Penny loafers are the ultimate blend of classic charm and modern versatility. In 2025, they’re more stylish and wearable than ever – the perfect smart-casual shoe for work, weekends, weddings and everything in between. Whether you’re dressing for the boardroom or brunch, this guide covers the best men’s penny loafers to buy right now — from British heritage brands to affordable high-street heroes.
What Are Penny Loafers and Why Are They a Must-Have?
A penny loafer is a slip-on shoe defined by the strip of leather across the upper, originally designed to hold a small coin (hence the name). First popularised in the 1930s and embraced by Ivy League style in the 1950s, the silhouette has stood the test of time — thanks to its effortless elegance and adaptability.
In 2025, penny loafers remain a menswear essential. Why? Because they:
- Pair effortlessly with jeans, chinos or tailoring
- Work for both formal and casual occasions
- Add polish without feeling stuffy
Best Men’s Penny Loafers to Buy Now
Here’s our curated edit of the best men’s penny loafers available to shop now in the UK — from timeless investment pieces to budget-friendly finds.
John Lobb Lopez Penny Loafer
- Price: lb975
- Where to buy: MR PORTER
- Why we love it: Handcrafted in Northampton, this is the gold standard of penny loafers. Pure craftsmanship and luxury that lasts decades.
Church’s Pembrey Double Seam Loafers
- Price: lb850
- Where to buy: Church’s
- Why we love it: Impeccable detailing and a heritage feel. If you love the traditional look with refined touches, this is your pair.
Crockett & Jones Boston Penny Loafer
- Price: lb530
- Where to buy: Robert Old & Co
- Why we love it: Timeless, comfortable and handcrafted. These wear beautifully over time — a proper British investment.
Grenson Epsom Leather Loafers
- Price: lb440
- Where to buy: Grenson
- Why we love it: Sleek, modern lines with all the heritage hallmarks. Great for dressing up or down.
Hawes & Curtis Leather Penny Loafers
- Price: lb169
- Where to buy: Hawes & Curtis UK
- Why we love it: Perfect for the office or a smart dinner out. A versatile, stylish leather loafer at a great price point.
Polo Ralph Lauren Lug-Sole Loafers
- Price: lb165
- Where to buy: Frasers
- Why we love it: A modern twist on the classic loafer with chunky soles and a luxe finish. Great for transitional weather.
Samuel Windsor Penny Loafer
- Price: lb59
- Where to buy: Samuel Windsor
- Why we love it: Over 2000+ 5-star reviews — and for good reason. Classic looks, comfort fit, and unbeatable value.
ZARA Leather Penny Loafers
- Price: lb59.99
- Where to buy: ZARA UK
- Why we love it: Sleek, minimal and on-trend. ZARA’s take on the loafer is ideal for fashion-forward dressers on a budget.
How to Style Penny Loafers in 2025
Not sure how to wear them? Here are a few timeless style formulas:
Formal:
Pair high-shine leather loafers with a tailored navy suit and crisp white shirt. Add a tie for meetings, or go open collar for weddings.
Smart-casual:
Try suede loafers with beige chinos, a polo or knitted shirt and a lightweight blazer. Perfect for dinner dates or garden parties.
Casual:
Style chunkier or coloured loafers with straight-leg jeans, a tucked-in tee and overshirt. Socks optional (but white ones are trending again).
Penny Loafer Maintenance Tips
Investing in loafers? Keep them in top shape with a few easy steps:
- Leather: Polish every few weeks, use cedar shoe trees, and avoid heavy rain.
- Suede: Brush regularly, spray with protector, and store away from direct sunlight.
- Soles: Rotate wear to avoid early heel wear. Resole good pairs to extend lifespan.
Final Word: Are Penny Loafers Worth It?
Absolutely. Whether you’re after timeless elegance or trend-forward style, penny loafers are a footwear essential that never go out of fashion. Versatile, comfortable and suitable for every age and occasion — these are shoes that work as hard as you do.
With brands like John Lobb, Crockett & Jones, Grenson and Zara offering a full spectrum of price points, there’s never been a better time to find your perfect pair.
