How to Style a Denim Jacket for Every Season

A woman wearing a denim jacket with a black tank top

At this point, it’s pretty much confirmed that denim will never go out of style. It’s such a versatile and durable material — and you can use it to create a look for nearly every aesthetic and season! 

Love all the denim in your closet but not sure how to wear it? If you’re ready to learn how to style denim jackets year-round, check out this breakdown from us today!

1. Fall

Fall is the perfect time of year to test out those transitional denim looks. Discover our favorite casual and elevated denim jacket styling ideas for a day at the office or a night out with friends.


A woman wearing a denim jacket with a wool collar accent

For a more relaxed way to style denim jackets this fall, choose a medium-dark wash piece that falls to the top of your hips. We like to pair this look with skinny jeans and a basic top for something super laid back.

You can add a little pop of interest with unique details, like a print or graphic design on the shirt, wool on the jacket collar and cuffs, or even a showstopping pair of booties. Accessorize with your favorite jewelry to complete your look.


If you want to take this fall look to places that are slightly more sophisticated, chic and sleek are the key. In this case, we recommend a longer cocktail dress in a neutral fall hue, like deep brown, coppery earth tones, or black. Top your dress with an oversized denim silhouette.

When you style denim jackets this way, we say skip out on all the extra details. You don’t want any distressing, extra embroidery, or button details for your jacket at all. Finish your look with a pair of black peep-toe pumps that definitely say it’s time to party!

2. Winter

At this point in the year, it gets a little cooler, so you’ll be layering a lot more when you style denim jackets. Check out our favorite denim jacket styling ideas for winter.


A woman wearing a denim jacket with a hoodie

To style denim jackets for a casual winter look, start with layering tops. Throw on a fitted tank, followed by a second layer with long sleeves, like a sweater or hoodie. Top this ensemble with a distressed oversized denim jacket.

We like wearing our winter denim with the hoodie popped out over the jacket collar to keep it super laid back. We also like keeping it casual with leggings tucked into knee-high boots to keep you warm and protect your feet from snow and rain.


For a sophisticated denim look in winter, we think longer hemlines and heels are the key to style denim jackets. Choose a denim jacket with more of a trench or cardigan silhouette. Wear this piece over a knit turtleneck or button-up shirt.

You can tuck your top into a midi-length pencil skirt and throw on a pair of pumps to complete the look. Since your neckline is obscured, make earrings your final accessory with some pearl studs or sleek gold dangles.

3. Spring

Now that the weather is getting warmer, you should be prepared with lighter denim selections — like chambray or Tencel! See how we explore denim jacket styling ideas for spring to stock up with all the right stuff.


A woman wearing a denim jacket with cropped pants

One of our favorite casual silhouettes for transitional weather is the wide-leg, cropped pant — also called a culotte. You can pair your spring denim with this cut for jeans or slacks to double up on denim or break it up.

The perfect shirt to style denim jackets with culottes for spring is something floral or printed. Other spring patterns for your top could include watercolor designs, paisley, and pastel checkers.


Ready for our elevated recommendations to style denim jackets for spring? No surprise here, but we love a good floral dress. Opt for a printed pastel design with a tea-length hemline and pair it with sandal wedges and a sunhat!

4. Summer

Summer is finally here, and you want to have your denim jacket handy for breezy evenings on the beach. We get it, and we have the best denim jacket styling ideas for you!


Two women wearing denim jackets with shorts

Denim shorts with a cropped top and a chambray-style denim jacket is the way to go here. Chambray is ultra-lightweight but has the same texture and color as denim. Wear it over your shortest shorts to keep everything breezy.

An alternative to the crop top is a bodysuit that will keep you cool with moisture-wicking materials. We also love this ensemble with either tennis shoes or sandal flats to make wandering around a sleepy resort town fun and comfy.


To elevate your denim jacket style for summer, you have a few options, including wearing your jacket over a matching set or a jumpsuit

Matching sets always look cool and collected because you’re (duh) matching! Jumpsuits are slightly more sophisticated because they usually have a structured silhouette that looks great with heels and a denim cardigan.

Slay Every Season in Style

Are you feeling inspired by our guide on how to style denim jackets for every season? Make sure you can create every outfit your heart desires when you enhance your wardrobe with a few choice pieces from The Willow Tree Boutique!

Check out our selection of denim jackets and seasonal essentials to elevate your wardrobe and stay stylish all year round!

Kim Kidd

Kim Kidd founded The Willow Tree Boutique in 1992 with a mission to help women of all ages and sizes feel confident and appreciated. The boutique offers a wide range of clothing options, including tops, bottoms, and accessories from top brands at affordable prices. Over the years, The Willow Tree has grown from a small clothing boutique to a beloved fashion destination.