Oversized Pullovers

Oversized pullovers are the ultimate fashion hug you didn't know you needed, and we're here to make sure you rock them with all the confidence of a runway queen. These cozy companions are your go-to for those days when comfort meets style, effortlessly blending laid-back vibes with a chic twist. Perfect for layering or making a statement all on their own, oversized pullovers are your ticket to looking fabulous while feeling like you're wrapped in a cloud. Whether you're lounging at home or stepping out for brunch with the girls, these pullovers have your back – literally! So, get ready to strut your stuff and embrace the oversized pullover life because you're about to become the trendsetter everyone wants to follow.

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Windsor Sweet And Cozy Oversized Knit Sweater Bolero in Natural

Best Seller

Windsor Sweet And Cozy Oversized Knit Sweater Bolero in Natural

$29.90

A natural oversized knit sweater bolero with slouchy sleeves and an ultra-cropped hem.

Windsor Comfy Trend Plaid Woven Oversized Shacket in Ivory

$59.90

An ivory plaid oversized shacket with a collared neckline, perfect for casual virtual gatherings.

Best Seller

Weekend Mood Oversized Sweater in Black

$39.90

An oversized black sweater featuring soft rib knit fabric, a crew neckline, and relaxed long sleeves.

Plaid Passion Oversized Faux Wool Shacket in Brown

$59.90

An oversized brown plaid shacket with faux wool and suede lining, perfect for cozy, casual styling.

Windsor Cuddle Up Collared Cable Knit Sweater in Brown

$36.90

A brown cable knit sweater featuring a collared neckline, oversized long sleeves, and a cropped hem.

Easy MVP Tiger Print Jersey Top in Burgundy

$26.90

An oversized burgundy mesh jersey top featuring bold tiger-print numbers and sporty sleeve stripes.

Cozy Mood Cable Knit Pullover Sweater in Rust

Sale

Cozy Mood Cable Knit Pullover Sweater in Rust

$17.97 $34.90 49% off

A rust-colored cable knit pullover sweater featuring ribbed hems and a crew neckline.

On My Game Graphic 01 Jersey T-Shirt Top in Navy Blue

$26.90

An oversized navy blue mesh jersey tee featuring varsity stripes and a bold front 01 graphic.

Sale

Ultra Game NFL Kansas City Chiefs Pull-Over Top in Red

$6.97 $49.90 86% off

A red cotton-blend off-the-shoulder pullover featuring striped details and a Kansas City football graphic.

Windsor Ultra Game NBA Houston Rockets Crop Sweatshirt in White

$36.90

A white cropped sweatshirt in soft french terry with bold Houston Rockets graphics and relaxed long sleeves.

Checked Out Button-Up Cardigan Sweater in Mocha

Sale

Checked Out Button-Up Cardigan Sweater in Mocha

$9.97 $44.90 78% off

A mocha checkered knit cardigan with relaxed long sleeves, ribbed cuffs, and button-up front closures.

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Sweet And Cozy Oversized Knit Sweater Bolero in Navy Blue

$29.90

(47)

Layer on this sweater bolero for a sweet look and cozy feel! The sweater features slouchy long sleeves with ribbed cuffs, an open front design, an oversized silhouette, and an ultra-cropped hem on soft and stretchy knit fabric. Complete the look with strappy heels for a day out with bae! Fit & FeaturesSlouchy long sleeves, ribbed cuffs, Open front design, Ultra-cropped hem, Oversized silhouette, Sweater knit fabric, soft and stretchy, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sweet And Cozy Oversized Knit Sweater Bolero in Navy Blue | Size: XS | Knit Fabric

Cozy Charm Cropped Knit Cardigan Sweater in Black

$34.90

(14)

Cozy and charming, this knit cardigan offers a classic design with a button-down front for versatile styling options and a cropped hem. Fit & FeaturesKnit fabrication, moderate stretch , Button-down front , Long sleeves, Cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cozy Charm Cropped Knit Cardigan Sweater in Black | Size: M | Knit Fabric

Windsor Sunday Edit Off-The-Shoulder Sweater in Blue

$32.90

(7)

The sweater that says “effortless but cute” every time. With a slouchy off-the-shoulder neckline and relaxed fit, it’s perfect for a cozy-meets-chic vibe. Fit & FeaturesSoft knit stretchy fabric , Off-the-shoulder neckline, Long sleeves, Crop-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Sunday Edit Off-The-Shoulder Sweater in Blue | Size: L | Knit Fabric/Stretchy Fabric

Sale

Cozy Mood Cable Knit Pullover Sweater in Rust

$17.97 $34.90
49% off

(4)

Fit & FeaturesOpen cable knit fabric, Ribbed hems, Crew neckline, Long sleeves, Mid-length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cozy Mood Cable Knit Pullover Sweater in Rust | Size: L | Knit Fabric

Breezy Nights Crop Crochet Sweater in Black

$29.90

(4)

Embrace effortless style with this crochet sweater perfect for styling over a swimsuit or tank top. This sweater offers a blend of comfort and allure with relaxed long sleeves, a flirty one-shoulder neckline, and a cropped hem. Fit & FeaturesSheer crochet knit fabric, One-shoulder neckline, Relaxed long sleeves, Cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Breezy Nights Crop Crochet Sweater in Black | Size: L | Knit Fabric

Windsor Layer Check Mock Neck Zip-Up Sweater in Black

$36.90

(4)

Cozy, but make it cool. This mock neck zip-up sweater gives effortless flair, perfect for layering or styling on off-duty days. Fit & FeaturesSoft, stretchy knit fabric, Fitted long sleeves, rib knit cuffs, Rib knit mock neckline, Front zip-up closure, Fitted silhouette, Rib knit hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Layer Check Mock Neck Zip-Up Sweater in Black | Size: M | Knit Fabric

Windsor Cuddle Weather Eyelash Knit Cardigan Sweater in Ivory

$42.90

(3)

Snuggle up in this eyelash knit cardigan sweater. With its soft, cozy fabric and relaxed dolman sleeves, it's your go-to for effortless chic vibes. Fit & FeaturesSoft, cozy eyelash knit fabric, Dolman relaxed long sleeves, Open front design, Relaxed fit hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cuddle Weather Eyelash Knit Cardigan Sweater in Ivory | Size: S | Knit Fabric

Cool Intentions Long Sleeve Knit Bolero in Brown

$29.90

(3)

Layer it, slay it—this bolero is the ultimate fall cool-girl combo. Throw it on with your fave crop top or dress and you’re instantly serving street style. Fit & FeaturesKnit fabric, Long sleeves, Open front design, Ultra-cropped length hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Cool Intentions Long Sleeve Knit Bolero in Brown | Size: XS

Windsor Fall Mornings Chenille Knit Cardigan Sweater in Ivory

$34.90

(2)

The cardigan your fall lineup was waiting for. This ribbed chenille cardigan wraps you in an ultra-soft, cozy feel with a relaxed drape that goes perfectly over your favorite knits, dresses, or lounge sets. Ideal for crisp mornings, coffee runs, and everything cozy in between. Fit & FeaturesSoft chenille knit fabric, Open front draped design, Long sleeves, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Fall Mornings Chenille Knit Cardigan Sweater in Ivory | Size: M | Knit Fabric

Adorably Cozy Eyelash Knit Button-Down Cardigan Sweater in Ivory

$32.90

(2)

Get cozy in this eyelash knit button-down cardigan sweater. With a V-neck, long sleeves, and fitted cropped hem, it's your go-to for effortless style and comfort. Fit & FeaturesEyelash ribbed knit fabric, moderate stretch, V-neckline, Long sleeves, Button-down front, Fitted cropped hem, Runs true to size, Free Shipping on All Orders Over $75. | Windsor Adorably Cozy Eyelash Knit Button-Down Cardigan Sweater in Ivory | Size: L | Knit Fabric

Oversized Pullovers

Oversized pullovers are the ultimate answer to those “I want to look cute but feel like I’m still in bed” days—especially when December brings a chill that lingers long after your morning coffee. There’s a reason they’re a cold-weather staple: nothing else nails that blend of effortless style and all-day comfort quite like a roomy, slouchy pullover. Whether you’re layering up for a snowy campus commute, working from your favorite corner of the coffee shop, or just having a lazy Sunday at home, oversized pullovers have a way of making every outfit feel intentional without ever trying too hard. Picture this: you throw one on over your go-to leggings or bike shorts, maybe add a chunky boot or a sleek sneaker, and suddenly you’re out the door—warm, relaxed, and somehow still put together. It’s the kind of piece that lets you play with proportions, balancing the cozy volume on top with streamlined bottoms for a look that feels modern, not messy. And if you’re someone who lives for a little extra drama, an oversized pullover is practically begging to be layered over a collared shirt or styled with a statement belt to cinch the waist and switch up the vibe.

Gift-giving season is basically made for oversized pullovers, and not just because they’re one-size-fits-most in spirit (and sometimes in reality). They’re the kind of piece that works for everyone—your sister who borrows your clothes, your roommate who’s always cold, or your friend who’s impossible to shop for. There’s something universally appealing about wrapping up in a cloud-soft knit or a plush thermal that feels like a wearable hug. They’re also a low-stress style solution for anyone who wants to refresh their winter wardrobe without overthinking it. If you’re shopping for yourself, think beyond just color and fabric—look for details that match your mood. Maybe you’re into a bold cable knit, a classic crew, or a playful graphic. Maybe you want a pullover that’s long enough to wear as a mini dress with tall boots, or one that layers perfectly under your favorite Oversized Outerwear for extra warmth on those frosty nights out. The best oversized pullovers are the ones that move with you—easy to toss in a tote for a weekend getaway, cozy enough for movie marathons, and polished enough to handle a last-minute Zoom call (no one needs to know you’re basically wearing pajamas).

When it comes to styling, oversized pullovers play well with just about everything in your closet. They’re a dream for mixing textures—think soft knits with faux leather leggings or distressed denim for a little edge. If you’re feeling adventurous, go for a layered look with a turtleneck underneath or a collared shirt peeking out for that extra pop. And don’t underestimate the power of accessories: a beanie, a chunky scarf, or a pair of statement earrings can instantly elevate your look from cozy to curated. If you’re navigating unpredictable weather or just want to double down on the comfort, oversized pullovers are the perfect base layer under your winter coat or puffer. They’re also a smart buy if you’re trying to stretch your wardrobe—wear them tucked, half-tucked, or loose, and you’ve got endless outfit options with just one piece. In a season where comfort is non-negotiable but style is still very much on the table, oversized pullovers are the MVP. They’re not just something you wear—they’re a whole winter mood.

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