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Trendy oversized sweatshirts are taking over every laid-back look, bringing that effortless vibe from beach mornings to late-night hangs. Whether you’re layering up for a chilly skate sesh or just want to keep it cozy on your next coffee run, these fresh styles deliver all the comfort and street style energy you need. Rock your favorite fits with bold graphics, plush fabrics, and those relaxed silhouettes that make every outfit feel instantly cooler. Style with confidence and discover your new favorite way to stay comfy—all season long.
$79.99

An oversized crewneck sweatshirt with midweight fleece and two-color ribbed cuffs for a stylish look.

$79.99

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

$34.99
Now $19.97 (43% Off)

SALE!

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

$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.

$69.99
Now $39.97 (43% Off)

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An oversized crewneck sweatshirt in cypre with embroidered chest, ribbed neckline, and cuffed long sleeves.

$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 $14.97 (57% Off)

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An oversized black crewneck sweatshirt with cuffed sleeves and fleece lining, made from 80% cotton.

$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.

$34.99
Now $19.97 (43% Off)

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

$65.99
Now $34.97 (47% Off)

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An oversized paprika crewneck sweatshirt with graphic prints, ribbed details, and cozy fleece lining.

$44.99
Now $29.97 (33% Off)

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

$51.20
Now $40.96 (20% Off)

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An oversized grey waffle top with a comfy raglan design, made from 50% cotton and 50% polyester.

$70.40
Now $56.32 (20% Off)

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

$39.99
Now $24.97 (38% Off)

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A pink oversized crewneck sweatshirt with a large graphic, ribbed neckline, and cozy fleece lining.

$44.99
Now $19.97 (56% Off)

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An off-white oversized hoodie with a large front graphic, fleece lining, and a kangaroo pocket.

$59.99
Now $39.97 (33% Off)

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

$44.99
Now $29.97 (33% Off)

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A taupe oversized crewneck sweatshirt with cuffed long sleeves, fleece lining, and a comfortable cotton-polyester blend.

$60.80
Now $48.64 (20% Off)

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An essential cozy beige sweater with an oversized fit, off-shoulder detail, and thumb holes.

$60.80
Now $48.64 (20% Off)

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An essential black off-shoulder oversized sweater with thumb holes and elastic stretch hem and cuffs.

$70.40
Now $56.32 (20% Off)

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An oversized beige cable knit sweater made from 100% cotton for ultimate comfort and warmth.

$44.99
Now $19.97 (56% Off)

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An oversized green cotton sweatshirt with a faded look and frayed details for a relaxed style.

$65.60
Now $52.48 (20% Off)

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An oversized navy striped knit sweater made from 100% cotton for a cute and cozy look.

$70.40
Now $56.32 (20% Off)

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An oversized blue cable knit sweater made from 100% cotton for ultimate comfort and warmth.

$62.40
Now $49.92 (20% Off)

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An oversized blue sweatshirt with a bow graphic, crafted from a cozy polyester-cotton blend.

Trendy Oversized Sweatshirts

There’s just something about slipping into a trendy oversized sweatshirt that instantly sets the mood for laid-back days and spontaneous adventures. As summer winds down and those late-August evenings start to cool off, oversized sweatshirts become the go-to for anyone looking to stay effortlessly comfortable without sacrificing style. Whether you’re heading out for a sunset bonfire, lounging around after a beach day, or layering up for a late-night skate session, these roomy staples are built to keep up with every plan on your calendar. The beauty of tillys sweatshirts in oversized fits is how versatile they are—throw one on over bike shorts for a quick coffee run, tie it around your waist when the sun’s out, or pair it with your favorite denim for that relaxed, street-style vibe. They’re perfect for transitioning between seasons, giving you that cozy, lived-in feel even when the weather’s unpredictable. And let’s be real, nothing beats the comfort of a soft, oversized pullover when you’re winding down after a long day or catching up with friends on the patio.

Oversized sweatshirts make an epic gift, too—think back-to-school surprises, birthday treats, or just because you want to share that cozy, oversized energy with someone you care about. They’re a favorite among students, creatives, and anyone who loves a blend of comfort and trend-forward style. For those who love to layer, these sweatshirts are a closet MVP, easily styled over tanks, tees, or even lightweight dresses for an updated, on-trend look. The relaxed fit works for all body types and personal styles, making it easy to find the perfect piece that feels uniquely yours. And if you’re all about expressing yourself, oversized sweatshirts are a blank canvas for everything from bold colors to eye-catching graphics—there’s always a fresh look waiting to be discovered. For anyone craving that extra touch of personality, check out the full range of Oversized Graphic Sweatshirts for styles that really stand out.

When it comes to picking out the right oversized sweatshirt, it’s all about the details—think plush fleece linings, dropped shoulders, and that just-right slouchy fit that feels like it was made for you. Look for features that match your lifestyle, whether you need something lightweight for layering or a heavier option for those chillier nights. Tillys sweatshirts are designed to move with you, making them perfect for everything from weekend getaways to everyday errands. They’re easy to care for, durable enough to handle your busiest days, and always ready to bring a little extra comfort to your routine. Oversized sweatshirts aren’t just a passing trend—they’re a staple for anyone who wants to blend comfort, confidence, and that unmistakable California-cool vibe. So go ahead, style them your way and make every day feel like your own personal chill session.

FAQs

Trendy oversized sweatshirts are super versatile—throw one over bike shorts and sneakers for a casual day out, pair with distressed denim for a laid-back streetwear look, or layer over a lightweight dress for an effortlessly cool vibe. Dress them up with chunky jewelry or keep it low-key with a classic beanie and slides.

Oversized sweatshirts are a go-to gift because they fit a wide range of styles and body types, making them easy to wear and love. They’re perfect for students, friends, or anyone who appreciates comfort and fresh style—plus, they work year-round for layering or lounging.

Absolutely! Lightweight oversized sweatshirts are ideal for breezy summer nights, beach bonfires, or air-conditioned hangouts. Just toss one on when the temperature drops, and you’re set for comfort without overheating.

Keep your oversized sweatshirt looking on-point by mixing up your outfits—try different bottoms, layer with tees or tanks, and switch up accessories like hats or bags. Washing with similar colors and air drying can also help preserve the look and feel of your favorite sweatshirt.

Definitely! If you’re into bold statements or want to show off your personality, check out options with eye-catching graphics, vintage-inspired prints, or standout colors. For even more variety, browse the full collection of Oversized Graphic Sweatshirts for styles that are anything but basic.