My collection of plaid/check shirts is quite small because I seldom reach for them before or after the holiday season. I wishlisted the Oversized Boyshirt in Buffalo Check (below) from the new arrivals at Madewell as a plaid that I would wear year-round. Fingers crossed for a sale before it's gone!
Here are three ways I would style this shirt with items from my closet:
I would probably add a scarf, and layer another top under the shirt for this look.