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

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There’s no denying that a good pair of jeans is essential to any wardrobe. Finding a pair that are stylish, comfortable, and fit well, however, can be a tall order — especially as we get older. Thanks to changes in our body shape that come with age, sussing out the best jeans for women over 50 can be a bit like finding a needle in a haystack. But fear not, friends — we’ve found plenty of pairs of denim that will not only fit you perfectly, they’ll be versatile enough to wear with everything from sweaters and fall boots to tees and tanks. Read on for our best tips on how — and where — to find the best jeans for older women!

Best Jeans for Women Over 50 Deals:

What are the best jeans for women over 50?

What type of jeans should an older woman wear?

First things first: What type of denim is right for you? From trendy styles, like boyfriend jeans and distressed denim, to classic boot cuts or straight legs, the choices can seem daunting. 

The good news is that outdated rules about choosing the best jeans for women over 50 solely based on your body type are long gone. Shorter women look just as good in bootcut denim as they do in slimmer cuts, and anyone can rock a pair of gray or even velvet (!) jeans.

Ultimately, the best jeans for you are the ones you feel the most comfortable and confident in. They won’t ride up or slide down, bunch up at the bottoms, or restrict you. They’ll feel like a second skin (almost as cozy as your go-to pair of leggings), and they’ll look great whether they’re dressed up with a blazer and heels, or down with your favorite tee and sneakers.

Can a woman over 50 wear skinny jeans?

The answer to this question is a resounding “Yes!” Skinny jeans aren’t reserved for any particular age group, or body type, for that matter. In fact, the term “skinny jeans” is a bit misleading, as it’s not referring to the type of body the jeans are for, but rather the body-hugging fit of the jean. If you’re looking for the best jeans for women over 50 that’ll give you a sleeker look, a pair of skinny jeans in black, or a dark wash like an indigo, are hard to beat. In reality, the only “rule” we have when it comes to wearing jeans is to choose a pair that feels great on you.

Speaking of comfort, most women find that mid-rise or high-rise styles work best — particularly when it comes to preventing any unwanted exposure when you sit. Low-rise jeans can also lead to that uncomfortable “muffin top” feeling we all do our best to avoid, in which the sides of our waist begin to spill over the sides of our jeans. (No thank you!)

Finding the right fit may require taking a few specific measurements, such as your inseam (aka the distance from the inside crotch seam to the bottom of the leg), your waist (which should be taken slightly above your belly button), your hips at their widest point, and the circumference of your thigh. 

When it comes to size, however, even the best jeans for women over 50 may vary greatly by retailer, so if you’re ordering online and are unsure of your size, it might be helpful to check the reviews to determine if the specific pair you’re eyeing fit more true to size or if they run small or large. Reviews can also tell you if they tend to stretch out over time or get overly baggy. In-person, you can avoid fitting room frustration by bringing multiple sizes into the dressing room, which will reduce the amount of time you spend searching for your best fit. 

Once you’ve found the best pair of jeans for women over 50 that feel great on you, having an extra pair that are a size larger than your normal size on hand is never a bad idea, either — especially on days when you’re feeling bloated or simply plan to enjoy a big meal. Always remember, the clothes should fit you, you don’t have to fit the clothes! 

How to Wash Jeans

It might seem like a no-brainer, but when it comes to how to wash your jeans, there are a few things to keep in mind. First, you’ll want to wash your jeans inside out separately before your first wear, as some dyes tend to bleed onto other clothing items. After that, you might want to continue washing them inside out in order to best preserve their color: The more you wash them, the faster the color can fade, so sometimes less is more!

As for how often you wash them, it’s really a matter of personal preference. Some women prefer to launder after each wear, while others wash them only when they become stained or start to smell. Others still opt to hand wash their jeans by soaking them in water for 15 to 30 minutes and rinsing well. 

Tumble-drying your denim is where things get tricky. Not only can high heat fade your denim, it might lead to shrinkage over time, so line-drying your denim isn’t a bad idea — even if it means your favorite pairs are out of commission for a day or two. 

Ready to shop? Right this way: We’ve rounded up the chicest and comfiest pairs of jeans for women over 50 out there, so you can feel effortlessly stylish for almost any occasion. And to complete your wardrobe, be sure to check out our story about the best clothing stores for women over 50. Keep scrolling for Woman’s World’s picks for the best jeans for women over 50!

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The Best Jeans for Women Over 50

J. Crew 9″ High-Rise Toothpick Jean

Best distressed jeans for women over 50
Great deal!

Buy from J. Crew, starting at $57.99 (was $128)

Why we like them:

  • Available in classic, petite, and tall sizes
  • Very light distressing
  • Made with premium Italian denim

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 in the Charcoal Wash shade 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 have a relaxed, cozy look. They have flattering Perfecting Pockets™ too!

One reviewer raved, “I’ve been looking for dark grey jeans for a long time, and I am thrilled to have found these! The wash is not too distressed and it looks better on me than lighter grey jeans. The fit is really good for me, and for some reason J. Crew and J Crew factory jeans fit better than most of the $$$ designer jeans I have tried in the last few years.”

Spanx Flare Jeans

Best sailor jeans for women over 50
Best Jeans For Women Over 50

Buy from Spanx, $148

Why we like it:

  • Beautiful indigo wash
  • Hidden core-shaping technology
  • Goes up to size 3X

Sailor jeans is a denim trend we’re loving, and these may be one of our favorite pairs. The Spanx Flare Jeans feature a slimming high-waist, and have shaping in the mid-section to smooth any tummy bulging. This makes for a very comfortable and flattering fit, sort of like the best shapewear leggings, but with the cool factor only denim can give. The pull-on style is great — why fiddle with a button and zipper if you don’t have to? The back pockets are high (gives the illusion of a tighter tush) and have deep pockets — perfect for your phone or to stash a debit card. Available in tall, petite, regular, and going up to six 3x, we think every lady needs to own these. Regardless if worn with a blouse, bodysuit, sweater or blazer, this modern take on the retro-style is going to turn heads.

Here’s what one happy customer had to say: “I love these jeans. I am 5-foot-7, and I’ve been ordering the regular length but need to wear heels with them. This time I ordered petite, so I can wear flats. It works. The jeans are extremely comfortable and stay in place unlike other brands that I have to pull up all day. I highly recommend them.”

Amazon Essentials Women’s High-Rise Skinny Jean

Best Amazon Essentials jeans for women
Best Jeans For Women Over 50

Buy from Amazon, starting at $26.18

Why we like it:

  • Available in four different washes
  • 3,000 5 star ratings!
  • 79 percent cotton

Jeans can be pricey but not these! Amazon Essentials are definitely worth checking out if you’re on a budget. They have great reviews, mainly praising them for their stretch and fit. They are made of mostly cotton but have a bit of spandex to smooth over curves just right. The skinnies hit right at the ankle, making them perfect for booties, heels, or flip flops (while the warm weather is still with us). Wear to work, a casual date, or when loafing around the house. They’ll make you feel amazing!

One happy customer had this to say: “These jeans are as good as jeans I’ve paid a lot more for. Quality is exceptional. I would definitely buy again.”

Gloria Vanderbilt Amanda Classic Madison Jeans

Best slim fit jeans for women over 50
Best Jeans For Women Over 50
52% off!

Buy from QVC, $22.98 (was $48)

Why we like it:

  • Goes up to 24W
  • High-rise
  • Lifted back pockets

We all need that pair of jeans that can be turned to no matter how we’re feeling style-wise. These Gloria Vanderbilt Amanda Classic Madison’s may be them. They’re high-waisted, which creates a streamlined look, and the contour material brings extra shape to the leg without making one feeling stuffed in. Made from a blend of cotton, polyester and spandex, these dark denim beauties look great with a variety of footwear, including one of the best boots for fall, heels or lightweight running shoes.

GRAPENT Womens Flare Jeans

Best Jeans for Women Over 50

Buy from Amazon, $41.99

Why we like it:

  • Available in 12 different colors
  • Fun y2k style
  • Good for short and/or pear shaped

What’s great about these y2k style jeans is that they’re not too baggy, so they can still be worn to meetings and semi-dressy events. They’re high-waisted, slimming the mid-section, and then opening like classic wide-legs beyond the thigh. They come in a variety of lovely colors, including brown, green, and white, plus look very sophisticated when paired with a tailored blazer. According to some happy customers on Amazon, they’re great if you’re on the petite side or have a small waist and fuller hips. Hitting right at the ankle, they shouldn’t drag on the street, and they have some stretch too!

Promising review: “I decided to give these jeans a try after reading the reviews and must say, I am positively surprised. I am short 5-feet-2 and 125 pounds with narrower hips but a lot of butt and big thighs. Usually, jeans will be loose on my waist and tight in the thighs. I ordered size S and think the chart is [accurate]. The jeans fit like a 4-6. They are roomy in all the right places, and most of all, perfect for shorter women like me. In fact, I am considering ordering them a size smaller, since they are roomier than expected. If you are living in a size 0 or 2, I’d recommend ordering an XS.”

NYDJ Marilyn Straight Jeans

Best stretch jeans for women over 50
Best Jeans For Women Over 50

Buy from QVC, $99

Why we like them:

  • Available in a variety of washes
  • Regular, plus, and petite sizing
  • Made with Sure Stretch denim technology so they keep their shape

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!”

Good American Good Legs Flare Never Fade Jeans

Best bestselling jeans for women over 50

Buy from Good American, $129

Why we like it:

  • No waist gapping!
  • Flat-tummy tech
  • Made with recycled materials

Flares are back in style and we’re so glad. The flattering cut works great on everyone, and looks exceptional with a pair of heels. Our current favorite pair? The Good Legs Flare Never Fade Jean from Good American. They have a high-waist (also universally flattering), and super stretchy fabric that can fit up to four sizes. The waistband is gap-proof and includes tummy smoothing technology, so you feel tight without feeling tight — if you catch our drift. Good American is a size-inclusive brand, so no matter if you’re a 00 or 30, you’ll find something that makes you feel incredible. We also love that they’re dedicated to reducing their carbon footprint and use eco-friendly washes and recycled materials in their clothing.

J Brand Darted High-Rise Flared Trouser Jeans

Best dark denim jeans for women over 50
Best Jeans for Women Over 50
70% off!

Buy from The Outnet, $75 (was $248)

Why we like them:

  • Stretch denim
  • Slimming
  • Dark wash

If you’ve always wanted to look like a Charlie’s Angel, here’s your chance. We’re obsessed with these dark denim trousers for their vintage look and flattering fit. The high-waisted jeans flare at the bottom, elongating the legs, and the material is stretchy. The fits tailored enough to work for the office, but also stylish enough for night’s on the town. I’d pair with a cropped sweater, but these jeans would also look great with a blouse and blazer, or simple tee. Switch up the vibe of the outfit by selecting different style of shoes, and don’t forget to curl your hair like Farrah. If you’re petite you may need to have them taken in, but if your statuesque you may have just found your perfect pair.

Levi’s Women’s 311 Shaping Skinny Jeans

Best Levi's shaping jeans for women
Best Jeans For Women Over 50
30% off!

Buy from Amazon, starting at $25.10

Why we like it:

  • Variety of different washes
  • Light
  • A little spandex

If you love the look of skinny jeans but dislike the thick spandex some contain, you’ll dig these. They’re ultra lightweight, and conform to your body’s curves. That being said, they don’t have a lot of stretch, so you may want to size up a bit if wiggle room is important to you. They come in lots of different washes, sit at the waist, and look amazing with booties or heels. They’re available in plus size, as well as standard. When washing, it’s recommended that a liquid detergent is used instead of powder.

One Amazon customer said she had a “tough time finding jeans” because of her petite but athletic build. For her, the shaping skinny jeans have been “a lifesaver,” and she loves how “feminine” she looks in them.

Pilcro High-Rise Wide-Leg Jeans

Best high-waisted wide-leg jeans for women over 50
Price drop!

Buy from Anthropologie, $140

Why we like it:

  • 5 pocket style
  • Relaxed fit
  • Made with 31 percent recycled cotton

Keep things casual and cool with these wide-leg jeans from Pilcro. They offer plenty of pocket space, are super soft and perfect for days in the garden, running errands or grabbing a coffee with friends. The relaxed fit and mostly cotton material (there’s some spandex in there too!) keep them comfortable on the hottest days, and they look amazing with a crisp white tee, tank or even a loose sweater when the chilly weather returns.

Good American Good Skate High Waist Wide Leg Jeans

Best 90s grunge jeans for women over 50
Best Jeans For Women Over 50

Buy from Nordstrom, $139

Why we like it:

  • Relaxed fit
  • High-waist
  • Available in 2 different washes

Nostalgic for the 90s? We are, especially when it comes to this pair of Good American denim. The Good Skate High Waist Wide Leg Jeans are sort of like boyfriend jeans with a vintage edge, and look cute paired with chunky sneakers or boots. They’re made from a blend of cotton, lyocell, elastane, and far more comfortable than skinnies or even boot-cut. We like wearing them on the weekends or for doing casual activities, like grocery shopping or gardening. If you’re worried about looking too “young” in the look, choose a fitted top, instead of something like a huge sweater or hoodie.

One happy customer had this to say about the jeans: “Where do I start? The fit? Perfect! The color — just what I was looking for! The style is comfortable and right on trend. I couldn’t be happier!”

Citizens of Humanity Daphne Cropped Straight Stovepipe Jeans

Best frayed jeans for women over 50
Best Jeans for Women Over 50
Saks Fifth Avenue

Buy from Neiman Marcus, $159.60

Why we like them:

  • Ultra-high waist
  • Classic wash
  • Comfortable, relaxed fit

Believe it or not, the 90s are back in style — especially when it comes to denim. We love this cropped-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!

No reviews yet — yours could be the first!

River Island Blue High Waisted Wide Leg Jeans

Best split leg jeans for women over 50
Best Jeans for Women Over 50
River Island

Buy from River Island, $71

Why we like them:

  • Relaxed fit
  • Small side slit
  • Soft

Baggy jeans are one of the biggest denim trends for 2023, and the good news is you don’t have to go too baggy to take part. Take these jeans, for example. They sit high on the waist but skim your hips and legs, similar to your favorite pair of work slacks. In fact, they even have a small slit at the bottom, so your cute heels can peep through. They don’t have stretch, but you don’t need it with jeans like this. They’re relaxed enough to make you look casual cool, but still fitted enough to stay clear of looking sloppy — that’s never stylish.

NYDJ Women’s Marilyn Straight Leg Velvet Jeans

Best velvet jeans for women over 50
Best Jeans For Women Over 50

Buy from Amazon, starting at $72.92

Why we like them:

  • Can be dressed up or down
  • Soft, comfortable material
  • Cotton-blend fabric has a bit of stretch

If you’re looking for a dressy pant that’s as comfortable as your favorite denim pair, this high-rise velvet skinny jean from NYDJ 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!

Frame Le Original Jeans

Best distressed jeans for women over 50
best jeans
71% off!

Buy from Bergdorf Goodman, $258

Why we like them:

  • Classic faded look
  • Tasteful distressed detailing
  • Ankle-length cut

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.”

7 For All Mankind Alexa High Waist Crop Wide Leg Jeans

Best cropped jeans for women over 50
best jeans

Buy from Zappos, $178

Why we like them:

  • Can be worn with practically any shoe
  • Slightly flared hems
  • Cotton-blend material includes spandex for a bit of stretch

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!

NYDJ Alina Pull-On Skinny Ankle Jeans

Best pull-On Jeans for women over 50

Buy from Amazon, starting at $64.44

Why we like it:

  • Lift Tuck technology
  • Super stretchy
  • Button and zipper free

There’s no “sucking it in” when owning a pair of the Alina 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!

Promising review: “Love, love, love these jeans. Quality denim and amazing fit. Long enough, too, as I’m 5ft 9in tall. Might buy another pair in another colour…”

Lee Relaxed Fit Tapered Jean

Best tapered jeans for women over 50
Best Jeans For Women Over 50

Buy from Amazon, starting at $29.99

Why we like it:

  • Side elastic waistband
  • 99 percent cotton
  • Classic look

Do you pray to the denim gods to kill the skinny jean trend? They may have heard you. The Lee Tapered Jeans slightly remind us of the jeans of the 80s and are a far cry from the leg-clinging denim that’s been circulating. They’re relaxed but not baggy, becoming more tailored toward the ankle for a more mature look. They’re very comfortable, work wonderfully for daily wear, and can be paired with boots, heels, or your favorite sneakers. More than 2,000 people on Amazon love them for their comfiness.

Good Legs High Rise Skinny Jeans

Best Good American jeans for women over 50
Best jeans for women over 50

Buy from Good American, $129

Why we like it:

  • Slimming
  • Breathable
  • No gapping

Remember when we all rediscovered how comfortable (and flattering) leggings were? Well, these jeans from Good American are the next best thing. The stretchy cotton blend keeps you from getting sweaty, even though these things hug every gorgeous curve. Bumps, lumps, and jiggly bits are smoothed away by the slimming design. Contouring in the waist keeps you free of gapping. These jeans are classic enough to wear every day, but also work for date night. Also available at Nordstrom.

Madewell The Perfect Vintage Jean

Best comfortable jeans for women over 50
best jeans for women over 50

Buy from Amazon, $127

Why we like them:

  • 90s-inspired high waist and tapered leg
  • Comfy, broken-in feel
  • Faded black wash

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.”

Levi’s 721 High Rise Skinny Jeans

Best high-waisted jeans for women over 50
best jeans for women over 50

Buy from Levi’s, $69.50

Why we like them:

  • Made with super-soft stretch denim
  • Classic blue wash
  • Keep their shape

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.

Madewell 10-Inch High Waist Skinny Jeans

Best skinny jeans for women over 50
best jeans for women over 50
40% off!

Buy from Nordstrom, $32.99 (was $54.99)

Why we like them:

  • Available in regular and plus sizes
  • Made with Tencel lyocell
  • High-rise waist

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.”

J. Crew 8″ Toothpick Jean

Best white jeans for women over 50
best jeans for women over 50
J. Crew

Buy from J. Crew, $128

Why we like them:

  • Available in classic, petite, and tall sizes
  • Stretchy cotton-blend fabric
  • Cropped length

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.”

Lee Women’s Flex Motion Straight Leg Jean

Best affordable jeans for women over 50
10% off!

Buy from Amazon, $38.57 (was $42.90)

Why we like them:

  • Nine washes to choose from
  • Elastic waistband technology
  • 69% cotton

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 we’re fans of this straight leg design. Comfortable, versatile, and available in basically any shade of blue (or black!), these jeans will likely become an everyday go-to right away!

Paige Genevieve Bootcut Jeans

Best flared jeans for women over 50
best jeans for women over 50

Buy from Amazon, starting at $109.06

Why we like them:

  • Cotton-blend stretch fabric
  • Sleek dark wash
  • Fit-and-flare silhouette

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!

No reviews yet — yours could be the first!

J. Crew Curvy Toothpick Jean

Best dark wash jeans for women over 50
best jeans for women over 50
J. Crew
38% off!

Buy from J. Crew, $89.50 (was $128)

Why we like them:

  • Available in sizes 23-37
  • Come in classic, petite, and tall lengths
  • Sleek indigo wash

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!

Lee Relaxed Fit Straight Leg Jean

Best colorful jeans for women over 50
Best Jeans For Women Over 50

Buy from Amazon, $41

Why we like them:

  • More than 17,400 reviews on Amazon
  • Come in more than a dozen colors
  • Comfortable

If the term “colorful jeans” conjures up thoughts of bubblegum pink pants, let this pretty pair by Lee assure you that there is, in fact, a happy medium! These super comfortable relaxed jeans come in a variety of bright colors that will liven up your closet. Falling a little below the natural waist, they’re a stylish alternative to high-rise, and still offer clean, slimming lines. More than 10,000 folks on Amazon love them enough to give five-stars.

Promising review:I’m in my fifties and these are really working well. I have full thighs, behind and a belly. These are hugging me in a flattering way, without being tight at all.”

J. Crew Curvy Vintage Slim Straight Jean

Best plus-size jeans for women over 50
best jeans for women over 50
J. Crew
22% off!

Buy from J. Crew, $99.50 (was $128)

Why we like them:

  • Inclusive sizing options
  • Stylish high waist
  • Medium wash fabric

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!”

Rag & Bone Dre Slim Ankle Boyfriend Jeans

Best boyfriend jeans for women over 50
best clothing stores

Buy from Neiman Marcus, $225

Why we like them:

  • Chic medium-light wash
  • Slightly loose fit
  • Ankle-cut

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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Wit & Wisdom Luxe Touch High Waist Skinny Ankle Jeans

Best ankle-length jeans for women over 50
best jeans for women over 50
Great deal!

Buy from Nordstrom, $78

Why we like them:

  • Sleek indigo wash
  • High waistline
  • Ankle-length

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.

Good American Always Fits Good Jeans

Best black jeans for women over 50
Best Jeans for Women Over 50
Good American

Buy from Good American, $145

Why we like them:

  • Limitless four-way stretch
  • Go with everything
  • Gap-proof waist

Similar to a black dress, a solid pair of black jeans can be a girl’s best friend. We’re enamoured with this pair from Good American, partially because of the gap-proof waistband but also because they’re extra stretchy. Hitting right at the ankle, the high-rise style is exactly what we want to throw on when the weekend hits and we need to look cute but casual. Since they’re in a black wash, they can go with all types of tops, and depending on what shoe you wear, you can dress them up or down.

One happy customer said they, “live up to their name” and are “flattering.” We couldn’t agree more!

Spanx Jean-ish Leggings

Best jean leggings for women over 50
best leggings

Buy from Nordstrom, $98

Why we like them:

  • Come in a dark rinse or black
  • Available in regular and plus sizes
  • Washer and dryer safe

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.”

AGOLDE 90s High Waist Frayed Crop Organic Cotton Jeans

Best loose-fit jeans for women over 50

Buy from Bloomingdales, $198

Why we like them:

  • Slightly cropped
  • Made of 100 percent organic cotton
  • Faded fabric with light distressing

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 manages 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.

Pilcro The Skipper Wide-Leg Jeans

Best wide-leg jeans for women over 50
best jeans for women over 50

Buy from Anthropologie, $130

Why we like them:

  • Available in standard, plus, tall, and petite sizes
  • Come in dark and medium washes
  • Relaxed fit

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!”

7 For All Mankind High Waist Ankle Skinny Jeans

Best gray jeans for women over 50
best jeans for women over 50

Buy from Zappos, $141

Buy from ShopBop, $189

Why we like them:

  • Neutral gray color
  • High waist
  • Comfortable, lived-in feel

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.”

More jeans that we love for women over 50>

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