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.
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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.
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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!
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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!
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Loving this forest green color. It’s so pretty! I have this super cozy sweater in 4 colors now.
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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!
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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!
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We went to a game night at our friends’ house and this was comfy and I felt really good in it.
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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.
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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!
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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
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.
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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.
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.
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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.
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.
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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
Summer to Fall Outfits (15 of my Recent Real-Life Looks)
September is here and with that our weather here in Northern NY has cooled down drastically. We have still had some warmer days, but the majority of the days have been in the 60 and 70s which means I am starting to pull out my fall wardrobe.
I’m really loving the trees beginning to change colors and the cool breeze and I am getting SO excited to pull out my jeans, clogs, socks, sweaters and all my favorite fall layers again. Here are some of the early fall outfits I’ve worn so far in September, with lots of easy, casual, and comfortable outfit ideas for those in-between days when summer is ending and fall is beginning.
I will link all of my outfits below each photo, and I do use affiliate links. This just means I earn a small commission if you purchase something (at no additional cost to you) and I so appreciate your support! Thank you!
I love “sweater and shorts” weather! This is a cotton sweater and these are linen blend shorts so I’m super comfy
outfit linked HERE
You’ll see a lot of my denim shirt(s) in this round up and all of my fall outfits. They are such a staple wardrobe piece for me!
outfit linked HERE
I decided to try these barrel jeans last year and I ended up loving them. I was excited to pull them back out this year.
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I love a black and denim look. it just always works for me!
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This midi skirt (it’s a maxi on my because I’m petite) is one of my favorites. I wear it in all 4 seasons!
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I love these pants so much. They’re comfy, make me feel like a cool mom, and so easy to wear! I also have them in green.
outfit linked HERE
I love these wide leg Gap jeans so much! They’re so comfy and mold to your body as you wear them. They come in petite, regular, and long too (I’m wearing petite).
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This skort is mom friendly and adorable! I have loved wearing it this last half of summer and I know I’ll be excited to pull it back out again next spring/summer.
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This lace skirt is my take on the fun sheer lace skirt trend. It’s fun, it’s comfy and it’s so cute!
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I bought this denim dress last year, so it’s older, but Old Navy has one almost exactly like it (with patch pockets). It’s such a staple piece for me! So cute styled so many ways.
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A comfy little running errands outfit!
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Track pants are another fun trend I love! So comfy and cute.
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We spent a family day at The Wild Center finding the Thomas Danbo trolls. It was so fun!
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This little skirt has been such a fun piece to wear! Neutral and cute with so much.
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Another fun little wrap skirt, but this one is denim. I paired it with a tee, cardigan and tall boots (mine are from my college days!)
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