As we slog through this loooong month of January, I thought I’d round up some casual winter outfits to help inspire you to shop your closet for new ideas. Maybe you’ll even find one or two things you want to add to your wardrobe to get you through the rest of the season!
SIZING NOTES: I’m 5’5″ and I usually wear a small in tops, a 28 or 29 in jeans, and a size 8 shoe. Gifted items are indicated by c/o; everything else I purchased myself.
20 Casual Winter Outfit Ideas
#1. I love this leveled-up look with washed black flares, camel cocoon coat, and plaid scarf.
Underneath, I’m wearing my favorite Equipment cashmere v-neck sweater in camel.
#2. I’ve shared this outfit a lot this winter, but it’s one of my favorites. So simple, but the plaid scarf and oversized sunnies really amp up the style factor, and I linked similar options for less.
Underneath, I’m wearing the Jenni Kayne ivory fisherman sweater, and Quince has a similar version for less.
Here’s how it looks with bootcut jeans and more of a Western style bootie.
#3. And this is a more affordable version of pretty much the same outfit, from Gap Factory.
#4. This layered look with black pants is a favorite from last year. If it’s too cold for a denim jacket where you live, you could definitely swap it out for a wool coat.
#5. And here’s another layered look I’ve always loved. I’d just swap out the skinnies for straight ankle jeans.
#6. Don’t forget about your white jeans when styling winter outfits! If you put them away for fall, this is a great time to pull them out again. They pair perfectly with winter brights for a fresh and unexpectedly chic look this time of year.
#7. Here’s an easy outfit with bootcut jeans and a bold sweater. I love the colorful stripes grounded on this black rib knit sweater, and I chose black boots to bookend the look.
#8. This outfit may not look very wintry, but it’s a good one for those in the south with milder winter weather. I often wear this around the house. My embroidered sweatshirt sold out, so I linked a similar one.
#9. Here’s another look with an elevated sweatshirt of sorts. It’s more of a thermal, but anyway! I love this bright pink, and the light wash straight leg jeans over black lug sole Chelsea boots is very much on trend right now.
#10. And this is an easy one to recreate… just layer on all the black! Bonus points for a mix of textures for added interest.
#11. This is pretty much the same outfit with a camel sweater underneath. If it’s too cold where you are for mules, you could swap them out for boots.
#12. I also love a grey sweater with denim and a black leather jacket on top.
#13. I do black and grey a lot in the wintertime… Here’s a similar look with black jeans instead of blue.
And this time, I wore a vest rather than a leather jacket.
#14. If you’re tired of all the neutrals, pink is a huge trend this winter. This cozy sweater is a splurge, but I found a similar option for less.
#15. And this cashmere boatneck sweater is one of my favorites. I have the merlot and the peacock blue. The merlot sold out, but I love that berry color.
#16. And here’s a similar look with the peacock blue.
Here’s the same look leveled a bit for a dinner out.
#17. Sometimes I wear this sweater with medium to light wash blue jeans; in this case, I usually wear a lighter bootie.
#18. Outerwear can really make or break and outfit; I love a plaid coat over a neutral combo like this oatmeal sweater and grey jeans. I’d swap the mules for boots to make this more winter-appropriate.
#19. Or a teddy coat is a trendy option. I love this camel color over an all black outfit.
#20. I also like this brown faux leather moto over a neutral outfit. The sneakers provide a fun juxtaposition, but you can also wear booties.
#21. When you want to keep it casual joggers are always a good option. This is another outfit that is better suited for milder winters… I wouldn’t be wearing this with snow on the ground, but we get some mild winter days here in Philly.
#22. And I shared this just recently, but it’s a fun casual look that will carry you into spring.
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