Yes, I somewhat hesitated to suggest it, too, as I'm not sure that would be my first option. On reflection, what I usually do is google something like "font similar to xyz-font". Often, you'll find that the issue has already been discussed somewhere, although that might not be the case for an old font on a disk.
The other thing you can do is go to sites like Google Fonts, Font squirrel etc. and look through the fonts they have until you find one that's similar.
But thinking about it now, it might be simpler to upload a screenshot sample to whatthefont after all!