2 On-Trend Ways to Wear Plaid Pants

There’s a new fall trend putting a smile on my face that I’m excited to share with you. So today, I’m partnering with JCPenney, which offers great style and value for all, to bring you 2 on-trend ways to wear plaid pants.

check pants - black and white windowpane

Now, plaid pants are not new, and the idea of wearing a conservative, busy print on your 40+ bottom may not thrill you at first, but I want you to take a look at these. The plaid pants we’re seeing for fall 2018 fall are vastly different from the boring, uptight plaid pants we wore to work years ago, or the funky-colored plaid bell bottoms of the 70s.

Fall’s plaid pants come in fresh new styles and have a more relaxed vibe, which means you’ll look anything but dowdy. They’re the perfect solution when you are trying to figure out what to wear to look classy and contemporary. Here’s what I mean.

Styling Tips for Check and Plaid Pants | Black wide leg check pants and cape

Kick up your heels because windowpane checks are hot, and I think you’ll agree they are one of the chicest plaids around. I love these gorgeous, black windowpane check pants check pants from JCPenney for many reasons. First of all, they look modern because of their feminine, flowy silhouette. The bootcut flares are flirty and fun; there’s nothing stiff about them!

These pants are also lightweight and soft, not scratchy like some, and the elastic waistband at the back makes them super comfy to wear.

Many of you have been asking me for high-quality, stylish pieces that are truly affordable, so I was thrilled to discover that JCPenney has a huge variety of on-trend pieces at excellent price points. Plus they have their big Fall sale going on now too.  My pants, for example, are only $16.99 with code 6SAVEBIG (regular $54.00). You can’t beat that!

Styling Tips for Check and Plaid Pants | Black and White Knit Cape with Black check pants worn by Deborah Boland | Fabulous After 40

The other great thing I discovered about JCPenney is that it’s a one-stop shopping destination. I bought my entire outfit in one go- super convenient.

I was also happy to find that JCPenney carries a lot of contemporary brands like Liz Claiborne, Worthington, a.n.a., Belle + Sky, Bold Elements, and St. John’s Bay. Everything is so well curated that it makes it easy to mix pieces and create complete outfits.

Styling Tips for Check and Plaid Pants| Black Windowpane check pants and black top worn by Deborah Boland | Fabulous After 40

Here’s a closer look at these great pants and the cute tie waist which is so “in” for fall.  I’ve teamed them up with a simple crewneck tee to keep the look unfussy and fresh.

Styling Tips for Check and Plaid Pants | Black wide leg check pants and black strappy sandals worn by Deborah Boland | Fabulous After 40

One tip I’d like to pass along is to wear a chunkier heel with this style of pants. Flats can look dumpy with wide pants unless you are blessed with long legs. A thicker heel is also better than a skinny heel to balance out the width of the pants. These rich, black suede sandals work perfectly with this look and will go with so many other things in your closet too.

Styling Tips for Check and Plaid Pants | Black and white Windowpane check pants with tie waist worn by Deborah Boland | Fabulous After 40

You may have noticed that red is a key color this season, so adding a red statement necklace and bag gives my outfit a modern punch.

Now, if you’re the type of gal who prefers skinny leg pants, then you will be happy to know that plaid leggings are also trending.

Styling Tips for Check and Plaid Pants |Gray Plaid legging and red top worn by Deborah Boland | Fabulous After 40

I picked up this really cute pair by Liz Claiborne. They have a Glencheck plaid pattern that has been printed onto stretchy, flat-front leggings.

Styling Tips for Check and Plaid Pants | Black and gray plaid leggings with red tie sleeve top worn by Deborah Boland | Fabulous After 40

Here’s a better look at this very traditional tartan which looks totally updated in a stretchy fabric and a sleek legging cut.  My cheery red tie blouse has sporty 3/4 length sleeves and pretty wrist ties.

Styling Tips for Check and Plaid Pants | red tie top and plaid leggings worn by Deborah Boland | Fabulous After 40

Both of these plaid outfits are fabulous, and they’re at  JCPenney. So don’t miss out! To shop my look visit a store near you and order online by clicking the handy links below.  With so many styles at great prices, JCPenney is sure to have something for you and your whole family just in time for fall.

Thanks to JCPenney for sponsoring this post. To learn more, see my page: Blog Monetization and Disclosure.

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24 thoughts on “2 On-Trend Ways to Wear Plaid Pants

  1. I LOVE the leggings!! They are so cute! The red top looks great with them. It is a look I would wear, but I wouldn’t wear shoes. I would wear flats, or closed for booties.
    I also admired the pants. I love wide legs; I think they are dressier than other options. Thankfully, I am taller than average, so I can wear them without being overwhelmed.
    Thank you for inspiring me to go shopping and sharing such stylish clothes!

  2. Continue to show a mix of price points for your site. I sometimes find clothing at lower price points does not wear well over time. Often details such as not matching plaid lines or fabric quality are sacrificed for a lower cost.

    You may not have Uniqlo in your area, but this line is perfect for affordability and quality.

    Thank you for your efforts in bringing style at all price points to women 40+.

  3. LOVE, LOVE, LOVE plaid! Mind you; I was also a big fan of the Bay City Rollers, so that might have something to do with it! LOL! I am with Sharen; as a Canadian, it would be nice to see some local retailers listed. Maybe once a season, you could do a post with local Canadian retailers? I guess the US ladies could look to these for style inspiration. I do understand that you have to cater to the masses. :)

  4. So glad you discovered JC Penney’s clothes. I love their clothes and always have friends and coworkers asking where I shop when I wear an outfit from there!! If you want on-trend styling and unbelievably great prices, try JCP!

  5. I love this post and will try the entire outfit (wide-leg windowpane pants, etc.) Thanks for posting a more budget-friendly option. Could you keep them coming?

    1. So Glad you liked the outfit, Martha. What I also wanted about it is that all the pieces are very mixed and matchable! They will go with many other things in my wardrobe.

  6. OMG, they are back!!!! I wore those in high school and when I was about 25, and I’m now 70 and want another pair after seeing you in those darling pants! How fun!

  7. The plaid pants are attractive and well-styled. However, the low cost is due to manufacturing shortcuts, as evidenced by the mismatched plaids that are so obvious at the side seams. The center back/front does not match either—a glaring sign of poor construction.
    Price and quality are a real tightrope to navigate.

  8. I love how classy you make these look when you put them together. I will be buying some plaid pants this fall. Thank you for all you do to help us 40+ women. I’m 55, and the transition was tough, but you have made it much more manageable. I am enjoying the change now.

    1. Hi Angie, It was so thoughtful of you to write. I’m glad you like my pants. I will be wearing them a lot. They are very comfy, and I can dress them down with a fitted tee for the daytime. Such a nice change from jeans. I’m glad to be of help, and please let me know if you have any trends or topics you would like covered. Cheers, Deborah

  9. I rediscovered Penney’s a few years ago while I was still a professional working woman. Even though I was Talbot’s diehard customer and would purchase investment pieces and sale items from Talbots, I found Penney’s could fill the holes in my wardrobe with trendier elements without breaking the bank. I was thrilled to see a JCPenney in my area when I recently moved. I especially like their dresses, from casual to church-ready travel-ready jerseys. So happy to see you styling their goods!

    1. Hi Linda, This is just wonderful to hear. I like to be trendy as much as the next gal, but I don’t always want to spend a lot on something I am having fun with for a season or two. That’s why I like the selection and prices at JCPenney.
      Thanks for dropping by and letting me know you like this retailer. I will link to them more.

  10. Hi Deborah,

    Thank you for your lovely blogs and fashions. They are so inspiring!

    Since you mentioned you live in Burlington, Ontario, Canada, would it be possible if you also show sales and where
    to buy in Ontario, Canada? I’m sure, like me, you have many Canadian women following you like me. I live in Port Credit,
    Ontario Canada.

    I understand it is not always an easy task, and I appreciate all you show us.

    Thanking you kindly,
    Sheron Davis

    1. Hi Sheron,
      Since the large majority of my audience is the U.S., I have to pretty much stick to U.S.retailers; however, the good news is many of these retailers, like JCPenney, have a Canadian site you can order from. Suppose you are in Canada and go to JCPenney. In that case, it will automatically switch you to the Canadian version of the place where: all prices are in Canadian dollars, Duties and taxes are calculated at checkout, Low international shipping rates, and Guaranteed landed costs (no additional charges at delivery). It’s easy to do and quite worthwhile, given the vast savings.

    1. Thanks, Rhonda,
      I will pull from JCPenney more often because they have cute styles, and I can’t believe the prices! You don’t have to spend a ton to look fabulous, which is refreshing.

  11. I like the concept except for the plaids for both pairs that you’re showing are not matched at the side seams. A sure sign of poorly made clothing. It really catches the eye because it’s so disjointed

  12. I don’t understand why the manufacturers fail to match the plaids at the seams. It’s distracting and unflattering! Of course, these aren’t high-end pants at this price point but honestly, as a home seamstress during the wild 70s plaid period, it’s not rocket science to match the plaids.

  13. I really like the black windowpane pants outfit on you, Deborah. This combination adds height, which I like a lot. Nice that the pants have some elastic in the back of the waistband for a perfect fit. Gaping can be a problem for me.

    It’s nice that you chose a larger handbag to balance the pattern. I see that it comes in my fave fall color, and at a very good price.

    I love this look!

    1. Thanks, Binky, That windowpane plaid is so elegant but also very modern, especially with the waist tie. I didn’t talk a lot about the bag. It’s by Liz Claiborne, and I’m enjoying it. A splash of red, especially with black, looks chic. Cheers, Deborah

  14. Thanks for showcasing more affordable fashion. What I also really like about JCPenney is that it has an extensive petite selection, Being on the short side, I find that petite sizes just fit me better.

    1. Hi Judy, Yes, JCPenney has a tremendous petite selection, too, and I also found the plus-size section good. It’s great that they consider all types and shapes. It makes shopping easy!

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