25 Plaid Shirts for a Casual-Cool Look

Photo via: Fashionista

Looking for a way to elevate a basic tee and denim outfit? Try completing the look with a plaid shirt for a casual-cool look. We're taking style notes from model Imaan Hamman's street style ensemble: chunky hoop earrings, neutral plaid button-down with ripped black skinny jeans, and ankle boots. Shop my top 25 plaid shirt picks for getting the look below.

These Outfits Are Packed With All the Neutral Basics You Need

Photo via: @twiceblessed

You can create endless outfits by combining the basics pieces these chic sisters are wearing. I love the neutral palette that gives their looks a timeless quality. Wide-leg trousers, classic sneakers, a white button-down shirt, a neutral blazer, black sunglasses, and a crossbody bag are everything you need to get dressed for wherever your day takes you.

A Casual-Chic Way to Style Faux Leather Leggings for Fall

Photo via: @julielapiparis

I’m loving this easy look that I’ll be wearing all week long. Faux leather leggings look ready to work from home when paired with a white button-down shirt and a camel blazer. A pair of black combat boots keeps things relaxed on the bottom for an overall casual-chic look. It works perfectly for date night too – just add a clutch and you’re set.

A Classic Fall Outfit to Recreate This Weekend

Photo via: @emmanuellek_

Ah, good ole classic ensembles; they never get old. This year, we're looking toward functional, but stylish looks that pack a punch without being too dressed up. This fall outfit is ideal. Pair a neutral-colored button-down (preferably loose fitting) with straight-leg white denim and your favorite boots for an outfit that looks as good as it feels. Shop the pieces to recreate it yourself below.

This Cool Outfit is One to Copy for Fall

Photo via: @aurelafashionista

This look is giving me the perfect inspiration I need to get dressed for the week ahead. Its easy, casual-chic vibe is perfect for working from home or relaxing with friends. Wide-leg jeans and flat white loafers get dressed up with a white button-down shirt and an oversized grey blazer. Cat-eye sunglasses add an extra edge when you’re out during the day.

Plaid Pants are a Versatile Pick for Fall

Photo via: @chloephammmmm

Whether you’re wearing them to work or going for a casual vibe, a pair of plaid pants make a great addition to your closet. Pair them with an oversized blazer and button-down shirt for your next Zoom meeting or style them with a sweater, a faux leather jacket, and a pair of sneakers for a weekend look or running errands in style.

This Casual-Chic Outfit Checks All the Boxes for Fall

Photo via: @withalexstyle

This look is just the right balance of relaxed but elevated. A black blazer and snakeskin ankle boots give it some polish while straight-leg jeans and a white t-shirt keep things casual. Swap the boots for sneakers if you’re running errands on the weekend, or wear a white button-down shirt instead of the t-shirt if you're working from home.

25 Modern Button Downs You Can Wear Until Winter

Photo via: @jessalizzi

Gone are the days of the past when button-down shirts were exclusive to power lunches and fancy meetings. Can't you picture the floor-to-ceiling windows and a long conference table? Women have modernized the classic button-down shirt, and the new iterations of today are anything but basic. From puffed sleeves and boxy silhouettes, these are the 25 button downs you can layer, tie, and twist for fall.

A Perfectly Effortless Outfit for a Lukewarm Weekend

Photo via: @discodaydream

Effortless outfits aren't hard to come by, but they can be hard to recreate as seamlessly. We always look to super-blogger Lauren Johnson for the most enviable looks; like this one she posted recently. Twist up your favorite button-down shirt, add a shoulder bag, and cool-girl heeled mules for a look that can carry you from a social-distanced date to Zoom meetings.

This Classic Outfit Pairing Always Looks Sophisticated

Photo via: @stephaniebroek

Update your classic denim and white t-shirt pairing with Stephanie's modernized version. The style star embraced the Bermuda short trend by combining loose denim long-short with a traditional oversized white button-down shirt. Add a cool black pump and an oxblood handbag, for added color.

A Shacket Is a Must-Have Trend to Buy This Season

Photo via: @jariatudanita

If you’re on the hunt for a new coat this fall, consider one of the best trends out there: the shacket. Part button-down shirt, part jacket, this casual style will keep you warm and stylish all season. We love a shacket paired with a sweater, jeans, and sneakers for more relaxed days, or with booties and a blouse if you want to dress things up a bit.

This Business Casual Look Is Ideal for Working From Home

Photo via: @lookfortime

If you work from home and spend a lot of time on Zoom calls, you need to look polished and professional, but can keep it comfy on the bottom. This look is the perfect casual-chic combination – a black blazer, a pair of white pants, and black platform ankle boots. Upgrade from a black t-shirt to a button-down shirt for a more serious business look.

Recreate This Easy Fall Look with Your Favorite Classic Pieces

Photo via: @basicstouch

I love finding a chic outfit that I can copy without a lot of effort. This look is going to become my new fall go-to because it’s a stylish combination of closet basics. Straight-leg jeans, a beige blazer, a simple white t-shirt, and white sneakers make a perfect outfit for wherever your day takes you. Swap your shoes for booties if you’re going out, or pair your blazer with a button-down shirt if you need a little extra polish for a Zoom meeting.

This Minimal Look is One You Can Wear Everywhere

Photo via: @mercer7official

Getting dressed for any occasion is easy when you stick to basic pieces and keep things minimal. This simple casual-chic look is equal parts relaxed and polished with a pair of black jeans, black ankle boots, a classic white button-down shirt, and sleek black sunglasses. You could easily wear this at your desk while working from home or for elevating your style while you run errands. Shop the essential pieces to recreate this outfit below.

The Perfect Layering Outfit for the Fall

Photo via: @lespgdn

The one thing that I love about fall is layering because I get to mix different prints, textures, and fabrics to create a timeless look. The ensemble above is the perfect look that everyone can wear for running errands or a casual outing. The white t-shirt and black jeans are great basics to start any outfit. The button-down shirt adds a business casual flair to the ensemble, and with the over-the-shoulder cardigan, it adds texture but, most importantly, warmth. Shop some of our favorites pieces below.

This Chic Look Easily Transitions From Day to Night

Photo via: @aleesha_h

Head right from the office or working from home straight to date night or meeting friends for drinks with a simple and stylish outfit combo. We love this look that’s easy to recreate with a beige blazer, cropped black jeans, black heeled sandals, and a sleek black chain-strap bag. If you need a little extra polish, add a button-down shirt, or if you want a more feminine vibe, slip a satin camisole under your blazer instead.

These Are All the Chic Basics My Closet Needs

Photo via: @marialm2020

I love getting dressed in timeless pieces because they pair together perfectly and look stylish every time. Basics like a navy blazer, a button-down shirt, a pair of classic sneakers, white jeans, and a crossbody bag and staples that everyone should own to recreate this casual-chic look. It’s perfect for your work-from-home style while keeping it comfy.

Sleeveless Sweaters Are the Hottest New Trend for Fall

Photo via: @Popsugar | @fakerstrom

The '90s have been making their way back into 2020 with the sleeveless sweater trend. Instagram star Felicia Akerstrom styled hers with trousers, strappy heeled sandals, and a mini bag—the perfect dinner ensemble. You can make this outfit more casual-chic by adding a button-down shirt and Chelsea boots. Shop our top sweater vest picks below.

A Plaid Blazer is a Fall Style Essential

Photo via: @venitaaspen

Getting dressed in the fall is easy when you have the right basics and a plaid blazer is one of those key pieces. Dress one up with a button-down shirt and trousers while you work from home, wear one with faux leather pants and booties for a night out, or try a dressed-down version like the one we see here. A combination of cargo pants, sneakers, and a hoodie proves that this traditional piece is just as versatile as it is chic.

Copy This Look to Elevate Your Date Night Style

Photo via: @masha_theone

Getting dressed for an evening out doesn’t need to be overly complicated or fussy. I love this date night look because it combines chic everyday pieces like a white button-down shirt and a camel blazer with more special items like a faux leather skirt and embellished black heeled sandals. Its versatile pieces can be deconstructed for working at home as well as heading out somewhere upscale. Shop the essential items for this look below.