What to Wear with a Leather Jacket
Wondering how to style a leather jacket? Whether it’s for running errands, a casual outing, or transitioning between seasons, a leather jacket is one of the most versatile wardrobe staples you can own.
Since adding my first genuine leather jacket to my closet, it quickly became a go-to piece. I now have a couple of jackets I rotate regularly, and they consistently bring a touch of effortless edge to almost any outfit.
The first black leather jacket I bought was back in 2016, and I still wear it today. It’s a perfect example of why investing in quality, timeless pieces is worth it. If you’re curious about styling your leather jacket, this guide is full of practical inspiration.
I tend to gravitate toward sleek, classic jackets rather than heavily adorned or belt-heavy moto styles. Of course, personal taste is key, so choose something that reflects your style.
Whether you’re looking for everyday outfit ideas or ways to elevate your wardrobe with a leather jacket, the suggestions below should spark some inspiration.
Leather Jacket Outfit
The leather jackets featured here have been wardrobe staples for me for years. One is from Vince (2014) and the other from J.McLaughlin (2017). While those exact jackets aren’t available, I’ve included a selection of current options at the bottom that I personally love for their versatility and quality.
What To Wear With A Leather Jacket
Sneakers
You can never go wrong with pairing a leather jacket with sneakers. It’s effortless and always stylish.
Leggings
Oversized leather jackets look amazing with leggings for a relaxed, off-duty weekend vibe.
Dresses
Leather jackets add a cool contrast to dresses—whether they’re floral, midi, or maxi. One of my favorite ways to wear my leather jacket is over a feminine dress.
Rompers or Jumpsuits
Layer a leather jacket over a romper or jumpsuit to give the outfit a modern, edgy touch while making it wearable beyond summer.
Trousers
Leather jackets can make tailored trousers feel less formal and more fashion-forward. Pair with black, gray, or camel trousers for a chic twist.
Baseball Cap
For a sporty, casual touch, add a baseball cap to your leather jacket ensemble.
T-Shirt
A classic white tee and a leather jacket are a timeless combination and wardrobe essential.
Turtleneck
During colder months, a turtleneck or cozy cashmere sweater under a leather jacket creates a chic, layered winter look.
Slip Skirts
Cropped leather jackets pair beautifully with silky slip skirts, offering a stylish balance of soft and edgy.
Slip Dresses
Slip dresses and leather jackets are iconic together, blending femininity and attitude effortlessly.
Feminine Fabrics
Materials like lace, silk, or satin work perfectly with leather jackets to create a striking contrast between delicate and rugged textures.
Leather Jacket Outfits
Jeans and Sneakers
A classic go-to look is pairing your leather jacket with jeans. Swap the sneakers for a heeled mule or loafer for a slightly dressier feel. This outfit works perfectly for fall and transitional seasons.
Sweater Dress
Leather jackets can add edge to a simple sweater dress, making it feel fresh and modern.
Button Down
A casual button-down shirt under a leather jacket offers a chic balance of masculine and feminine vibes. Pair with raw-hem jeans or delicate shoes to complete the look.
Trousers
Leather jackets complement trousers beautifully, whether you’re wearing silk, wool, or tailored fabrics. It’s an effortless way to dress up or down depending on the occasion.
Maxi Dress
For a glamorous twist, pair a flowing maxi dress with a leather jacket. The combination of soft, elegant fabric with tough leather is always striking.
Midi Dress
Midi dresses look amazing under leather jackets, especially floral or patterned styles. Try draping the jacket over your shoulders for extra flair.
Mini Dress
A mini dress and leather jacket is a versatile combo that works year-round.
Slip Skirt
Slip skirts gain an edgy update when paired with a leather jacket and a simple t-shirt.
Slip Dress
Leather jackets perfectly offset the softness of slip dresses, adding an effortless touch of attitude.
Little White Dress
A black leather jacket over a white dress creates a bold, stylish contrast that always feels chic.
Festive Feathers
For holiday occasions, layering a leather jacket over a feathered dress or skirt makes for a fun, fashion-forward outfit.
Sequins
Pairing a leather jacket with sequined dresses or skirts creates a perfect balance between glam and edge.
Turtleneck
Layering a fitted turtleneck under a leather jacket keeps you warm while maintaining a sleek, sophisticated look. A bodysuit can work just as well for this layered style.
How to Choose the Right Leather Jacket
When shopping for a leather jacket, consider:
- Real vs. faux leather
- Lambskin vs. cowhide
- Fit (cropped vs. oversized)
- Hardware style
- Color (classic black vs. brown)
Quality varies between real and faux leather, so if you’re planning to invest, start with a faux version to see if it becomes a staple, then consider upgrading to a premium leather jacket. Brands like Nour Hammour are currently producing some of the most stylish and well-made options.
Not feeling a leather jacket? A bomber jacket is another timeless alternative.
What to Wear with Leather Jackets
- Barb Wide Leg Pants
- Tomboy Shirt
- Wells Dress
- Ben Sweater
- Wedgie Slim Jeans
- Everyday Sweater
- Wedgie Straight Jeans
- The Boxy Sweater in Everyday Cotton
Leather jackets are timeless pieces that can elevate almost any outfit. Whether you pair them with dresses, trousers, or casual basics, they remain a versatile staple that deserves a spot in every wardrobe.
