12 Real-Life Comfy Fall Outfits I’ve Worn Lately
I’m back with some more Fall outfit inspiration! October has been the perfect combination of Fall weather with a chill in the air and sunny days that make the ever-changing leaves even prettier. I’ve been enjoying putting together new combinations of outfits with some newer pieces and lots of my old favorites. It’s always a good day when I can create an outfit I feel great in and that I also can wear comfortably. Here are twelve of the looks I’ve worn in October–I hope they can give you some ideas for comfy fall outfits!
As usual, I use affiliate links to link my outfits. This means I earn a small commission if you purchase anything using my links–this helps me keep creating free content like this for you to enjoy. I appreciate your support more than you know. Thank you!

Orange and black is a no-brainer color combo for October! I own this tee in many colors and I have been wearing these 100% cotton barrel style pants a bunch. They are so comfy! Paired it all with my favorite denim button up to finish up the look.
outfit linked HERE

I love when the weather allows me to wear a mini skirt or dress with a layer and tall boots. It’s such a fun combo that really only works a few times a year!
outfit linked HERE

I don’t always do 3 colors in an outfit, but it’s so fun to do! I love a green and orange combo and the red makes it so much cuter.
outfit linked HERE

We had an extremely rainy and dark day and I wanted to dress to boost my mood– this cardigan really did the trick. It’s so bright and cheery!
outfit linked HERE

and then later I stayed cheery but changed into sweatpants!
outfit linked HERE

I have been loving the comeback of the windbreaker– this one is fashionable and functional! I paired it with these wide leg jeans I’ve been loving and comfy sneakers (only $25!).
outfit linked HERE

I LOVED this outfit that I wore for church . It gave me 90s vibes but with a fun boho flair.
outfit linked HERE

I bought a couple knit triangle scarves and they’re so cozy and cute. I wore the red one (I also got black) with a cream sweater and cute little denim mini skirt and tights.
outfit linked HERE

Thesev sweatpants are part of the cutest little Old Navy matching set and the color is perfect for Fall and they’re so comfy. Paired them with a sweater, puffer vest, sneakers and a crossbody bag to take my kiddos to tae kwan do.
outfit linked HERE

Is there anything cuter for cold weather than corduroy pants? These are a favorite of mine! The color is a cross between green and brown so they’re so versatile. They look cute styled casually with a crewneck sweatshirt and a red beaded necklace for a pop of color.
outfit linked HERE

We took out kiddos on a Saturday morning coffee and treats date and then the library and I wore a super comfy outfit. This green beanie that I got for Christmas last year and I wore a ton (and LOVE!) is back in stock too.
outfit linked HERE

Love these pants forever and ever!
outfit linked HERE

We had an unseasonably warm day and I took advantage of it and wore a fun and flowy outfit.
outfit linked HERE
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.
outfit linked HERE

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


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.
outfit linked HERE

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.
outfit linked HERE

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

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.
outfit linked HERE

Wearing these cotton barrel pants again. So comfy and cute with everything!
outfit linked HERE
End of September Outfits
September is over and October is here. It was another good week or so of cute fall outfits!
Admittedly, we were having some warmer weather, so there’s less layers and more warm weather fall styles in this round up. I think going forward it’s supposed to be more seasonal temps so ALLLLL the fall fashion inspo will be headed your way!
If you prefer video content, watch the reel HERE.
Every item (or a similar alternative if it’s an older piece—this will always be noted in the LTK description if it’s not the exact match) will be linked below each photo. These are affiliate links, which means I earn a small commission if you choose to make a purchase through them. There’s no added cost to you, and your support allows me to keep creating content like this. Thank you!?

Of course we had to go and get cider donuts in September and this is what I wore. It was perfect for a warm fall day!
Outfit linked HERE.

We had our first MOMco meeting of the year and I wore this comfy look! My bag is from Oikos Handmade and I recently won it in a giveaway!
Outfit linked HERE.

Just an easy warm fall day outfit! My sweater tank is older so I linked similar ones!
Outfit linked HERE.

This outfit was an unexpected color pairing but I love how it turned out!
Outfit linked HERE.

Forever and always love these textured tanks! I own them in three colors.
Outfit linked HERE.

Comfy and casual outfit! These shorts were restocked and I love em.
Outfit linked HERE.

This dress is from Not Perfect Linen and made to my custom measurements. Dress is linked HERE and I’m wearing creamy brown.
Rest of outfit HERE.

We hiked a small mountain & this is what I wore! This cute graphic sweatshirt is from Mountain Moverz (use MARISSA20 for $$ off).
Outfit linked HERE.

I shared this outfit in my last post “black and brown outfit combos”, but I wore it last week! Love these pants and also own them in cream.
Outfit linked HERE.

Comfy linen pants outfit! My pants are unavailable so I linked similar.
Outfit linked HERE.