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!

outfit linked HERE

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

outfit linked HERE

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.

outfit linked HERE

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.

outfit linked HERE

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

outfit linked HERE

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

outfit linked HERE

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)

outfit linked HERE

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!

outfit linked HERE

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17 Comfy and Cute Fall Outfits I’ve Worn Recently

We’ve had some great fall weather lately! It got a bit warmer for a little bit (as you can see below with a few shorts outfits), but now it’s back to the cooler for fall-like temps.

We have really been enjoying all the fall activities—hiking, oktoberfests, fall walks, campfires, and more. Here are some of the outfits I wore while doing these things.

You can find everything I’m wearing (or similar pieces) linked under each photo! These are affiliate links, so I may earn a small commission if you purchase through them—thank you for supporting my content🤎

We hiked a mountain with my sisters and their families and and got to see the beautiful fall foliage!

Outfit linked HERE

These brown pants have been perfect for fall weather!

Outfit linked HERE

A black cardigan is such a classic! Love it paired with easy relaxed barrel jeans.

Outfit linked HERE

I’ve been loving wearing my dark brown barn jacket! the black corduroy collar makes it so cute!

Outfit linked HERE

Overalls and a tank are a perfect “warm fall day” outfit.

Outfit linked HERE

My fleece vest is the perfect layer over a cozy crewneck sweatshirt

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I’ve been loving a lace skirt with a casual top. The satin printed scarf and cowboy boots really made this outfit feel like me and so cute.

Outfit linked HERE

A skort and crewneck sweatshirt with sneakers was perfect for a fall walk.

Outfit linked HERE

Just the simplest outfit—a black tee and jeans—made cuter by a scarf tied around my waist.

Outfit linked HERE

One of my favorite dresses paired with a denim jacket and neck scarf and clogs!

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I love chocolate brown and this crewneck is super cozy.

Outfit linked HERE

I recently shared a reel with my quilted vest—it’s been in my closet for about 3 years now. It’s so cute with so many different things. Here I paired it with a denim mini skirt, heeled clogs, and a white long sleeve.

Outfit linked HERE

Another warm fall day—I paired my cotton boxer shorts with a graphic tee and denim shirt.

Outfit linked HERE

Loving that this brown sherpa vest is such a cozy and cute layering piece. It’s fun over sweaters, sweatshirts and more.

Outfit linked HERE

We want to a fall festival and it was quite warm out—this outfit was perfect!

Outfit linked HERE

Another brown pants outfit! Love these pants paired with a tee and flannel shirt.

Outfit linked HERE

A Henley sweater and barrel jeans with my low-profile sneakers felt great!

Outfit linked HERE

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Tops to Wear with Barrel Jeans

Okayyy, so you grabbed the barrel jeans and yes—they’re insanely comfy—but now you’re staring at your closet like… what do I even wear with these?! Don’t worry, I’ve got you. Here are 5 cozy tops I’m pairing with mine for cooler weather!

If you prefer video content, watch the reel HERE.

As always, everything I’m wearing is linked under each photo. If something is older or sold out, I’ll do my best to link something similar—you’ll see a note in the LTK app if it’s not the exact item. These are affiliate links, which means I earn a small commission if you shop through them. Thanks so much for your support, as always!

1. A basic long sleeve

A basic long sleeve top is the easiest one to think of, in my opinion. A basic long sleeve looks great tucked into a pair of barrel jeans. Add a necklace, scarf, or vest or accessory to make it even more fun!

Outfit linked HERE

2. A sweater 

your sweater can be a crewneck, a v-neck, a boat neck or any type. Mine is a crewneck and it’s a little more oversized with a kind of high-low hem. It’s one of my favorites and I think it looks so cozy with barrel jeans. 

Outfit linked HERE

3. A cardigan (unbuttoned as a layer or buttoned as a top)

A cardigan is one of my favorite layering pieces. Throw it over a tank, a tee, or a long sleeve and you’re super cozy. In the last few years I’ve also started wearing cardigans as tops, which is a great way to get more wear out of your cardigans! 

Outfit linked HERE

4. A sweatshirt

I’m wearing a crewneck sweatshirt here, but it can be a henley sweatshirt, a 1/2 zip sweatshirt, or whichever type is your favorite. I think this is a cute and casual look paired with the barrel jeans.

Outfit linked HERE

5. A blouse

I don’t have a whole lot of blouses in my wardrobe, but I do like to have a few for an easy and cute top to pair with jeans. This green one has a more cropped fit, so it pairs well with the barrel jeans. If I was wearing a less cropped blouse, I would probably do a little front tuck.

Outfit linked HERE

What kind of tops do you like to pair with your barrel jeans? Did I forget any that you like to wear? Let me know!

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15 Comfy Fall Outfits I’ve Worn Lately in Real Life

Fall weather has me dressing in warm colors, fun layers, and comfy sweaters and sweatshirts. I’ve been loving all of the fall outfits and staying cozy and warm!

Here are 15 outfits I’ve worn out and about in real life lately.

As usual, everything is linked below each photo. I use affiliate links—which means I make a small commission if you purchase using my links. I appreciate your support in helping me continuing to make content.

These brown leggings are so good (I really love the no front seam!) and they were really cute with my grey hoodie and Bearpaw slipper clogs.

Outfit linked HERE

This is one of my FAVORITE outfits lately. I loved the feminine lace skirt mixed with the green graphic tee.

Outfit linked HERE

I bought my Columbia fleece vest last year and was super happy to pull it out again as a layer when it got cooler. It’s always cute with a crewneck sweatshirt!

Outfit linked HERE

Burnt orange is one of my favorite colors and this babydoll top is so perfect for fall.

Outfit linked HERE

I was pleasantly surprised by how much I love these barrel jeans. Loose and comfy and cute!

Outfit linked HERE

A maxi skirt and sweater is a great fall outfit! Add some boots and a suede bag and you have the perfect fall look.

Outfit linked HERE

My 100% cotton button ups are some of my favorite layering pieces and I’m bringing them into fall with jeans!

Outfit linked HERE

This lace trim sweatshirt is so adorable. The lace adds fun detail and I paired it with comfy jeans!

Outfit linked HERE

This puffer pullover is another piece from last year and it’s a great light layer!

Outfit linked HERE

These brown barrel pants have been such a favorite! They’re cotton and twill and so comfy!

Outfit linked HERE

This was a hiking outfit for a day of chasing waterfalls. So fun!

Outfit linked HERE

My denim dress is sold out at this point, but it’s such a staple! I linked similar ones. It’s so cute with a cardigan layer and cute clogs.

Outfit linked HERE

My favorite Walmart crewneck is back in cream and some new colors (I picked up chocolate brown!)

Outfit linked HERE

This sherpa is so cozy and the perfect cozy layer! another piece from last year that I love.

Outfit linked HERE

Always love to pair my cowboy boots with denim shorts when it’s a warmer fall day.

Outfit linked HERE

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