Early Fall Outfit Ideas: Casual, Comfy & Cute Outfits for Everyday

September has been quite a busy month with school starting and all the things that go along with that. October is right around the corner and it seems like the cooler weather is here to stay! I’ve been really enjoying dressing more for Fall with all the denim, jackets, and layers. The in between season where I can wear cozy sweaters but also still wear sandals and not really need a jacket yet is one of my favorites for getting dressed–it’s really a fun sweet spot. Here are some of the early Fall looks I’ve been wearing.

As usual, I use affiliate links to link all my outfits. This means if you make a purchase using my links I will earn a small commission–at no additional cost to you. I appreciate your support so much. Thank you!

These khakis are sooo comfy with a stretchy waistband all around them. This dark green color is so pretty and so great for Fall!

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Love these little 100% cotton pants! The black color matches with everything and they come in lengths too.

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These have been one of my favorite pairs of jeans for a few years now. The utility style makes them so fun! Paired them with my brown sherpa vest and a cotton long sleeve tee and sneakers.

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This matching set from Old Navy is super cozy and the perfect color for Fall (also comes in other colors, including a really pretty forest green!). I’ve been throwing it on every night to be cozy and comfy.

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These jeans are sooo comfy. They’re a wide leg and come in lots of washes but I love this faded black color.

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This green sweater is 100% cotton and my favorite color! What’s not to like?!

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These have been one of my favorite pair of pants since January. So comfy and I love the green. (see the link below the next photo)

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It’s jeans and cardigan weather! I love this cozy combo, especially with a little scarf accessory.

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Another outfit with this cozy $11 crewneck! The perfect little cropped fit.

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We had a warm-ish day for our pumpkin day this year, so I wore my denim shortalls! So comfy and I love how they look with a long sleeve top.

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I bought this cozy matching set last year and I’ve worn it countless times! The best part is that it’s only $12 a piece and this new crewneck that I bought recently also matches the sweatpants too.

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This little denim wrap skirt is so cute. Love it paired with a sweater, booties, and a scarf.

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Love these wide leg jeans so much! They’re so comfy and cute. I paired them with this fair isle cardigan sweater and my Blundstone boots.

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Wearing these cotton barrel pants again. So comfy and cute with everything!

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Beginning of October Looks

We’re finally easing into some cooler fall weather & I’ve got the looks to go with it! There were a few warmer days, but since last week, it’s been cooler and the forecast is looking quite chilly and fall-like now. So happy to pull out sweaters and wear cozy clothes consistently.

Below each photo, you’ll find a link to the item (or a similar option for older pieces, as noted in the LTK description). These are affiliate links, meaning I earn a small commission if you make a purchase through them, at no extra cost to you. Your support helps me continue creating content—thank you!

I own this maxi dress in two colors (this lime green and the taupe!) and love layering it with cozy sweaters and cute scarves as it gets cooler!

Outfit linked HERE.

Been wanting a red sherpa and this one is so cute and comfy! Paired it with waterproof sneakers on a chilly and wet day.

Outfit linked HERE.

This is an older top (linked similar!) but I love it for an easy and put together look.

Outfit linked HERE.

This is one of my favorite outfits lately! I thrifted these Lands End pants (linked similar!) and was so excited to wear them!

Outfit linked HERE.

Another cozy sweatshirt look! I also own this sweatshirt in the hoodie version in grey.

Outfit linked HERE.

This is another top that’s older but makes a really great and easy outfit (linked similar).

Outfit linked HERE.

A warmer day with a chilly morning called for some layers! Love wearing this cozy cardigan.

Outfit linked HERE.

My linen top is an older piece so I did my best to find similar. Paired it with comfy jeans and cute birks!

Outfit linked HERE.

This crewneck is one I stole from my husband! It’s cute and comfy.

Outfit linked HERE.

I was sick and this was my comfy outfit!

Outfit linked HERE.

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