The Prettiest Comfortable High Heels for Fall, All in One Place

Allyson Payer

Finding comfortable high-heel shoes can seem like an impossible task. We get it. Simply put, it's unnatural for your heels to be elevated multiple inches above your toes, and that's the exact position that the ever-popular shoe style forces your feet into. And as you're likely busy or on the go most of the time (aren't we all?), chances are you need heels you can stand and walk in for extended periods of time. But luckily, you're in good hands.

We're self-proclaimed shoe experts here at Who What Wear, and within our expertise is finding comfortable high heels. (Yes, they do exist.) Currently, retailers are stocked with fresh new arrivals of pretty heels for fall with comfortable characteristics like walkable block heels, sturdy ankle straps, kitten heels, and cushioned insoles. To get you started on your search for comfortable, pretty high heels, here are 22 pairs, starting at just $20. You can pretty much guarantee that they'll lead to tons of compliments.

Shop our favorites below!

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