Fear and Loathing in Las Vegas Criterion would be a good one. Once you got done with the movie, you could go through the commentaries. The driver could get some entertainment out of those without seeing what's on screen.

I think "Cinderella Man" has that descriptive audio track for the visually impaired... I never checked it out but remember seeing it in the menu. Might be good for the driver.

I should have Scrubs season 3 by then. I'm thinking that would be a good one.