The most comfortable, on-trend fall outfits

This year is all about prioritizing comfort. COVID started to shut down the states around the beginning of March and since then, Americans are generally staying at home more than usual. It looks like this is only going to continue as we proceed into fall and winter. However, it is important to not get stuck in a rut and stay in your pajamas all day! Getting dressed up is proven to make you feel more awake, confident and productive – even from the confines of your home. Although, I can completely understand keeping your outfits comfortable. As you switch gears for fall, here are some cozy yet on-trend fall outfits you can try out over the next month.

cozy meets chic - the most comfortable on-trend fall outfits, cozy chic outfits - oversized blazer, plaid blazer, menswear inspired fashion, green accessories, oversized tailoring, oversized button up// Jessica Wang - Notjessfashion.com

Oversized Tailoring

We are seeing the button up redone in a multitude of new, contemporary ways – specifically in more oversized silhouettes. For instance, this is perfect for your WFH attire because it comes across as business casual on Zoom but is definitely more comfortable! To keep it trendy, try layering a sweater vest on top or add some trendy accessories like a bucket hat and statement belt.

cozy meets chic - the most comfortable on-trend fall outfits, cozy chic outfits - reiss pleated skirt, reiss leather jacket, pleated skirt outfit, pleated leather skirt // Jessica Wang - Notjessfashion.com

Pleated Leather

Leather is a huge focus this fall but not going to lie – it can be quite cumbersome to wear on a daily basis. Leather jackets and tight leather pants can be stiff, especially if you are just staying at home all day. If you are looking to still hit the trend without sacrificing your comfort, try a pleated leather skirt! This piece definitely still makes a statement but is not too body-hugging – it’ll make one of the most forward and on-trend fall outfits.

cozy meets chic - the most comfortable on-trend fall outfits, cozy chic outfits - suit and sneakers, printed suit set, stuart weitzman sneakers// Jessica Wang - Notjessfashion.com

Suits & Sneakers

Get cozy with your suit by swapping your stilettos for sneakers this fall. This is an easy way to keep your look fresh and more importantly – keep your feet comfortable! This easy footwear switch makes for a really killer street style look. A white sneaker or high top would look seamless and minimal with a suit, but do not be afraid to wear your more punchy, vibrant kicks for some fun!

on-trend fall outfits, cozy chic outfits - chunky cardigan, Mignonne Gavigan jewelry, leopard print dress // Jessica Wang - Notjessfashion.com

Chunky Cardi

Itty bitty cardigan tops were all the rage this summer and this knitwear item of choice is not going away anytime soon. However, we are opting for more chunky, cozy cardigans that are just as practical as they are cute. Layer your knit overtop a turtleneck for a collegiate vibe and an added layer of warmth.

on-trend fall outfits, cozy chic outfits - boxy blazer, balenciaga leather shopper bag, plaid blazer, green silk scarf, green cardigan, green pants // Jessica Wang - Notjessfashion.com

Boxy Blazers

I do not think we are ever going to tire of the blazer, especially at this time of year. Just like the oversized button up, we are also seeing a higher demand for more boxy, loose blazers. Whether it is used as the outer layer of your fit or if it comprises the entire fit itself (i.e. blazer dresses), the more edgy and high fashion it is going to look! This more androgynous fit is a lot more forgiving and comfortable to wear whether you are on-the-go or at home.

What on-trend fall outfits have you started trying out?

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