I honest to God think Trump has a much better chance than what the media would like you to believe.
When it comes down to Trump vs. Hillary I think there's a a good deal of people who would, as was previously alluded by others, see Trump as more of a centralist candidate than a true conservative republican. What many have said as a slight against Trump being the republican nominee (his documented liberal leanings on certain issues) could help him rise above Hillary.
If you really think about it, Hillary is the exact politician that Trump has been railing against this entire time anyways. I think a lot of Americans might weigh up the lesser of two evils and say "Maybe we need to try a different, less politically inclined direction." Especially when it comes to people 40+ and 50+. They'll try to draw parallel to the Reagan administration and convince themselves that way.
I think Hillary has a strong base in place but I struggle to see how her policies and rhetoric will actually win over any voters. Not saying Trump's is much better, but the sensational fanaticism that Trump pushes is done so in a way that can romanticize, as opposed to the grating rhetoric that Hillary generally comes out with.
It's also worth noting that this is still America and there's a large portion of the country (not a majority by any means) that will treat the election like American Idol/Big Brother and vote strictly for things that really have nothing to do with either candidates policy.
All in all, there's a lot of factors that could easily favor Teflon Don that I'm not so sure Hillary will be able to combat in a way that doesn't come off as (more) snobbish (than Donald is).