What we did was delete a category to smooth out some confusion. The old url was: http://uafnews.com/headlines/my-permalink but now it is http://uafnews.com/my-permalink. How could I have people who come to old url get to the article now with it's new url? I am so new to this part of web development.
Maybe you could use an .htaccess rule to manage that, but i don't know if WordPress handles that.
It would have to be something like
Redirect /olddirectory/oldfile.html http://example.com/newdirectory/newfile.html
More info at: How do I redirect my site using a .htaccess file