We love the idea of contrasting this casual print with a dressy pencil skirt.
Acropolis Blue Plaid Flannel Shirt, $104, J.Crew.
Pair this relaxed button-down with skinny jeans, Chelsea boots and a quilted vest.
Button Down Boyfriend Shirt, $35, American Eagle.
Keep it casual with this cute checkered blouse. We love it matched with boyfriend jeans and a long pendant necklace.
Checked Blouse, $60, Zara.
Don't forget to roll up your selves and turn out the collar. This pretty plaid shirt has a printed liner worthy of seeing daylight.
Cotton Contrast Shirt, $30, H&M.
Be a tad scandalous and dare to wear a black cami under this sheer shirt.
Darien Blouse, $125, Aritzia.
Get your grunge on in style. Pair this silky plaid shirt with cigarette pants, stilettos and a hit of eyeliner for a ladies' night on the town.
Equipment Blouse, $315, Holt Renfrew.
We are cozying up in this classic flannel shirt. Wear it under a grey cropped sweater with dark jeans and over-the-knee boots.
Forever Collared Shirt, $285, Steven Alan.
If you want to look polished, try buttoning up your shirt to the top and going for a full tuck.
Live Large Plaid Shirt, $110, Lacoste.
Give this print a feminine twist. Pair it with patent ballet flats and a swingy skater skirt for a look that is as sweet as can be.
Pink Check Plaid Shirt, $28, Old Navy.
Keep the fit in mind when you are picking out your plaid. This slim fitting shirt has back darts to keep the shape flattering and ladylike.
Plaid Flannel Shirt, $65, Banana Republic.
Subscribe to our newsletters for our very best stories, recipes, style and shopping tips, horoscopes and special offers.
Subscribe to Chatelaine!
Want to streamline your life? In our Spring 2025 issue, we’ll show you how—whether it’s paring down your wardrobe, decluttering your messiest spaces or spending way less time cooking thanks to an easy, mostly make-ahead meal plan for busy weeknights. Plus, our first annual Pantry Awards.