Some shoes earn a permanent spot in the rotation, and for me, classic loafers have been that pair for years. They work with everything I own and quickly became an in-office staple. I’ve worn mine through more busy fashion months with busy walking days than I can count. Lately, though, I’ve noticed the best-dressed people I know swapping their flat pairs for a version with a little lift.
Enter the heeled loafer. It keeps everything we love about the original (the penny strap, the polished leather, the menswear ease) and adds a block or kitten heel that makes even the simplest outfit feel more finished. Don’t worry, your flats aren’t getting retired. This is just the pair I’d buy next. Ahead, see my favorite styles at every price point.
Our Favorite Styles:
Miu Miu is the reason I started paying attention to this trend in the first place.
A splurge in burgundy, the color I can’t stop wearing this fall.
Tory Burch’s vintage heeled loafer is the pair I keep seeing on fashion people.
A kitten heel that feels like they were designed for walking the city.
Proenza Schouler always gets the minimalist version of a trend exactly right.
Real leather heeled loafers are always worth snapping up fast, especially when they’re under $150.
This style is instantly recognizable in the best way.
The brown eel effect makes these look way more expensive than they are.
Stuart Weitzman makes heels you can actually walk around the city in.
The shiny espresso leather on these is so rich.
I love how these look like a pair you’d find at the best vintage shop in Paris.
Another eel finish and massive heighnt.
The distressed vibe make a classic feel a little cooler.
Chocolate brown is the shade I keep reaching for this season.
Manolo Blahnik always does it right.
The penny loafer brand finally gave us a heeled version, and I’m so here for it.
The subtle bit detail makes these feel so polished.
A classic penny loafer with just enough lift.
I’d wear these with straight-leg jeans and a cropped trench all fall.
Croc-embossed leather in dark oak is my idea of the perfect fall shoe.
A polished pump with all the ease of a loafer.
An easy loafer pump you’ll wear with everything from jeans to tailored trousers.
A black croc loafer at this price is an easy way to try the trend.
The kind of pair you can wear to the office and straight to dinner.
A heeled loafer this easy is the one I’d wear on repeat all season.
Zara is always my first stop when I want to test-drive a trend.
A loafer pump that looks so much more expensive than it is.
A little platform gives you height without sacrificing comfort.
If you want major height you ned to try this pair
