20+ Cute and Casual Dresses for Winter on Amazon
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Are you looking for the best casual dresses for winter? Check out this list that’s filled with tons of cute winter dresses, all available on Amazon!

I live in Minnesota, meaning our winters are cold, a bit gloomy, and I take any and every excuse to dress in warm and comfy clothes.
But just because I want warm and comfy doesn’t mean I necessarily want to completely forgo style. (Granted, I live in leggings and oversized sweaters pretty much all season long, so I’m certainly no fashionista.)
But now and then, it’s super fun to pair a casual winter dress with some tights and boots for a chic, yet comfy cozy look!
So whether you’re here because you’re looking for the best casual dresses for winter to wear as an everyday look or you want a winter-appropriate dress for a casual event, you’ve come to the right place!
The Best Casual Dresses for Winter
Many of these winter dress options are available in Amazon Prime’s Try Before You Buy program, meaning you can have the dress shipped to you (for free!) to try on before committing to purchasing it.
Click here to learn more about the Try Before You Buy program.

This dress is the perfect way to stay comfy and show off your curves! Available in sizes S-XL.

This dress is great for casual wear and can be paired with leggings and booties for that go-to winter look! Available in sizes S-XXL. This item is also available in the Try Before You Buy program.

This dress is the perfect dress for those casual outings! Available in sizes XS-XL. This item is also available in the Try Before You Buy program.

This dress will give you that boho look during those cold winter months! Available in sizes S-XXL.

This dress is great for daily wear and can be styled in many different ways! Available in sizes S-XXL.

This dress looks flattering on anyone and achieves that pink winter look! Available in sizes S-XL.

I’m obsessed with the cozy look and color of this dress! Available in sizes S-XL.

This dress can definitely be considered versatile with how gorgeous it would look in every season! Available in sizes S-XXL.

Pair this outfit with a brown eye look and nude lip for going out! Available in sizes XS-3XL.

This turtleneck dress is a must-have statement piece for any closet! Available in sizes XS-XXL.

This dress is super easy to style up or down for any winter event! Available in sizes XS-XXL.

A dress perfect for keeping you stylish during those cold winter evenings! Available in sizes S-XL.

This dress is THE perfect casual dress for running errands or a casual night out! Available in sizes XXS-5X. This item is also available in the Try Before You Buy program.

This dress would look super cute with a messy bun and statement piece of jewelry! Available in sizes S-XL. This item is also available in the Try Before You Buy program.

This dress is giving all the holiday vibes with the forest green and knitted design! Available in sizes S-XL.

This dress is definitely a must-have in anyone’s closet and would look gorgeous with a pair of brown or white booties! Available in sizes XXS-5X.

This dress will ensure you’re comfy and cute! Available in sizes S-XL.

This dress can be dressed down with a pair of sneakers and messy bun, or dressed up with a pair of knee-high boots and bold makeup! Available in sizes S-XL.

This dress would look gorgeous layered with a cool toned jacket or sweater! Available in sizes S-XXL. This item is also available in the Try Before You Buy program.

This dress is the perfect holiday mini dress for ANY occasion! Available in sizes S-XXL.

Update your wardrobe with this beautiful and elegant turtleneck dress! Available in sizes S-XL. This item is also available in the Try Before You Buy program.

This dress will keep you covered up and warm for those extra cold days! Available in sizes XS-6X.

This dress would be perfect for those outdoor or indoor events! Available in sizes S-XXL. This item is also available in the Try Before You Buy program.

I’m loving the cable knit style this winter! They’re the perfect winter wardrobe addition! Available in sizes S-XL. This item is also available in the Try Before You Buy program.

