Rothy’s are the go to flats in my business circle.

Sam Edelman and Naturalizer heels are both very comfortable. Go for wedges for more support.

Badgley Mischka flats

Ferragamos are my go to. I also really like Roger Vivier.

Margaux, Gentle Souls.

I have some Aerosole wedge sandals I wear to a lot of dressier events in warm weather. They are somewhat plain, but nowhere near fugly. They are the most comfortable heeled shoes I’ve ever worn. Maybe look at that brand?

I am also eyeing a pair of Vionic Jacey wedges. Most look more casual with a white sole, but they have a black with black sole option. Again, they look plain and a little clunky, but the brand is comfy.

Stuart Weitzman they have wides and low comfy heals.

Also Aquatalia.

I need comfortable shoes that I can wear with pants on occasion, like going to performances. Low heel or flats are fine. Shouldn't be fugly, but really, this is about being able to walk around without being hobbled within half a mile. I have small but wide feet (Women's size 6-6.5), and it can be a bit challenging to find a good fit.