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How to Wear Chino Pants Over 50 Without Looking Stiff or Dated

Chinos have been around forever, and most of us already know why. A chino is simply a lightweight cotton twill pant, which sounds a little dull on paper but makes a lot of sense in real life. They’re lighter than jeans, less sloppy than knit pants, and a lot easier to live with than linen, which can look rumpled before you’ve even left the kitchen. When the weather heats up, chino pants make sense.

The trouble is, chinos can go wrong fast. One boxy fit, one tired shoe, or one too predictable pairing, and suddenly you look less like a modern woman and more like a retired school field trip chaperone.

It’s usually not the pants that are the problem. It’s the styling.

What Makes Chinos Look Dated

Most of the time, chinos don’t look dated because of the pants alone. They look dated because of how they’re styled.

Because we’ve worn them for so long, it’s easy to put them on autopilot. That’s usually when they start to look dated.

A stiff fabric can do it. So can a low rise, a too-tapered leg, or a fit that pulls across the front. Add a basic striped tee and a clunky comfort shoe, and the whole outfit can start to feel a little too familiar.

That’s when chinos tip into looking overly preppy, overly sensible, or just flat. Not awful. Just not fresh.

The easiest fix is to look at the whole outfit, not just the pants.

The Fit That Looks Best Now

The chinos that look best now usually have a mid- to high-rise and a leg that skims the body instead of clinging to it. Straight leg, slim straight, or a softly relaxed fit tends to work best.

Ankle-length or cropped chinos are often easier to wear than full-length styles because they lighten the look and let your shoes do some of the work.

Fabric matters too. If the cotton feels crisp enough to stand up on its own in the dressing room, I’d keep looking. Softer chinos with a little drape feel easier and look more current.

What to Wear with Chino Pants (So They Feel Modern)

This is where the outfit either comes together or quietly gives up.

I like chinos best with simple tops that have a little softness or shape. A clean t-shirt in a better fabric, a lightweight sweater, a fluid blouse, or an easy shirt worn open over a tank all work well. The goal is to keep the outfit clean without making it look stiff.

A third piece helps too. A denim jacket, relaxed blazer, or lightweight cardigan gives the outfit enough structure to feel finished.

Shoes matter more than people think. Chinos look better with sleek sneakers, loafers, modern flats, or simple sandals. Heavy shoes can drag them down fast. Since chinos are already practical, the rest of the outfit needs to keep them from looking too sensible.

BUCKET HAT / TALBOTS CHINOS / RAFFIA BAG / CABLE HOOP EARRINGS / NO IRON WHITE SHIRT

The Best Chinos for Women Over 50

Here are a few chino options that feel updated, easy to wear, and worth considering.

Chico’s Relaxed Boyfriend Chino Crop Pants

These are from Chico’s and have a slightly looser, more relaxed shape, which makes them feel current. The cropped length helps keep them from looking heavy. They come in a pretty pastel purple, green, navy, and white.

Talbots Seersucker Everyday Chinos

This seersucker pair from Talbots has a slightly preppy feel, but in a more relaxed, updated way. They’re breathable, easy to wear in warmer weather, and the subtle pattern adds interest without making the outfit feel too traditional. It also comes in solid colors and chambray.

Spanx Cropped Wide Leg Pant

These chinos have a wider leg with a cropped cut, which is a modern shape that looks current. They’re a nice option if you want something different, and we all know Spanx usually gets the fit right. They come in petite, regular, and tall versions in sizes XS-3X.

Spanx Slim Straight Pant

This slim straight pair is a good middle ground. It gives you a clean line and pairs easily with everything from a simple tee to a lightweight sweater.

Wit & Wisdom Wyatt Skyrise Crop Wide Leg Twill Pants

This pair from Wit & Wisdom has a higher rise to help define your waist and balance out the wider leg. The twill fabric has spandex for stretch which keeps them comfortable. They come in six different colors and are under $100.

Lysse Pull-On Wide Leg Twill Pants

If you prefer a pull-on pair of pants, this pair from Lysse is a great option. The pull-on style has a concealed waistband that helps to smooth things out, and the wide leg and seam down the front give them a more tailored look.

Chinos may never be the most exciting thing in your closet, but that’s beside the point. They’re useful, easy to wear, and still a smart option for warm weather. The trick is keeping them from looking too predictable. A better fit, a more current shoe, and a little intention make all the difference.

Are you a fan of chinos?


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31 Comments

  1. Thanks for this great post. I need summer pants as my 73 year old legs have seen better days wearing shorts or shorter dresses. The pants you have on in the picture look great….I’ll have to run in and try some on. But several of the others look interesting, too. I had to write and comment how cute your hair is in this picture. I desperately want a new hair style. I have very fine and thinning hair and have had a bob (in some form) for too many years. But that might be what I’m stuck with. Your picture is inspiring to grow it a little longer and see how it goes!

  2. Mary Lou Holt says:

    Karen Kane has a couple of cute denim dresses in their new catalog you might like!

  3. Much to think about here! I am a fan of Chico’s so need to stop in again! Still not liking wide leg pants! And pockets are problematic for me. If they are angled wrong, they just bulge on me as I am blessed with HIPS!

  4. Love the Jean jacket! Did you size down?
    I agree on all points when it comes to chinos. They can quickly become frumpy looking.

    1. If you mean the first chambray jacket, yes I did because I never plan to button it closed.

  5. I have a pair of chinos but never wear them. I think I’ll take them out and try styling them.

    You look really nice in your picture today. Your hair looks especially pretty.

  6. Great post! Love chinos! Good advice also for how to keep the look modern m

  7. Gail Ardiel says:

    Love Love your hair.

  8. I’ve always been a fan of chinos! I feel like you can’t have too many pairs of chinos. Recently bought navy and neutral at J Crew Factory. Thanks for the ideas for making them look more modern, Jennifer.

  9. I’ve never been a fan of Chinos except to golf in but these look fresh and modern. I bought some white jeans that really fit like chinos so I hope I like them. I’ve always had trouble with them being too baggy in the legs but I guess that’s the style now.

  10. Kathleen McLaughlin says:

    Your timing with this article was perfect for me! I just purchased two pair of chinos, and was beginning to question my choice. Your styling ideas made all the difference. Thank you!

    1. Have fun styling them

  11. Elizabeth says:

    Chinos were an essential item in my ‘teacher’ wardrobe. I wore chinos several times a week as our school required a casual business code for all teachers. I found chinos to be durable and reliable. I could squat next to a desk to help a student or sit on the floor and still look professional. I also loved the whimsy of wearing the fun prints. Even though my style is classical/preppy, my students often commented that I the way I dressed was fun and colorful.

  12. Is that the utility jacket you’re wearing in the first photo? The link takes me to a shorter style.

  13. Thanks for the suggestions on how to style chino’s. This is a fabric and style that I struggle with as a straight body shape, and growing waistline due to age. When I try to wear chino’s they look too masculine and baggy/saggy in wrong places. I will try them again with different tops and shoes. Have a blessed week.

  14. Jennifer, my daughter introduced me to Fly London several years ago, and I am a big fan of this brand. My daughter lives in rural Canada outside of Toronto, and strangely enough, that is where I found the best selection of Fly London shoes. Recently I did find Fly London at a local shoe store near me in rural upstate NY. Fly London styles are so interesting and, best of all, they are comfortable!

    1. Thank you Bea. I’m curious to try them.

    2. I appreciate the insight you provide in the newsletters. Never fail to open my eyes to creating an outfit with items I usually have in my closet, many times not using them effectively or getting the biggest bang out of them. I have not had chinos in my wardrobe for awhile. Always looked like man’s pants to me. Thinking of old fashioned Dockers. Recently I picked up a pair ankle length and cuffed straight leg. At 5’2” some days wearing them, I looked cut off. Do you have any suggestions to improve the look? Also you mention sleek sneakers in the article. Can you show us an example and source of a sleek sneaker to clarify? Thank you.

      1. I don’t recommend cuffs at 5’2″. You need all the length you can get so a clean hem is best and a thin fabric will be a better proportion for you. Dockers can be stiff.

  15. Good Morning Jennifer. I’m so mad at myself. Monday, and after your post with some items from J.Crew, I stopped in their store and purchased quite a few things. On my way out of the store, noticed those Chinos and was simply too worn out from trying things on, to go back in. I felt them and the fabric was divine. Wit and Wisdom has found it’s way to be my #1 jeans, so look forward to trying their khaki’s. Great post today and you look great in that Tommy Bahama jacket with the chinos.

  16. Yes to chinos! I just bought a pair of Eileen Fisher pants in a color called papyrus. Basically like flax? They are fabulous! Great shape, color and length for me at 5’1. I look forward to wearing them now that the weather is warming. Maybe a black tee black belt and black loafers. Or lots of other color tops with sneakers for a bit more casual look. Line them so much that I picked up a second pair in brackets during the recent Nordstrom sale days. Thanks for the ideas for styling them.

    1. I will check those out. I love EF clothes.

  17. Thanks for a fresh look on chinos. I’ve always like them and the seersucker ones look interesting and sound comfy to wear in Florida heat. 😊

  18. SuzanneGabrielle says:

    Your denim jacket looks great on you. Happy weekend Jennifer.

    1. Thanks Suzanne, I hope you have a happy weekend too.

  19. Love chinos, dislike the cropped style of pant leg. Think a longer leg length is more flattering, especially on a shorter woman.

  20. Your hair looks fabulous Jennifer! Are you doing something different, if so please share. And I love those earrings – exactly my style – going to the website now.