The best loafers, from classic to chunky
Loafers work with jeans, trousers and skirts, and they are easier to walk in than most flats. We compared four styles at different prices.
The Fitting Room may earn a commission when you buy through links on this page, at no extra cost to you. We choose products on their merits, and retailers cannot pay to be included. How we make money.
Weejuns Whitney Penny Loafer
Typical price: around $150
The penny loafer that started it all, in polished leather. Firm at first, then softens with wear.
Loraine Loafer
Typical price: around $150
A soft leather loafer with a horsebit detail and a padded footbed. Comfortable from the first wear.
Adrian Tassel Loafer
Typical price: around $170
Tassel loafer on Dr. Martens' air-cushioned sole. Sturdy, grippy and good in the rain.
Horsebit 1953 Loafer
Typical price: around $1,000
The original horsebit loafer, with a soft collapsible heel. An investment pair that has stayed in style for decades.
How to choose
Expect a break-in
Leather loafers usually feel snug at first and stretch slightly. Avoid pairs that pinch across the widest part of the foot.
Pick the sole
Leather soles look elegant but slip in the wet. Rubber or lug soles suit daily commuting.
Mind the heel
Loafers can slip at the heel. A thin heel grip fixes this if you are between sizes.
Prices change often and vary by retailer, size and colour. Always check the final price on the retailer's site. Comparing it is exactly what The Fitting Room is being built to do for you.
Want edits picked for you?
The Fitting Room is building a personal stylist that learns your size, fit and taste, then finds the best price across retailers. Join the waitlist to be first in.
The Fitting Room