy fabric. Style this plaid shacket with an adorable top and booties to take you to a coffee date and lunch downtown!
Fit & Features
- Collared neckline
- Long sleeves, single button detail
- Complete button-down front
- Dual buttoned chest pockets
- Tie-waist belt
- Windowpane striped pattern, corduroy fabric, no stretch
- Runs true to size
Style Number/Barcode: 06204-1637
Category Name: Plaid
Price: $18.97 $42.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Make A Debut Plaid Strapless Pleated Mini Dress
Make a debut in classic plaid and on-trend silhouette! This plaid mini dress is sure to stand out from any crowd. Featuring a strapless neckline, form-hugging bodice, belt loop accents, and a flirty pleated mini-length hem. Complete the look in lug boots for an edgy vibe!
Fit & Features
- Strapless neckline
- Back zipper closure
- Form-hugging bodice
- Belt loop accents
- Pleated mini-length hem
- Plaid print, woven fabric, knit lining at the bust, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-5415
Category Name: Plaid
Price: $19.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Casual And Chill Plaid Shacket
Keep it casual and chill with a shacket that brings those girl-next-door vibes. The shacket features a plaid print, a multi-button down front, two chest pockets, long sleeves with a single-button cuff, and a longline length with a rounded hem. The shacket is composed of a soft faux wool fabric that offers a relaxed fit with a minimal stretch. Complete the look with thigh-high boots.
Fit & Features
- Plaid print
- Collared neckline
- Long sleeves with button cuff
- Multi-button down front
- Two chest pockets
- Longline length, rounded hem
- Faux wool fabric, relaxed fit, minimal stretch
- Runs true to size
Style Number/Barcode: 06204-1657
Category Name: Plaid
Price: $21.97 $49.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Ever-So-Trendy Plaid Fringe Scarf
This ever-so-trendy plaid fringe scarf is perfect for the cold season ahead! Wrap yourself up in this comfy and ultra-soft scarf for day or night plans. Complete the look in a trendy moto jacket.
Fit & Features
- Plaid pattern
- Fringe
- Ultra-soft knit material
Style Number/Barcode: 07305-0458
Category Name: Plaid
Price: $7.97 $16.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Preppy-Chic Plaid Envelope Skort
This preppy-chic plaid envelope skort is the perf addition to your fall wardrobe. It features a high-rise waist, a back zipper closure, an asymmetric faux wrap-front overlay, and fitted shorts. The woven fabric features an all-over plaid print pattern. Style this skort with a basic crop top and a faux leather blazer for a cool-girl 'fit!
Fit & Features
- High-rise waist
- Back zipper, hook and eye closure
- Asymmetric faux wrap-front overlay
- Fitted shorts
- Plaid print
- Woven fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06403-0355
Category Name: Plaid
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Pop Of Style Checkered Knit Scarf
This bright and stylish cozy knit scarf is the perfect light accessory for any outfit. Crafted with a lightweight knit material with a checkered pattern, this scarf adds a fresh splash of color and texture. Complete the look in a trendy puffer jacket for running errands!
Fit & Features
- Lightweight knit material
- No stretch
- Long design
- Checkered pattern
Style Number/Barcode: 07305-0462
Category Name: Plaid
Price: $4.97 $15.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Posh This Fall Faux Suede Mini Skirt
Get posh this fall styling this faux suede mini skirt all season! It features a high-rise waist, a form-hugging fit, a mini-length hem, and a cute checkered pattern. The soft faux suede fabric offers a moderate stretch. Complete the look in knee-high boots and a sweater for autumn-to-winter fun!
Fit & Features
- High-rise waist, back zipper closure
- Form-hugging fit
- Mini-length hem
- Checkered print
- Faux suede fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06401-0601
Category Name: Plaid
Price: $9.97 $28.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Plaid Sensation Faux Wrap Mini Skort
Be a stylish and classic sensation in this plaid mini skort! It features a high-rise waist, a trendy faux wrap front with a pleated side seam, a form-hugging fit, and a short lining on plaid print woven fabric with minimal stretch. Complete the look in a basic tee and sneakers for off-duty days!
Fit & Features
- High-rise waist
- Faux wrap front, pleated side seam
- Form-hugging fit
- Short lining
- Plaid print
- Woven fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06403-0353
Category Name: Plaid
Price: $3.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Cozy Days Faux Fur Plaid Shacket
You'll have so many cozy days in this cute faux fur plaid shacket perfect for the chilly season! It features comfy long sleeves, a collar neckline, a button-down front, front flap pockets with button closures, and a relaxed fit. Complete the look in trendy booties for casual plans!
Fit & Features
- Long sleeves
- Collar neckline
- Button-down front
- Front flap pockets, button closures
- Relaxed fit
- Plaid pattern, faux fur fabric, no stretch
- Runs true to size
Style Number/Barcode: 06201-0396
Category Name: Plaid
Price: $9.97 $59.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Seasonal Chic Plaid Oversized Top
Embrace a seasonal chic style in this plaid top perfect for coffee runs to casual dates! The top features slouchy long sleeves with button cuffs, a collar V-neckline, and an oversized silhouette on woven fabric with a trendy plaid print. Complete the look in distressed denim.
Fit & Features
- Slouchy long sleeves, button cuffs
- Collar V-neckline
- Oversized silhouette
- Plaid print
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-2272
Category Name: Plaid
Price: $3.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Days In Plaid Button Down Shirt Top
Get ready for plaid shirt days in this top! It features relaxed long sleeves with buttoned cuffs, a collar neckline, a button-down front, and a plaid print on woven fabric. Style with best-selling bottoms for casual day or evening plans!
Fit & Features
- Relaxed long sleeves
- Collar neckline
- Button-down front
- Plaid print
- Woven fabric, no stretch
- Runs true to size
Style Number/Barcode: 06003-2273
Category Name: Plaid
Price: $6.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Chic Girl Energy Houndstooth Knit Mini Dress
Bring the chic girl energy to your fall wardrobe with this trendy mini dress! It features a sleeveless square neckline, spaghetti straps, a mini-length hem, and a bodycon silhouette to showcase your curves. The knit fabric features an all-over houndstooth pattern for an elevated vibe. Style this mini dress with a faux leather moto jacket and combat boots!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Mini-length hem
- Bodycon silhouette
- Houndstooth pattern
- Knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5410
Category Name: Plaid
Price: $9.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Check It Out Gingham Plaid Mini Dress
Make a statement in this gingham plaid mini dress! The square neckline and spaghetti straps make it the perfect dress for flaunting your curves, while the bodycon silhouette and mini-length hem radiate confidence. Complete the look by layering a long sleeve top for a preppy vibe!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Bodycon silhouette
- Mini-length hem
- Gingham plaid print
- Texture knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 05102-5243
Category Name: Plaid
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Delightfully Cute Plaid Cargo Mini Dress
This delightfully cute plaid mini dress dares you to stand out from the crowd! It features a square neckline, spaghetti straps, trendy side cargo flap pockets, a flattering bodycon silhouette, and a mini-length hem. Layer with a cropped jacket for casual hangs or school!
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Side cargo flap pockets
- Bodycon silhouette, mini-length hem
- Plaid print
- Stretchy knit fabric
- Runs true to size
Style Number/Barcode: 05102-5372
Category Name: Plaid
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Class In Session Plaid High Slit Mini Skort
This sassy plaid skort will earn you an A+ in style! With a high-rise waist, form-hugging fit, and mini-length hem, you'll turn heads in all the right ways - not to mention the stunning front skirt overlay and high slit. Complete the look in a cute short-sleeved top for school or casual hangs!
Fit & Features
- High-rise waist, elastic waistband
- Form-hugging fit
- Front skirt overlay, high slit
- Mini-length hem
- Short lining
- Plaid print, knit fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06503-1100
Category Name: Plaid
Price: $10.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Checkin' It Twice Plaid Mini Skort
This plaid mini skort is so cute you'll be checking yourself out twice in the mirror! It features a flattering high-rise waist, a front skirt overlay with a slit accent, a bodycon silhouette, and shorts lining. The plaid printed woven fabric has a moderate stretch. Complete the look in a sultry corset top for day or evening plans!
Fit & Features
- High-rise waist, elastic waistband
- Front skirt overlay, slit accent
- Shorts lining, mini-length hem
- Plaid print
- Woven fabric, moderate stretch
- Runs true to size
Style Number/Barcode: 06403-0354
Category Name: Plaid
Price: $9.97 $34.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Shift Into Plaid Slit Mini Skirt
Shift into this plaid mini skirt perfect for the autumn to winter seasons! It features a flattering high-rise waist, bodycon silhouette, front slit, and a mini-length hem. Complete the look in a bodysuit and heels for a sassy vibe!
Fit & Features
- High-rise waist
- Bodycon silhouette
- Front slit
- Mini-length hem
- Plaid pattern, texture knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 06501-0916
Category Name: Plaid
Price: $9.97 $22.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Pretty And Posh Tweed Bustier Top
Pretty and posh, create an iconic look with this tweed bustier top! It features a sleeveless sweetheart neckline with a bustier-style bodice, a built-in padded bust, thin tank shoulder straps, and a fitted cropped hem. The plaid pattern on the tweed knit fabric gives it that chic factor. Style with the matching mini skirt!
Shop Matching Bottoms: Pretty And Posh Tweed Mini Skirt
Fit & Features
- Sleeveless sweetheart neckline, bustier-style bodice
- Built-in padded bust
- Tank shoulder straps, back zipper closure
- Fitted cropped hem
- Plaid pattern, tweed knit fabric, smooth knit front lining
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06001-4858
Category Name: Plaid
Price: $6.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Pretty And Posh Tweed Mini Skirt
Pretty and posh, create an iconic look with this tweed mini skirt! It features a high-rise waist with a back zipper closure, a mini-length hem, and a form-hugging fit. The plaid pattern on the tweed knit fabric gives it that chic factor. Style with the matching bustier top!
Shop Matching Top: Pretty And Posh Tweed Bustier Top
Fit & Features
- High-rise waist
- Back zipper closure
- Mini-length hem
- Form-hugging fit
- Plaid pattern, tweed knit fabric
- Moderate stretch
- Runs true to size
Style Number/Barcode: 06501-0834
Category Name: Plaid
Price: $10.97 $26.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free
-
Check Me Out Plaid Bodycon Mini Dress
You'll be the object of everyone's gaze in this trendy plaid bodycon mini dress! It features a sleeveless square neckline, bungee spaghetti straps, a stylish lower back cutout, a mini-length hem, and a bodycon silhouette that will hug your natural curves. The stretchy brushed knit fabric features a chic windowpane plaid print. Complete your look with clear mules!
Fit & Features
- Sleeveless square neckline
- Bungee spaghetti straps
- Lower back cutout
- Mini-length hem, bodycon silhouette
- Plaid print
- Brushed knit fabric, lined bust, plenty of stretch
- Runs true to size
Style Number/Barcode: 05102-5230
Category Name: Plaid
Price: $6.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Style In Check Gingham Skater Dress
Keep your style in check in this flirty gingham skater dress! It features a sleeveless square neck, spaghetti straps, a flattering skater silhouette, and a short-length hem. The dress is designed with an adorable gingham print on brushed knit fabric with a stretchy lining. Complete your look with a statement choker necklace and heels for a party!
Fit & Features
- Sleeveless square neck
- Spaghetti straps
- Skater silhouette
- Short-length hem
- Gingham print
- Brushed knit fabric, stretchy lining
- Runs true to size
Style Number/Barcode: 05102-5349
Category Name: Plaid
Price: $9.97 $29.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Naturally A Classic Tweed Bustier
Become an instant 90s-inspired classic in this tweed bustier to posh up your vibe! Featuring a sleeveless sweetheart neckline with non-slip grip lining, adjustable and detachable spaghetti straps so you style it strapless, a built-in padded underwire bust, a cropped hem with non-slip grip lining, and a stretchy knit back. Complete the look in a chic mini skirt and heels for a date night or party!
Fit & Features
- Sleeveless sweetheart neckline, non-slip grip lining
- Adjustable and detachable spaghetti straps
- Built-in padded and underwire bust
- Cropped hem with non-slip grip lining
- Tweed front design, stretchy knit back, multiple hook-eye closures
- Runs true to size
Style Number/Barcode: 06003-2194
Category Name: Plaid
Price: $13.97 $32.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Clearance
-
Cutie In Plaid Long Sleeve Mesh Crop Top
You'll be a total cutie in this trendy plaid mesh crop top! Featuring a crew neckline, long fitted sleeves, a fitted cropped hem, and adorable lettuce-edge trims, this top is a casual style staple. The lightweight sheer mesh fabric features a patchwork plaid print and offers plenty of stretch. Complete the look with high-rise denim and clear mules.
Fit & Features
- Crew neckline
- Long fitted sleeves
- Fitted cropped hem
- Lettuce-edge trims
- Patchwork plaid print
- Sheer mesh fabric, plenty of stretch
- Runs true to size
Style Number/Barcode: 06002-1669
Category Name: Plaid
Price: $3.97 $19.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Sale
-
Perfect Match Plaid Lace-Up Mini Dress
Find your perfect match in this casual-chic plaid mini dress! Featuring a sleeveless square neckline, spaghetti straps, an open back with a cross-back lace-up strappy design, a mini-length hem, a form-hugging fit, and a classic plaid windowpane print, this dress is a stylish must-have. Pair with hoop earrings and clear mules.
Fit & Features
- Sleeveless square neckline
- Spaghetti straps
- Open back, cross-back lace-up straps, tie closure
- Mini-length hem, form-hugging fit
- Plaid windowpane print
- Lined soft knit fabric, minimal stretch
- Runs true to size
Style Number/Barcode: 05102-5159
Category Name: Plaid
Price: $9.97 $24.90
On Sale: Yes
Availability: Out of Stock
Product Badge:- Ships Free