How to Style Denim Jackets for Fall

Let’s talk about one of my favorite wardrobe staples: the denim jacket. It’s a classic go-to, especially in fall, adding a youthful, laid-back vibe to any outfit. Plus, it’s perfect for that extra warmth on crisp days. Today, I’m sharing my favorite ways to style denim jackets for fall, specifically for ladies over 50 who want to look fashionable, put-together, and comfortable. If you’re unsure how to make a denim jacket work for you, I’ve got tips to help you look fabulous this season!

Why a Denim Jacket is a Fall Must-Have

Before we dive into all the ways to style a denim jacket, let me remind you why this piece is a must-have for fall. A denim jacket is incredibly versatile—seriously, it goes with just about everything in your wardrobe. You can wear it with dresses, jeans, skirts, or even trousers, and it adds that perfect third layer to any outfit.

For fall, it’s light enough for layering but warm enough to keep you cozy when that autumn chill hits. Plus, denim is a neutral, so it plays well with all those rich fall colors we love—think burnt orange, mustard, deep burgundy, and olive green. Whether you’re running errands or heading to lunch with friends, your denim jacket can work for it all.

How to Find the Perfect Denim Jacket Fit and Style for You

Ladies, I can’t stress this enough—fit is everything. When you’re over 50, you want your denim jacket to look polished, not sloppy. So, finding the right style and fit is crucial.

Classic or Trendy? You Decide!

• Classic Fit: If you want a piece that never goes out of style, opt for a traditional denim jacket. These usually hit right at the waist and have a tailored, clean look. This classic style will be the most versatile and can be dressed up or down with ease.
• Trendy Twist: Want to have a little more fun? Try a cropped or oversized denim jacket. Cropped styles look great over dresses, and oversized jackets are perfect for layering over sweaters. If you’re going for a trendy style, make sure it still flatters your body. Oversized doesn’t mean drowning in fabric!

How to Layer Your Denim Jacket Like a Pro

Layering is one of the best things about fall fashion. And guess what? Your denim jacket is the perfect layering piece! Here’s how I love to wear mine:

With a Button-Down Shirt

For a more polished look, try your denim jacket over a button-down shirt. I especially love a crisp white shirt or even a plaid one for some fun fall flair. You can pair this look with black jeans or pants for a sharp yet relaxed outfit.

Looking for button-down recommendations and styling tips? Check out this post: How To Style A Button-Up Shirt For Fall

Over a Cozy Sweater

A denim jacket layered over a soft, chunky sweater just screams “fall,” doesn’t it? I love pairing it with a turtleneck or a cowl neck sweater. Not only does this look stylish, but it also keeps you warm without feeling bulky. Stick to neutral-colored sweaters like oatmeal, gray, or even a pop of burgundy. It creates a beautiful contrast with the denim!

I’ve been sharing a LOT of sweaters lately, and I shared some of my favorites over in this post.

Layering Over a Dress

Oh, ladies, this is one of my favorite fall looks! If you’re like me and love wearing dresses year-round, don’t pack them away when the temperature drops. Just throw on a denim jacket! It works especially well with floral or patterned midi dresses. This combination is perfect for a casual date night or a brunch with the girls.

Wondering what dresses you should buy? Check out this post: Cute and Casual Fall Dresses For Every Occasion

How to Pair Your Denim Jacket with Bottoms

The beauty of a denim jacket is that it can be paired with almost any bottom in your closet. But if you want to create chic and flattering outfits, here’s how to do it:

Yes, You Can Do Double Denim!

I know what you’re thinking—”Can women over 50 really wear denim on denim?” The answer is yes, you absolutely can! The trick to making it work is mixing different washes. For example, pair a light-wash denim jacket with dark-wash jeans. This gives the outfit depth and keeps it from looking too matchy-matchy.

You can find my favorite jeans in this post and this one.

Try Trousers for a Sophisticated Look

For a more polished option, ditch the jeans and try your denim jacket with a pair of trousers. I love this combination because it adds a touch of sophistication while still keeping things casual. Camel, navy, or black trousers work beautifully with denim and create a chic, effortless look for any daytime outing.

Leggings or Joggers

If you’re going for comfort (and who isn’t?), pair your denim jacket with black leggings or joggers. This combo is perfect for running errands or lounging around on the weekends. Add a tunic-length sweater underneath for an easy, comfortable outfit. You can even add boots or cute flats to dress up your look while keeping you comfy!

P.S. I share all about my favorite leggings in this post!

Footwear That Pairs Perfectly with Denim Jackets

The shoes you choose can change the whole vibe of your outfit. Here are my favorite footwear options to pair with a denim jacket:

Ankle Boots

Is it really fall without ankle boots? This is my favorite shoe to reach for once the weather cools down! Ankle boots and denim jackets are a match made in heaven. Whether you prefer heeled or flat styles, ankle boots add a trendy edge to any outfit. Try pairing them with jeans, leggings, or even dresses for a chic fall look.

If you need a new pair, check out this list of My Favorite Ankle Boots For Women In Stores Now!

Loafers or Ballet Flats

If you’re aiming for a more polished look, try loafers or ballet flats. These shoes add a touch of sophistication and keep your outfit looking chic and comfortable. Check out some of my favorite ballet flats for fall in this post or loafers recommendations over in this post.

Sneakers for a Casual Look

The older my feet get, the more I find myself reaching for comfortable shoe options! For a casual, on-the-go look, you can’t go wrong with sneakers. White leather sneakers are a classic, but don’t be afraid to try some fun prints or colors, too. Check out this list of trending sneakers for women over 50 to see what pairs to add to your own closet!

What’s your favorite way to style a denim jacket for fall?

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