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The plaid shirt is an off-duty favorite, but did you know it's just as easy to style for the office and date nights as well? While we relish in the history of this wardrobe staple, from Marilyn Monroe to the best of '90s grunge, we love it just as much when styled with the midi skirts and skinny jeans that fill our closets today.
Whether you're channeling silhouettes of decades past (we're looking at you, slip dresses and waist-tied styles!) or rocking a flannel shirt with your favorite modern classics, like culottes and ankle booties, look to the 14 ladies below for the ultimate in plaid shirt outfit ideas for fall and winter. You'll be rocking that button-down for the office, a night out, and weekend strolls in no time!
Channel that inner 90s girl and tie a bright flannel shirt around your waist to take your denim and T-shirt look to the next level.
Slip on a bright, oversize button-down with dark skinny jeans and ankle booties. Add some more color to your winter look by adding a bright, tailored coat.
For the office or post-work drinks, tuck a plaid button-down into a leather midi skirt and finish it off with a pair of pumps.
When dressing for brunch with friends, opt for khaki or army green skinnies and a plaid top.
Layer a printed top over your plaid shirt for added texture. Keep the palette to neutral hues, as to not overwhelm.
Grab a traditional tartan plaid top to pair with your skinny pants this fall. You can even reach for a pair of trousers with a slight texture or pattern!
Bundle up with a sleeveless vest on colder mornings, allowing your plaid sleeves to peek out more than they would with an oversize coat or jacket.
Make your favorite slip dress a bit more casual by tying a flannel shirt around your waist and slipping into a pair of edgy moto boots.
Mix a leather miniskirt with a bright plaid button-down and ankle booties this fall.
Dress down your tailored culottes by tucking in a classic micro-plaid button-down.
Keep it simple with a red plaid top and skinny jeans. Add a bit of flare with leopard flats.
For a more dressed-up affair, choose a lighter colored plaid and tuck it into a mid-length lace skirt.
Mix and match plaids with layers of a shirt, jacket, and perhaps even a scarf! Keep it simple for the rest of your look with black jeans and ankle booties.
For the office, tuck a traditional plaid button-down into a pencil skirt and slip into a pair of heeled sandals or classic pumps.
For more fall and winter outfit ideas:
25 Winter Date Night Outfit Ideas
15 Stylish and Easy Ways to Wear Your Skinny Jeans Right Now
The Sweaterdress: The Perfect Last-Minute Thanksgiving Outfit Idea
