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Oversized outerwear is all about embracing comfort and style with a laid-back vibe that's effortlessly cool. From cozy nights by the fire to breezy beach walks, these pieces are your go-to for layering up without sacrificing flair. Think roomy fits that drape just right, giving you the freedom to move while keeping your look on-trend. It's the ultimate blend of functionality and fashion, designed to elevate your everyday ensemble. Dive into a world where warmth meets street style, and let oversized outerwear redefine your wardrobe staples.
$329.99

A black, water-repellent jacket with 700-fill down, stowable hood, and recycled fabrics for durability.

$79.99

An oversized black zip-up hoodie with Phoenix fleece lining and embroidered chest detail.

$39.99
Now $24.97 (38% Off)

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An oversized black zip-up hoodie with front pockets, fixed hood, and cozy fleece lining.

$49.99
Now $34.97 (30% Off)

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An oversized black hoodie with a front pouch pocket, fixed hood, and cozy fleece lining.

$34.99
Now $19.97 (43% Off)

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An olive oversized crewneck sweatshirt with cuffed sleeves and fleece lining for ultimate comfort.

$39.99
Now $24.97 (38% Off)

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An olive oversized pullover hoodie with fleece lining, front pouch pocket, and cuffed long sleeves.

$49.99
Now $34.97 (30% Off)

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A black oversized zip-up hoodie with front pockets, made from 80% cotton and 20% polyester.

$34.99
Now $24.97 (29% Off)

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A black half-zip sweatshirt with fleece lining, collared neckline, and kangaroo pocket, made from cotton and polyester.

$34.99
Now $14.97 (57% Off)

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An oversized black crewneck sweatshirt with cuffed sleeves, fleece lining, and a comfortable cotton-polyester blend.

$49.99
Now $34.97 (30% Off)

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An oversized sage crewneck sweatshirt with fleece lining and graphic details, exclusive to Tillys.

$34.99
Now $19.97 (43% Off)

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An oversized heather gray crewneck sweatshirt with fleece lining, made from 80% cotton and 20% polyester.

$39.99
Now $24.97 (38% Off)

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An oversized heather gray hoodie with a front pouch pocket, fixed hood, and fleece lining.

$74.99

A lightweight, UV-resistant black jacket with an oversized fit and embroidered Swoosh logo.

$69.99
Now $44.97 (36% Off)

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An olive oversized hooded jacket with quilted lining, zip-up front, and elastic cuffs.

$44.99
Now $29.97 (33% Off)

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A black, oversized crewneck sweatshirt with fleece lining, made from 80% cotton and 20% polyester.

$49.99
Now $34.97 (30% Off)

SALE!

An olive oversized zip-up hoodie with front pockets, fixed hood, and cuffed sleeves, made of cotton-polyester blend.

$44.99
Now $19.97 (56% Off)

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An oversized olive corduroy shirt with dual chest pockets, button front, and traditional collar.

$49.99
Now $29.97 (40% Off)

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A rust-colored, oversized hoodie with fleece lining, front pouch pocket, and cuffed sleeves.

$69.99
Now $29.97 (57% Off)

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An oversized crewneck sweatshirt with embroidered chest, ribbed neckline, and multi-color cotton-polyester blend.

$70.40
Now $56.32 (20% Off)

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An essential cozy blue oversized sweatshirt with contrast details and embroidered graphic appliques.

$60.80
Now $48.64 (20% Off)

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An oversized blue knit sweater with star embroidery, made from 100% cotton for ultimate comfort.

$49.99
Now $29.97 (40% Off)

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An oversized blue hoodie with a distressed look, featuring frayed edges and cozy fleece lining.

$49.99

An oversized black hoodie with fleece lining, front pouch pocket, and cuffed sleeves for cozy comfort.

$59.99
Now $39.97 (33% Off)

SALE!

An oversized crewneck sweatshirt in washed black with ribbed cuffs and soft fleece lining.

Oversized Outerwear

Oversized outerwear is more than just a trend—it’s a whole vibe, built for anyone who wants to layer up with confidence and style. Whether you’re chasing that effortlessly cool streetwear look, heading out for a late-night bonfire, or just want to wrap yourself in comfort on a breezy summer evening, these roomy jackets, puffers, and bombers bring both function and personality to your wardrobe. The beauty of oversized outerwear is how it adapts to your lifestyle. Toss one over a tank and shorts for a laid-back look that’s ready for sunset adventures, or pair it with denim and sneakers to keep things fresh during those unpredictable weather shifts. The relaxed fit means you can move freely—think skate park hangs, outdoor concerts, or just chilling with friends by the coast. It’s the kind of piece that works for everyone, from students dashing between classes to creatives heading downtown, and it’s a go-to gift for anyone who loves to mix comfort with style. Oversized outerwear makes a statement without trying too hard, letting you express your individuality while keeping things practical, especially when the breeze kicks up or the night gets cool.

When you’re shopping for oversized outerwear, think about what fits your routine and your mood. Lightweight options are perfect for layering over tees and tanks during summer nights, while heavier styles bring the right amount of warmth for road trips or spontaneous weekend getaways. Look for features like roomy pockets for all your essentials, adjustable hems for that custom fit, and easy-to-care-for fabrics that can handle whatever your day throws at you. The oversized fit isn’t just about comfort—it’s about showing off your unique style, whether you’re into bold patterns, vintage washes, or classic neutrals. These pieces are also clutch when you want to share—think borrowing your best friend’s jacket at a beach bonfire or gifting a cozy layer to someone who’s always on the go. Oversized outerwear is for those who want to stay ready for anything, blending practical details with on-trend energy. If you’re in search of more ways to style your oversized favorites, or want to see the latest drops and fresh fits, check out the full selection of Oversized Apparel for even more inspiration.

Top Picks For Oversized Outerwear