Cute Fall Outfits – Favourite Looks of the Season

Cute fall outfits to wear this season!

I’m usually more of a summer girl, but this year, I’ve been loving fall fashion. Of course, this season was a bit different with stay-at-home orders issued. But along with that also came a sense of warmth and comfiness that comes with stay-at-home style.

Unlike most years, were I’m traditionally where I’m wearing more office workwear outfits, this year fall fashion has been much more casual for me. This has allowed me to expand my regular wardrobe all the cute fall items like sweaters, jeans, booties and all sorts of cozy items I regularly wouldn’t wear as much.

In this post, I’m sharing round up for some of my favourite cute fall outfits from this past season and share some of the fun new pieces that I added to my wardrobe!

More from fall & winter style:

• Where to Buy Winter Coats for Every Budget
• 10 Layering Essentials for Fall & Winter
• 5 Ways to Wear Leather Joggers
• Trend Report: What to Buy This Fall & Winter
• 5 Ways to Wear White After Labor Day

Casual cute fall outfit #1
Checkered teddy coat and skinny jeans

This checkered teddy coat ($33) has been a fall favourite for me! It’s so lightweight and cozy, half sometimes I even end up wearing it around the home because it’s so soft and cuddly.

Another new addition to my fall wardrobe are these white ankle booties from Aldo. These ones are the perfect heel height that gives me a little lift, plus they have a flex sole that allows me to walk in them comfortably.

Cute fall outfits with skirts #2
OTK boots, cord skirt & shacket

The shacket has been huge trend this fall season. Half jacket and half shirt, it’s a super versatile layering piece. Most of the shackets I’ve seen are mostly in a plaid flannel print. So I love that this one from SHEIN is a soft boucle material in a solid colour that makes it more versatile for dressing up or down.

These OTK books from Goodnight Macaroon are a blogger favourite that I’m sure you’ve seen on Instagram. They’ve been on my wishlist for awhile, and finally got them during their 40% off sale that on right now! And if you happen to be reading this at a later date, you can still get 20% off when you sign up for their email!

I love, love, love these boots and only wish I’d gotten them sooner! They’re incredibly comfortable and so flattering. They’ve kept their stretch well too!

Fall outfit ideas for women #3
Coatigan and faux leather leggings

This fall look is one I styled for Ann Taylor. Annually create a limited edition scarf to help support Breast Cancer Research Foundation, and to help support I put together this look to help spread the word!

I feel like this fall has been the season for portmanteaus – a combination of multiple words together to make new words – with both shackets and coatigans being both trending items. This Ann Taylor coatigan here (coat + cardigan) is shaped like a peacoat in a heavy knit texture and does a great job to keep out the cold.

These faux leather leggings are a great pair for fall and winter. They made with fairly thick material and lined with fleece so you won’t be cold!

Cute fall work outfit #4
Plaid pants, turtleneck and blazer

I’ve been mostly working from home, so it’s not often I get to wear my regular office clothes anymore. But with pants as comfy as these from Margaret M, I don’t mind wearing them all day.

Margaret M is a Canadian dress pants company that specializes in slimming, comfortable, dress pants. I have several pairs of their pants and they’re so comfy I forget I’m even wearing dress pants. They have amazing stretch and have an incredible flattering fit!

Cute Autumn outfit with jeans #5
Jeans, long checkered coat and floppy hat

This long checkered teddy coat the ultimate in coziness and comfort that doesn’t sacrifice style. I love the longer length for those colder days to add and extra layer of warmth to your lower half.

This last fall look is combines a few of the same brands I’ve worn in my other fall looks with another pair of pants from Margaret M, my white booties from Aldo and my moto jacket form Ann Taylor.

What was your favourite fall look?
Let me know in the comments below

More fashion & style posts:

• Workwear Lookbook: Fall Outfits for the Office
• 12 Winter Outfits I’m Wearing Right Now
• Workwear vs Weekend Outfits
• 10 Winter Coats That Will Keep You Warm While Looking Cute
• Cold Weather Outfit Ideas

XOXO,