Learn how to wear an oversized turtleneck sweater and look fabulous not frumpy! I’m sharing simple styling tips to make wearing an oversized sweater a breeze.
In addition, you’ll find 13 different turtleneck sweater looks to kickstart your outfit styling. You’ll never wonder how to style an oversized sweater again.
For more oversized styling tips, check out my shapeless dress post.

Fitted and oversized trends come and go, but I feel the oversized sweater has become a classic wardrobe piece. Regardless of this change, staying true to your personal style is most important.
Plus, you can always mix old classics with new trends for a timeless yet modern look. Whether pencil skirts are in one season, and flowy maxi skirts the next, there’s an oversized turtleneck style that will work with both.
While a baggy sweater is super comfy, knowing how to style it can be challenging. Are you supposed to let it hang or tuck it in? Which kind of pants style should you wear it with? Can it be worn with a dress?
If these questions sound familiar, or you just need a bit of style inspo, then you’ve come to the right place! I’m sharing everything you need to know about styling the oversized turtleneck sweater.
Style shouldn’t be complicated. I love taking a single item like a satin blazer, slip dress, or faux fur vest, and finding multiple ways to wear it.
Keep scrolling for all my styling tips! Use the drop down Table of Contents menu to navigate this post.

What is an Oversized Turtleneck Sweater?
The name pretty much says it all. It’s a knit turtleneck sweater that’s meant to be loose and baggy. This oversized shape makes it perfect for fall and winter wardrobes where layering is a must. It can also vary in style and fabric, from cropped to sleeveless, or wool to synthetic.
What to do With an Oversized Turtleneck Sweater?
- A front tuck – Tuck one end of your sweater into the center of your waistline.
- A belt tuck – Wear a waist belt over a dress, pop on your sweater, and tuck it into the belt. Et voila! A front tuck on a dress.
- A side tuck – Switch things up and put your tuck on the side for an asymmetrical look.
- Let it hang – Pair a loose baggy sweater with fitted bottoms like leggings or skinny jeans to create balance.
- Add a waist belt – Wearing your belt over the sweater gives it shape.
- Wear it with layers – Take advantage of the roominess layering thermals, tanks, or camisoles underneath for extra warmth.
How to Wear an Oversized Turtleneck Sweater
Get inspired with these 13 oversized sweater looks.
1. Pair it With Scarf Pants
If you love an outfit that’s as comfy as pajamas, but chic enough for a dinner date, then a style like this is your jam! Scarf pants paired with an oversized sweater is the epitome of style plus comfort.

Lulus Satin Scarf Pants | Black Turtleneck Sweater | Nine West Heels (sold out, similar )
2. Try a Turtleneck Sweater Dress
Yup, the oversized turtleneck also comes in dress versions. These are the easiest one and done fall outfits! If weather is extra chilly throw on some leggings and knee high boots and you’ll be comfy and toasty!

SaksOff5th Dress | Velvet Pom Pom Flats | Frances Valentine Handbag
3. Style it With a Slip Dress
A silky slip dress looks like a maxi skirt when paired with a loose turtleneck sweater. To get the front tuck, wear a waist belt and tuck your sweater into it.

Light Grey Sweater (similar) | Target Slip Dress (similar) | 27 EDIT Knee High Boots
4. Go Casual With a Rain Jacket and Boots
Paired with rain boots and jacket, an oversized turtleneck sweater is a classic yet practical look for chilly fall weather. I love that the rain jacket is slightly cinched in at the waist.

White Turtleneck Sweater (old) similar
5. Wear it With Skinny Jeans
I love wearing this pom pom sweater is with skinny jeans and a front tuck. Slide on a pair of flats like loafers or mules, and this look will quickly become you’re go-to fall outfit!

Loft Striped Sweater (old, similar) | Birdies Velvet Flats (sold out, similar) | Loft Jeans | Rain Jacket
6. Pair it With a Maxi Dress
Get the most wear from your summer wardrobe with this look. Pair a strapless maxi dress with a cropped sleeveless turtleneck and suede boots. Transitional clothing at its best!

H&M Sweater (sold out, similar) | Blondo Boots
7. Let it Hang Loose With Skinny Jeans
Crisp white jeans balance out an oversized turtleneck sweater. Just because a sweater is baggy doesn’t mean it has to be tucked in.

Green Turtleneck Sweater | JCrew White Jeans | Velvet Pom Pom Flats
8. Try a Knit Skirt
You can also pair an oversized sweater with a knit fitted skirt. You can make this a casual look with leather sneakers or dress it up with heels or boots.

H&M Knit Skirt | Oversized Green Turtleneck
9. Pair it With a Mini Skirt
Wear an oversized turtleneck with a miniskirt. Give it a front tuck so the skirt isn’t hidden under the sweater. Keep legs warm with tights and over the knee boots.

Boden Green Skirt | Boden Navy Striped Sweater | Jeffrey Campbell Boots
10. Pair it With Flair Bottoms
Skinny jeans aren’t the only option. An oversized turtleneck works great with a pair of fitted flair jeans. Give it the front tuck or opt for a cropped version to give this look balance.

Green Sweater | Birdies Embroidered Shoes | Express Pink Flaired Pants
11. Style it With a Maxi Skirt
Create carefree bohemian vibes with a maxi skirt paired with an oversized sweater. If you’re not into the baggy look, give your sweater a front tuck, opt for a cropped version, or layer a waist belt over your sweater.

Jeffrey Campbell Boots | Floral Skirt | H&M Sweater
12. Layer it With a Button Up Shirt
The classic button up gets a touch of glam with faux leather pants and boots. Make sure the shirt sleeves and hemline of the button up are longer than the sweater so they stick out.

Blue H&M Sweater | Banana Republic Striped Shirt | Faux Leather Spanx |
27 EDIT Boots | Kurt Geiger Velvet Slides
13. Wear it With Leggings and Sneakers
Wear an oversized sweater with leggings and sneakers as a comfy athleisure wear outfit.

Reiss Cashmere Sweater | Zella Pink Leggings | New Balance Sneakers
Frequently Asked Questions
Smooth out the turtleneck so it’s not folded over. Then fold it onto your sweater so it’s no longer sticking out. Fold your sleeves and bottom hemline as usual.
Absolutely! Oversized turtleneck sweaters are a classic for fall and winter wardrobes.
Start with a good bra. If you’re looking for warmth, an oversized sweater is perfect for layering thermals, camisoles, tank tops, long and short sleeve shirts, and even a thin turtleneck. Fitted layers also help to keep body heat in.
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More oversized sweaters I’m loving!

Dark Pink Turtleneck Sweater – Anthropology

JCrew – Light Pink Knit Turtleneck

Calvin Klein – Orange Knit Turtleneck


Banana Republic – Cream Oversized Sweater


H & M – Light Green Oversized Sweater

H & M – Khaki Green Turtleneck

Boden – Light Blue Knit Turtleneck

River Island – Oversized Lilac Sweater

Sezane – Soft Grey Turtleneck Sweater

Net-a-Porter – Bold Black & White Oversized Sweater
How would you style an oversized turtleneck sweater? Comment below!