I wear pants almost exclusively in the winter because tights/hose make me itch. Of course, one of the unofficial mottos where I work is "Every day is casual day."

I wear ballet flats and character shoes when I want to be a bit more dressy as my everyday work shoes. For the job that involved periodic extended walking they both worked pretty well, if you have enough support in the ballet flats.

Jesse, I have several pairs of sneaker-y shoes that look perfectly respectable with skirts and dresses that are also comfortable enough for my 50 minute walk home. Like this: [link] Or this: [link]

Ooh, I like those Sketchers. I love that you people will do my shoe shopping for me.

I think even if I wore flats, I would not commute in them as I destroy shoes quickly in the wild and I just don't want to be taking them to the repair shop that often.

I have very similar sketchers, in black, that I wear all the time.

I also have a pair similar to this that I wear all day at work: [link]

I swear by these: [link] Comfortable for long walks and look good with jeans or dresses. They are way cuter on than they look in the picture.

Ooh, those might be the best yet for me, Scrappy! I have a real problem with too-thin soles on shoes.

I have very similar sketchers, in black, that I wear all the time.

Me too, but in brown. Love them.

In Florida, I got into the habit of no hose with dress shoes. I may amend that here in Seattle, at least in the winter, and go back to tights/stockings with pumps, at least.