10 Chunky Knit Sweaters Rory Gilmore Would Totally Approve of

These high-quality and cozy jumpers will truly never go out of style.
models and alexis bledel in chunky knit sweaters

Models and Alexis Bledel in chunky knit sweaters.

It’s no secret that fashion trends run in a cycle. What was cool two decades ago is chic again today, and significantly more in style that something that was in just five years ago. A chunky knit sweater, however, will forever be timeless. But surprise, surprise, the specific, neutral oversized jumper that Rory Gilmore wore in the Gilmore Girls pilot 23 years ago is trending again. 

We’ve got you covered—whether you’re in need of a new cozy winter pullover or the perfect date night number. Fit right into the small town, laid-back yet sophisticated coastal grandmother aesthetic of Stars Hollow, Conn., with these fun options. Pair them with jeans for a daytime look, a mini skirt and boots for a more dressed up alternative, or toss the sweater over leggings for a super cute and casual ensemble.

Below are 10 high-quality, comfortable, chic and Gilmore-approved chunky knit sweaters that will last years in your closet and never go out of style. 

Princess Polly Anaya Oversized Sweater Monday Blues, $65 (us.princesspolly.com)

This sweet blue sweater is the perfect oversized statement piece. Wear it with white jeans, tuck it into slacks or opt for a more casual look and pair it with leggings.

Levi’s Rae Cable Knit Sweater, $75.60 (levi.com)

’Tis the year of Emma Chamberlain’s signature cable knit look. 

Gap 24/7 Split-Hem Cable Knit Sweater, $35 (gap.com)

This beautiful gray sweater is the most chic and comfortable piece. Dress it up with a black skirt for a holiday party, or wear it with your loosest jeans and feast up on Christmas day.

Aritzia Sunday Best Peggy Sweater, $128 (aritzia.com)

If you’re on the fashion side of TikTok, you’ve seen this sweater all over your For You Page. The warm wool sweater comes in 13 gorgeous shades to fill any color gaps you might have in your wardrobe.

John Galt Cream and Navy Striped Brianna Sweater, $38 (pacsun.com)

This affordable, comfy striped sweater is neutral enough to be an everyday staple, but unique enough to make you look put-together regardless of what you wear as bottoms.

Mango Zip Neck Jumper, $59.99 (mango.com)

We’ve had our eye on this new, funky neckline quarter-zip number since it came out.

Aerie Unreal Sweater, $35.97 (aerie.com)

We’re torn between all 12 shades, but one thing’s for sure: this affordable knit has the cutest ribbed sleeves and is certainly on our Christmas wishlist.

Gap 24/7 Split-Hem Crewneck Sweater, $69.95 (gap.com)

Gap strikes again. We’re obsessed with how this striped sweater serves ultimate winter quiet luxury vibes.

Maeve Easy Pullover Sweater, $82.60 (anthropologie.com)

If you’re in the market for something that hits right at your hip, or is cropped if you’re a bit taller, this is a great option. Plus, it comes in so many cute colors.

& Other stories Relaxed Fit Knitted Sweater, $69 (stories.com)

I own this sweater in purple and I’m definitely en route to purchasing one more in the near future. It’s just too perfect not to own multiple versions of.

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Ananya Panchal


Ananya Panchal is a NYC-based Lifestyle & Trending News writer at SI Swimsuit. Before joining the Swim team, the Boston University Alum worked for culture & entertainment beats at Bustle, The San Francisco Chronicle and the TODAY Show. When Ananya is not writing or doom-scrolling on social media, she can be found playing sudoku, rewatching One Tree Hill or trying new restaurants. She's also a coffee and chocolate (separately) enthusiast.