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!
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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.
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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!
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and then later I stayed cheery but changed into sweatpants!
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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!).
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I LOVED this outfit that I wore for church . It gave me 90s vibes but with a fun boho flair.
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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.
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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.
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Love these pants forever and ever!
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We had an unseasonably warm day and I took advantage of it and wore a fun and flowy outfit.
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Easy Fall Outfit Ideas for Moms Who Love Casual Style
We have been doing ALL the Fall things in October. We’ve enjoyed lots of walks in the woods (which our Bernese Mountain Dog LOVES!), a trip to the Adirondack Mountains to drive up Whiteface mountain and see the Fall foliage, plus backyard hangs, cozy fires in our woodstove, and getting the hot tub back up and running. We’re enjoying the Fall season immensely. Here are some of the outfits I’ve been wearing while enjoying it all!
As always, you’ll find affiliate links throughout my outfit posts. If you shop through my links, I may earn a small commission at no extra cost to you. Your support means so much to me and helps me continue sharing outfit ideas with you. Thank you so much!

These pants have been a favorite (you can see two more ways I’ve worn them in the previous blog post) and I loved pairing them with one of my favorite colors–chartreuse!
outfit linked HERE

We did have a pretty warm day where I decided to wear these boxer shorts (that I own in 3 colors) and a cotton tee and cotton denim shirt. I love the mauve/pink color!
outfit linked HERE

Loving this forest green color. It’s so pretty! I have this super cozy sweater in 4 colors now.
outfit linked HERE

It’s not Fall without flannel! This one is 100% cotton and has the perfect oversized fit. It comes in 8 color combos and is just so good!
outfit linked HERE


This is what I wore to explore the Adirondacks and Whiteface mountain (with an addition of a puffer pullover at the top of the mountain–pictured below). Super comfy!
outfit linked HERE

We went to a game night at our friends’ house and this was comfy and I felt really good in it.
outfit linked HERE


This is what I wore at the top of Whiteface Mountain–It’s about 15 degrees colder up there than at the base of the mountain.
outfit linked HERE

This sweat set is so comfy. Perfect for a slow morning around the house.
outfit linked HERE

Like I said, we’ve been taking lots of walks in the woods and enjoying the fresh air and pretty leaves.
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Love this bright cherry red cardigan. It’s so fun for a pop of color and going into the holiday season too!
outfit linked HERE

These khaki pants are so comfy with a stretchy elastic waistband all the way around. They’re so cute dressed up or dressed down.
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Personally, I think chartreuse and green is an underrated color combo. It looks so good together!
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Needed a comfy cozy outfit for a little birthday celebration for my oldest (he’s 9! I can’t even believe it!) and this worked so well.
outfit linked HERE