Search for plaid shirts on most retailer’s websites and you’ll find plenty to choose from.  Plaid is not only a holiday favorite, the trend goes beyond seasonal fashion, plaid shirts are a trend, period.  Looking for a variety of ways to wear a plaid shirt?  Check out how I styled this style from Rails and shop for additional styles at the end of this post.

Five Ways to Wear a Plaid Shirt

Outfit #1

plaid shirt

The first thought when styling a plaid shirt is to do it casually with a pair of jeans.  In this first look, I gave this plaid shirt an upgrade by styling it with a cognac suede skirt from Reiss, weatherproof Aquatalia boots, a navy handbag from Botkier and hoop earrings from Lauren Ralph Lauren.

Outfit #2

plaid shirt
This more casual way to style a plaid shirt is easy for weekend chic.  I layered a chunky sweater from Joie and a pair of slim boyfriend jeans from Frame.  I finished the look with burgundy loafer flats from Steve Madden, cognac bag from Rebecca Minkoff and sunglasses from Tory Burch.

Outfit #3

plaid shirt

Here is another casual look to consider with your plaid shirt.  Olive jeans are a nice switch-up from jeans and will work with whatever colors are in your plaid shirt.  I styled this look with a pair of olive jeans from Madewell, denim jacket from Two by Vince Camuto, a bright yellow blanket scarf from Treasure & Bond, booties from Sam Edelman and taupe handbag from Urban Originals.

Outfit #4

plaid shirt

Next, I styled the plaid shirt for work.  I styled the top with an ankle length pair of navy pants from Theory and layered a double breasted blazer from Veronica Beard over the shirt.  I finished the outfit with a tan pair of suede pumps from Calvin Klein and bag from See by Chloe.  To give the outfit a kick of trend, I styled the look with tassel earrings from Kenneth Jay Lane.

Outfit #5

plaid shirt

I used the colors in the plaid to create this outfit.  I styled this more relaxed outfit with a pair of wide leg cropped pants from Halogen and cardigan from Eileen Fisher.  For a pop, I added these teal pumps from Boden and finished the outfit with a grey tote from AllSaints and tassel lariat from Stella & Dot.

Shop for plaid shirts

Shopping for a plaid shirt?  Check out these additional styles.