
listen—if you’re still holding onto your skinny jeans like it’s 2015, i’m not here to judge. but i am here to tell you that baggy jeans are where it’s at this winter. they’re comfy, they’re chic, and they give you room to breathe (literally). i’ve been on a mission to find the perfect pairs that work with my style and body, and i’m obsessed with what i’ve found!
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the baggy jean obsession
baggy jeans have completely taken over my winter wardrobe, and i’m never looking back. there’s something about that relaxed, effortless cut that just works—whether i’m running errands, meeting up with friends, or just being cozy at home with my family. the key is finding pairs that are loose enough to be comfortable but still have structure and style. and trust me, i’ve found some good ones.
here are my top picks for the winter season—each one brings something different to the table, and i’m wearing them all on repeat.

can we talk about how target always comes through? these mid-rise 90s baggy jeans are giving me all the vintage vibes without the vintage price tag. they sit comfortably at the mid-rise with that classic 90s shape—straight through the hip and thigh with a slightly tapered leg. pair them with an oversized sweater and sneakers for an effortless winter look, and at this price point, stock up because you’ll want them in every wash.
2. levi’s baggy dad women’s jeans

if you know me, you know i’m a levi’s girlie through and through. their baggy dad jeans are everything i want in a relaxed-fit jean—classic, timeless, and so ridiculously comfortable. these sit high on the waist with that slouchy, broken-in feel that makes them look like you’ve owned them for years. the silhouette is wide through the leg with a straight cut, giving you that cool, borrowed-from-your-dad aesthetic that works with literally everything.
3. the ’90s vintage lo-rise baggy tapered jean

okay, so if you’re feeling a little daring and want to lean into the low-rise trend, these aritzia jeans are where it’s at. the ’90s vintage lo-rise baggy tapered jean is giving major throwback energy with a relaxed, baggy fit through the leg that tapers slightly at the ankle. the vintage wash is chef’s kiss—it’s that perfect worn-in denim look that feels effortlessly cool. i style these with cropped sweaters or fitted long-sleeve tops to balance out the low rise, and they’re amazing with chunky sneakers or combat boots for that edgy, street-style vibe.

another aritzia winner—because when they do denim, they really do it right. the low curve jean has this unique, sculpted fit that’s baggy without being overwhelming, designed with a lower waist and a curved seam that follows your body’s natural shape. i love how these jeans feel a little more refined than your typical baggy jean—they have a polished look that makes them perfect for days when you want to dress up with blazers and heeled boots. they’re versatile, they’re chic, and they’re one of those pairs you’ll reach for over and over again.
5. deep trance dropped boyfriend jeans

free people always nails that effortlessly cool, boho vibe, and these deep trance dropped boyfriend jeans are no exception. they have a dropped waist and a loose, boyfriend fit that feels so lived-in and comfortable—the denim is soft, stretchy, and has that perfectly worn look right out of the box. i wear them with oversized flannels, chunky knits, and my favorite worn-in tees for those cozy winter days when you just want to feel comfortable but still look cute. you can dress them down with sneakers and a hoodie or dress them up with ankle boots and a sleek jacket—they adapt to whatever vibe you’re going for.
6. the farrah hi-rise wide jean

if you’re all about that high-rise life (and same), you need the farrah hi-rise wide jean from aritzia in your closet. these sit way up on the waist—well above the belly button—and have a super wide, straight leg that creates the most flattering silhouette. i love pairing these with cropped sweaters or tucked-in tops to really show off that high waist, and they look incredible with heeled boots for a night out or platform sneakers for a more casual vibe. the quality is absolutely there—the denim is substantial, the fit is consistent, and they hold their shape beautifully.
7. ribcage straight ankle women’s jeans

last but definitely not least—the levi’s ribcage straight ankle jeans. these are iconic for a reason—the ultra-high rise hits right at your natural waist (or even a bit above), creating that vintage-inspired silhouette that’s so flattering. the fit is snug through the waist and hip, then relaxes into a straight leg that hits right at the ankle, giving you that clean, classic look that never goes out of style. you can dress them up with heels and a silk blouse or keep it casual with sneakers and a denim jacket—they transition seamlessly from day to night.
your new winter denim rotation
so there you have it—seven pairs of baggy jeans that are completely worth adding to your winter wardrobe. whether you’re into high-rise, low-rise, wide-leg, or boyfriend fit, there’s something here for everyone. the best part is that you can style these jeans in so many different ways, making them true wardrobe workhorses.
i hope this roundup helps you find your new favorite pair (or pairs—no judgment if you grab a few). let me know which ones you try, and don’t forget to share your styling pics with me on ig! here’s to cozy, comfortable, and chic winter dressing.
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