25 Best Jeans for Women Over 50 That Are Stylish and Comfortable

50% off!

Buy from Nordstrom, $49 (originally $98)

Levi’s is one of the most beloved denim brands for a reason — their jeans are the perfect blend of comfort and style! This high-waisted pair is no exception, thanks to the timelessness of the classic blue wash, which complements the modern, leg-lengthening silhouette. Best of all, these jeans will keep you comfortable all day, thanks to the super-soft stretch denim that actually keeps its shape with continued wear! These are hand-wash only, but we think it’s well worth it for a pair that could very well become your new favorite pants.

One happy reviewer wrote, “Love these jeans!” and called this pair her “new favorite go-to.” Keep in mind that reviews said these jeans run small, so you might want to size up.

42% off!

Buy from J. Crew, $74 (was $128)

It’s hard to imagine an article of clothing more clean and crisp than a white pant, and while they might not be for everyone, we’d be remiss not to include a great pair of white jeans on our list of the best jeans for women over 50. This skinny pair from J. Crew is made with a special cotton-blend fabric that keeps its elasticity, so it stays stretchy enough to keep you comfortable without sagging over time. The cropped length makes these jeans perfect for cool spring and summer days, and they come in a range of lengths to suit classic, petite, and tall sizes. We can probably all agree that the whole “no white after Labor Day” adage is outdated, and it’s a good thing, because these pants would also look super cute with some ankle boots in the fall!

One relieved J. Crew shopper called these her “white jean soulmate,” saying she could “happily rock these year-round, but for summertime — perfection.” She appreciates that they’re not “too gape-y at the waist, or too stretchy, baggy, and saggy once you wear them for a few hours,” and that “they hug my waist and hips in a flattering way” and “aren’t see-through, bless ’em.”

Buy from Lee, $98

Remember Lee jeans from when you were younger? Well, they’re back and better than ever. The budget-friendly brand makes jeans in a range of stylish cuts and washes, and commer editor Elizabeth is a fan of this flared design. “I never thought a hippy girl like me could rock a pair of flares, but these actually look great on me! Plus, they fit my waist and my hips — that makes them a rare and valuable find, in my book.” She does admit she trimmed several inches off the bottom so they hit just above the ankle, and recommends that move to anyone with shorter legs and a long torso. “Now they have a rough, unfinished edge, which is super on-trend right now anyway.” Another option? Take them to a tailor to be hemmed, if you’re not a fan of the unfinished look.

Buy from NYDJ, $109

There’s no “sucking it in” when owning a pair of the Ava Flared Pull-On Jeans from NYDJ. They’re comfy like leggings but far more chic. They hug curves and slim without making you feel suffocated. Their magical contouring abilities comes from their Lift Tuck Technology that smooths your front while raising your bum. You’ll love them so much, you’ll want to wear them every day!

49% off!

Buy from Nordstrom, $67 (originally $135)

Skinny jeans are for people of all shapes and sizes — which is exactly why we like this high-waisted pair by Madewell. They come in both regular and plus sizes — up to 37 — and have that perfect, classic medium wash that will make them your new go-tos. The cotton-blend fabric includes Tencel lyocell, which, according to Madewell, will make you feel like you’re wearing “stealth yoga pants,” rather than traditional jeans. Talk about comfort! They’re also super low-maintenance, as they can be thrown in the washer and dryer for easy cleaning. (Also available at Madewell!)

One satisfied shopper purchased these in a size 31, and said she often has trouble finding “jeans that fit my hips, butt, and waist,” but that “these are perfect!” Another called them “very flattering” and said they’re “true to size, with a bit of stretch.”

30% off!

Buy from J. Crew, $89 (was $128)

The right amount of distressing can give a pair of the best jeans for women over 50 a cool, carefree vibe, and a little really does go a long way. Too many rips and holes, and the next thing you know, you’re in shipwreck territory! That’s why we love these tastefully-distressed jeans from J. Crew, which have minimal detailing that proves less is more. Like many of J. Crew’s jeans, they’re available in a wide range of sizes, including classic, petite, and tall lengths, and feature a timeless medium wash that lends an even more relaxed, cozy look. In keeping with J. Crew’s eco-conscious ethos, these comfy, stretch denim pants are made from recycled materials, including plastic bottles, yarns, and fabric scraps, so you can feel great about wearing them — literally and figuratively!

One 53 year old reviewer, who typically buys “high-end, expensive jeans,” decided to take a chance on this pair and called them “sheer perfection.” She appreciated that they “run EXACTLY to size” and “fit like I had them custom made for my body.”

31% off!

Buy from J. Crew, $79 (was $115)

The right pair of dark jeans can effortlessly take you from day to night, making them a true staple for every wardrobe. These toothpick jeans from J. Crew are even more special, thanks to their curve-friendly design, which features a narrower waist to avoid that oh-so-annoying gap that those of us with fuller hips and thighs are all too familiar with. That said, there’s also ample room for your legs and butt, making these jeans a rare breed. As if that weren’t enough, they’re made with J. Crew’s stretchiest denim for all-day comfort, and are available in classic, petite, and tall lengths in sizes 23-37. What’s not to love?

One fan of these jeans, who is “short and very pear-shaped,” said she often has trouble finding jeans that fit well, but that “these are the ones that are truly made for people like us.” She appreciates that “the quality is excellent in that there’s stretch, but the jean doesn’t look and feel like a cheap jegging,” and that “the jeans are naturally ankle-length, so regardless of the size you wear, they aren’t too long at the bottom.” She even said she ended up buying all three pairs she tried on!

Buy from Nordstrom, $248

Ripped jeans can make it seem like you’re trying to recapture your youth (and not in a good way!), but this pair by Frame features subtle distressing at the knees that makes them look lived-in — not try-hard. Their faded blue jean shade and flattering ankle length give these a relaxed, well-worn feel, and the whiskering effect adds a bit of visual interest. 

One fan of these jeans said she was attracted to them because “the button fly is reminiscent of the 501 Levi’s.” She went on to say she appreciates that they are “beautifully crafted in the United States” and “are [a] little oversized,” “high-waisted,” and “made of 100 percent cotton.” She also called them “surprisingly comfortable if you’re used to wearing a little bit of stretch in your jean,” and said, “Frame makes fashion-forward, slightly edgy pieces. I believe they are my new favorite designer.”

Buy from Nordstrom, $179

When you want a neutral that isn’t the traditional blue or black, a cool gray jean is a great alternative. You really can’t go wrong with these beauties by 7 For All Mankind, which have a comfy high waist and whiskered detailing for a bit of texture. More than that, however, they have a lived-in feel that’s still elegant, making them a perfect choice for women over 50 who want to avoid skewing too juvenile with their fashion choices. 

One happy Nordstrom shopper said she ordered them because “they seemed extremely stretchy, and they are!” She went on to say they’re made from a “very soft, good quality material” and are “very high-rise, but flattering.”

Buy from Theory, $228

If you’re looking for a dressy pant that’s as comfortable as your favorite denim pair, this high-rise velvet skinny jean from J Brand is a great bet. The high-rise waist has an elongating effect, while the cotton-blend black velvet offers a bit of comfy stretch. Dress them up with heels or down with a classic white tee — they might just become your new go-to pair of pants!

One reviewer said, “The fit is excellent,” and called them “extremely comfortable!” They also appreciated that the “material is soft, which is a big factor for me.”

Buy from NYDJ, $119

Commerce editor Elizabeth has these Marilyn NYDJ jeans, and says they’re some of her go-tos all fall and winter long. “I’ve always struggled to find jeans that fit my small waist, big booty, and thick thighs. Straight-leg jeans used to be an automatic ‘no’ for me, but these are amazing. I love the classic fit, and how they hug my curves without feeling tight. Plus, the rise is high enough, even on my long waist, that I don’t get the dreaded ‘muffin top’.” A hint of stretch makes them feel super comfy, and helps them keep their shape season after season. Some of the more popular washes sell out fast, but with six stylish shades available, you’ll be able to find one in your size. Another tip from Elizabeth? “I have these in two sizes, so I can still wear a pair on the days I’m feeling a little heavier or more bloated. I highly recommend making room in your closet for this technique!”

Buy from 7 For All Mankind, $139

Cropped jeans are a must-have in warmer climates, and 7 For All Mankind has crafted the perfect pair. The wide-leg style is comfortable and chic, rather than baggy, and the slightly flared hems and broken-in denim give off a somewhat vintage feel. These jeans are the perfect pants to pair with sandals or tennis shoes, but would look equally cute with a great pair of boots come fall.

At first, one skeptical shopper “wasn’t so sure how these would look and fit on my middle-aged thicker thighs,” but was surprised to find that “they’re very comfortable” and “look cute with just about any shoe or boot.” She also called them “forgiving,” and says she wants them in more colors now!

Buy from J. Crew, $128

Every woman needs a good straight-leg jean in her wardrobe, and this curve-hugging pair from J. Crew are as comfy as they are classic. Inclusive sizing options — including regular, petite, and tall lengths in sizes up to 35 — make these jeans best-sellers, and we’re huge fans of the chic high waist and medium wash fabric, which you can easily dress up or down. We love the way these look styled with a breezy button-down, as pictured, but these would be equally as cute paired with a cute tee in the summer or chunky knit sweaters come fall.

One J. Crew customer purchased these in a size 32 and said, “I have never once put a pair of jeans on my body and liked everything about them the first time I put them on. Never. UNTIL I bought these.” She went on to say, “the cut of these jeans is so flattering,” and “a little stretch helps to make them fit oh so comfortably.” She even added, “I feel like I’ve found a denim unicorn!”

Buy from Nordstrom, $225

In addition to boasting a cheeky name, boyfriend jeans are insanely comfy for all body types and look perfect whether you’re enjoying a casual lunch out or running errands on a weekend afternoon. With their hallmark loose fit and ankle crop (which also looks great rolled up), it’s no surprise that this jean style — a favorite of 50-year-old Jennifer Aniston’s — has been trending for years. 

We love this pair by Rag & Bone, which are comfy yet chic, and make the perfect match for your sneakers, loafers, and slides. Their ever-so-slightly loose fit is also a plus for those days when our weight fluctuates — something that can be more common for older women, who may see a change in their body shape with age. 

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Buy from Bloomingdale’s, $228

Believe it or not, the 90s are back in style — especially when it comes to denim. We love this straight-leg pair by Citizens of Humanity, which have that classic relaxed, vintage fit that’s both cozy and chic. Don’t worry about these coming off as too trendy, thanks to the tailored, ultra-high waist that gives these jeans a sophisticated silhouette, along with the light-medium wash cotton fabric. Wear with some cute ankle boots and a leather jacket, and you’ve got your new fall uniform!

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Great deal!

Buy from Nordstrom, $128

These are some of Madewell’s best-selling jeans, and it’s easy to see why. Our commerce editor Elizabeth loves hers and says, “They feel so comfy right out of the bag— I’ve never put on a brand new pair of jeans that already felt broken in!” She warns that curvier women, like her, may find that the waist is a little big on “the PVJ,” as they’re known, but says having them tailored is an easy, inexpensive fix. “These were a perfect fit through the seat and thighs, but the waist gaped in the back quite a bit. Have your tailor nip the waist in along the back seam — Madewell stylist Kelci gave me that tip — rather than along the sides, and you’ll be all set!” Another alternative? Grab a pair of these new Curvy Perfect Vintage jeans, made especially for people who have a bigger booty and a trim waist! (Also available at Madewell!)

One Nordstrom reviewer called these her “favorite off-black,” and said, “These are so comfortable compared to a lot of premium denim I own.”

Buy from Anthropologie, $128

Skinny jeans are great, but for days when your legs want a bit more breathability, a wide-leg jean is the way to go. Relaxed, yet stylish, this pair by Pilcro is our pick when it comes to a comfortable, swingy jean that’s just begging to be worn with both billowy blouses and fitted tanks, along with basically any shoe in your closet. The fitted waist and hip-hugging thighs keep them looking tailored, while the knee-level flare gives them that signature carefree vibe. The best part about these jeans? They come in standard, plus, tall, and petite sizes, and in both dark and medium washes.

One fan called these jeans “stretchy and PERFECT!,” saying they’re “versatile for dressing up or down” and that she “cannot wait to wear with booties and a sweater out to do fall things.” Most importantly, she said they make her feel “super confident!”

Great deal!

Buy from Nordstrom, $78

When it comes to versatility, these high-waisted jeans by Wit & Wisdom take the cake. We love the sleek and chic indigo wash, which is the perfect go-between for dressing up or down, making this pair ideal for styling with sneakers, sandals, heels, or boots — pretty much any shoe, really! The cotton-blend fabric has a bit of stretch, so these jeans will show off your curves (while keeping you comfortable!), and the whiskered effect gives them just the right amount of subtle detailing. And cleaning is a breeze, since you can simply throw them into the washer and dryer!

One happy Nordstrom shopper called these “PERFECTION!,” saying they’re “quite possibly THE BEST jeans I have ever purchased!” She loves that they’re “fitted, but not tight” and that they don’t stretch out, even after a day of wear.

Great deal!

Buy from Nordstrom, $75

We’ve all heard of the essential “little black dress,” but we’d argue a black skinny jean is just as much (if not more!) of a necessity. These Madewell Roadtripper Skinny Jeans look sharp and sleek, but their soft, stretchy denim construction won’t make you feel uncomfortably constricted — in fact, they got their name because they’re designed to be “comfy enough for a trip across town or across the country!” And, if you haven’t guessed it by now, we love a high waistline, which gives this pair an elongating effect. Wear them with anything and everything in your wardrobe — you’ll find yourself reaching for them more often than not!

One Nordstrom shopper who “hates wearing pants” raved, “THESE ARE THE JEANS I’VE BEEN WAITING FOR!” She loves that they’re “butter soft and so stretchy while also form-fitting,” and called them the “best jeans EVER.”

Buy from Nordstrom, $98

Designed with skinny jeans in mind, these jeggings by Spanx will give you that same sleek look, but with much more freedom of movement. Choose from a dark denim wash or black — both options really look like actual pants! The faux front and back pockets add to the illusion, though the stretchy elastic waist will remind you that these were crafted for comfort. Pair with a tunic and flats as shown in the photo, or with a chunky sweater and ankle boots when the cooler weather strikes.

One fan called these jeggings “the most comfortable work appropriate pants EVER,” and said they “look like jeans with the comfort of leggings.”

Buy from Anthropologie, $249

If you’re looking for the perfect pair of flared jeans that won’t have you veering into Saturday Night Fever territory, you’re in luck! These bootcut jeans by Paige have a hip-hugging, fit-and-flare silhouette that feels current and alluring, thanks to the sexy dark wash. Pair these pants with a cute fitted top as pictured, or embrace your inner flower child and wear with a loose tunic — either way, the stretchy cotton-blend fabric will show off your gorgeous shape, so rock these with confidence!

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Buy from Nordstrom, $198

If the tight-fitting, low-rise jean trend wasn’t your thing, you’re in luck! These days, women are embracing looser fits and higher waistlines, thanks to jeans like this 90s-inspired pair by AGOLDE that manage to be impossibly cozy and chic. Win-win! Made of 100 percent organic cotton, these jeans don’t have stretch to them, but with their perfectly roomy yet tailored feel, you won’t even miss it. The faded fabric and very subtle distressing details along the hems will make these feel like your favorite pair of well-worn pants the first time you wear them, and the button fly contributes to their overall vintage aesthetic.

One Nordstrom customer “almost didn’t want to write a review” out of fear of them selling out (!), but said “these are truly the best jeans ever.” She added, “These are the only jeans I own now, no need for others, especially since they don’t stand up to the rest of time like these do.”

Great deal!

Buy from Nordstrom, $78

There’s something about the easy-breezy look of a rolled cuff that feels so appropriate for laidback weekends. And speaking of laidback, there’s nothing quite as carefree as a pair of pull-on, drawstring-waist pants, which is why we adore these leisurely jeans by Wit & Wisdom. The cotton-blend fabric has some stretch for comfort, while Wit & Wisdom’s signature Ab-solution power-mesh panels offer support and structure. If you’re not quite ready to get back into “hard pants” after over a year of embracing leggings and athleisure wear, but still want to look like you’re wearing a pair of the best jeans for women over 50, these are the perfect transition pants for you!

One fan of these jeans wrote, “These are a great fit for my apple shape,” and called them “comfortable” with a “wonderful color.”

39% off!

Buy from Anthropologie, $89 (was $148)

If the term “colorful jeans” conjures up thoughts of bubblegum pink pants, let this pretty pair by Pilcro assure you that there is, in fact, a happy medium! While the “mango” shade pictured here is more muted than the vibrant pastels you may have worn in your youth, it’ll still add a nice pop of color to your outfit without being too flashy — and is a great, unexpected neutral to add to your collection alongside your grays, blacks, and blues. We’re fans of the relaxed fit and increasingly popular raw hem, which give off a carefree vibe. Best of all, these jeans come in standard, plus, and petite sizes, and if you’d prefer to stick to more conventional colors, they’re also available in beige and moss.

No reviews yet, but yours could be the first!

37% off!

Buy from Anthropologie, $129.95 (was originally $208)

There’s a misconception that lighter jeans are reserved for younger people, but that couldn’t be further from the truth. Not only are jeans with light washes perfect for cooler summer days, they also have an attractive easiness to them — especially this high-rise pair by Edwin, which have a relaxed, straight fit that looks effortlessly chic (and will keep you comfy on days when skinny jeans just won’t cut it!). Made from a blend of 98 percent organic cotton and a bit of elastane for stretch, these vintage-style pants fall just at the ankle, which, along with the high waistline, creates an elegant shape that looks fabulous on women of all ages!

No reviews yet, but yours could be the first!