The denim jacket is one of those rare wardrobe staples that never goes out of style — and if you’re over 40, it’s probably been a trusted go-to more than once. But while the jacket itself is timeless, what you wear with it can make all the difference between looking effortlessly put-together… or just thrown together. The secret? Start at the bottom.
Whether you’re running errands, meeting friends, or dressing it up a bit, the right shoes can completely elevate your denim jacket look — adding polish, structure, or just the right amount of edge. Ahead, we’re breaking down the best shoes to pair with a denim jacket after 40 — ones that feel stylish, age-appropriate (without ever being boring), and totally wearable. Let’s take that classic layer and step it up.
1. White Leather Sneakers

Crisp and polished, white leather sneakers are a timeless choice that keeps your outfit looking fresh without sacrificing comfort. These sneakers effortlessly pair with everything from cropped trousers to midi skirts, offering a versatile option for any activity.
Their sleek design ensures they never appear sloppy, enhancing the denim’s laid-back charm. Perfect for daily errands or casual outings, they bring a youthful yet sophisticated vibe.
Opt for simple tees and joggers for a chic, relaxed look. These sneakers become a wardrobe staple, making them a must-have for any denim enthusiast.
2. Pointed-Toe Flats

For a refined yet relaxed touch, pointed-toe flats are the perfect companions to a denim jacket. These shoes add a mature elegance to any ensemble, making them ideal for work or sophisticated evenings out.
Featuring soft patterns and neutral tones, they effortlessly blend into your wardrobe, offering polish without overpowering the look.
Whether paired with tailored attire or something more casual, they provide a comfortable, stylish option for day-to-night dressing. Their graceful silhouette adds a delicate touch, enhancing the overall appeal of your outfit.
3. Ankle Boots (Leather or Suede)

Ankle boots bring a structured elegance to the relaxed nature of a denim jacket. Perfect for fall or spring, these boots provide both style and functionality, making them a versatile choice for any wardrobe.
Whether opting for classic Chelsea boots or heeled variations, they add a touch of sophistication to midi dresses and tailored jeans.
Their timeless design ensures adaptability, working equally well with straight-leg pants. With an array of styles, ankle boots remain a fashion staple that effortlessly elevates your denim look.
4. Ballet Flats

When the temperatures rise, ballet flats offer a charming balance of elegance and comfort. Their design complements the breezy feel of a denim jacket, creating an easy-going yet stylish ensemble.
Whether paired with a flowy dress or linen pants, these flats impart a weekend-ready vibe, perfect for casual outings or daytime events.
The low heel provides support without compromising on grace, making them a favorite for those who value both style and functionality.
Capture the essence of summer with this light-hearted footwear choice.
5. Loafers (Flat or Platform)

Loafers exude timeless sophistication, transforming a simple denim jacket into an ensemble of elegance. Ideal for casual workdays or elevated errands, they offer a grounded yet refined look.
Choose between flat or platform styles to suit your preference, and complete the outfit with structured handbags or layered gold jewelry.
Their effortless charm and versatility make them a valuable addition to any wardrobe, providing both comfort and class. As a staple piece, loafers are perfect for those seeking a balance between style and practicality.
6. Slip-On Mules

Slip-on mules offer a sleek and understated elegance, perfect for pairing with a denim jacket. These shoes provide a hint of sophistication, easily complementing cropped or cuffed jeans.
Crafted in leather or suede, they exude quiet confidence and charm, suitable for a variety of occasions.
Their versatile nature allows them to transition seamlessly from day to night, making them a favorite for those who appreciate style with subtlety. Choose pointed toes for an extra touch of class, enhancing the overall appeal of your ensemble.
7. Espadrilles or Wedges

Espadrilles and wedges soften the ruggedness of a denim jacket, adding a touch of femininity and charm. They bring an airy, relaxed vibe, perfect for brunch or casual summer outings.
Whether paired with midi skirts or wide-leg linen pants, these shoes offer comfort and style in equal measure.
Their easy-going nature makes them ideal for travel, ensuring you look chic without effort. Embrace the carefree spirit of summer with footwear that complements the timeless appeal of denim.