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Long Sweaters to Wear With Leggings

In This Post: Nothing says cozy like shopping for long sweaters to wear with leggings. Elevate your everyday wardrobe with these winter tunics, oversized sweaters, and lengthy cardigans. | Some of the photos in this post have been taken by my dear friend Alex Barone

I am not ashamed to admit that my go-to look in the colder months has been reaching for long shirts and sweaters to wear with leggings and then completing the look with a cute pair of ankle booties. To get away with this outfit while looking put-together, adding the right long, oversized and tunic sweaters to your wardrobe really is the key, so I’ve rounded up a bunch of options for you below. If you’re already in the mood for lighter shades, be sure to check out these cozy spring color sweaters to start getting your sweater collection ready for those chilly pre-spring days.

**This post may contain affiliate links (which means I make a small commission when you shop from them) and gifted items because we all have to pay our bills, and I’d rather keep creating awesome content for you than get a real job. All opinions are my own. As an Amazon Associate I earn from qualifying purchases.**

Can you wear a sweater with leggings?

Obviously, the answer is, yes! In addition to finding the right sweaters, the right pair of leggings is also important. I’m never afraid to invest in quality when it comes to leggings because I’m constantly moving around (especially now that I watch my niece and take her with me to whatever the day has in store) and I never want to have to worry about my bottoms being see-through. I’m wearing this pair of leggings from Spanx (also available here) in all of these photos and they are worth every single penny! I’ve never gotten more wear out of a pair of pants in my life. The premium ponte fabric ensures a polished looking outfit every time regardless of it I’m styling them with a comfortable ankle bootie, professional-looking flat, or fashionable sneaker.

The Best Sweaters to Wear With Leggings

Most of my favorite options, like the pink and red cowl neck pullover I’m featuring in this post, have come from Stitch Fix (a personal styling company I work for and support!). You can get a $25 credit by signing up here. They are really on top of the cute and cozy sweater game this season.

From traditional retailers, here are my current favorites:

Super Cozy Oversized Sweaters with Leggings

These roomy, slouchy sweater options ensure you’ll stay just as comfortable as you do chic. Throw one on when you’re headed out to run errands in the cold or grabbing coffee with a friend. I love pairing this colorblocked oversized sweater with leggings for a seasonally colorful look.

Chic Tunic Sweaters

If you’re looking for long oversized tunic sweaters, the raved about Free People Easy Street Tunic is the way to go – and it comes in a variety of colors! There’s also a number of budget-friendly tunic sweaters on Amazon like this soft v-neck pullover that people rave about buying multiple colors of, this one if you’re looking for a chunkier knit option, or opt for this classic cable knit tunic pullover for a style you can reach for year after year. 

Long Cardigan Sweaters

For more versatile options, particularly when the temperature varies drastically throughout the day, you can’t go wrong with a comfortable basic top and a long cardigan as another sweater option to style with leggings. Especially noteworthy among these choices is the leopard print. I love this lighter touch on the fall and winter animal print trend.

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