Finishing off your autumn ensembles, loafers strike the perfect balance between fashion and formal. Whether in chunky, penny loafer or slip-on form, the preppy footwear choice is at the top of ...

Our top pick, the Allen Edmonds Randolph Penny Loafer, is a classic shoe that can be worn with both suits and jeans. If you want to go all in on comfort, we like Amberjack’s The Loafer ...

Why we love this brand: It’s one thing to be the company that invented penny loafers—it’s another to still make chic, fashionable pairs that merge contemporary with classic. G.H. Bass has ...

Not to sound like a broken record, but I love every shoe Margaux makes—especially its take on the penny loafer, which skips the signature slot in favor a minimal, puffed band detail. Style aside ...

Best classic penny: G.H. Bass Whitney Weejuns - See at G.H. Bass A classic penny loafer will always be in style. G.H. Bass makes some of the highest quality leather loafers for women we've tested.

We love when a classic is revived with an of-the-moment trend. We can thank you, Miu Miu, for spearheading the revival of the timeless penny loafer seen on Zoey Deutch here.

If you need convincing, just take a look at recent celebrity fashion; Selena Gomez stepped out in a platform lug-sole pair, Dakota Johnson went for a classic penny loafer, and Demi Moore picked a ...

Cute! A classic driving loafer is all you need. Want to run around on a cruise with jeans and a T-shirt? Just slip your penny loafers on and head to the buffet. I’ve literally done all of the ...

I’ve been eyeing these loafers for a while, and their time may have finally come thanks to a 50 percent discount. These are a classic pair of penny loafers but with a subtle twist—ruching ...

Pair them with a monochromatic black for a contrast that pops. If you’re looking for a no-frills, classic penny loafer, look no further than G.H.Bass. The brand’s best-selling Whitney loafer ...