How do you plot routes on your pdf or tiff charts?

Hello, newbie question here.

I have some great vfr charts in tiff or pdf formats that I love to use with the sim. They are more detailed than skyvector and I would like to navigate with them but… how do you draw angles in a pdf or tiff file? Is there any program that offers a rotating compass rose and line drawing or something? I wish I had some tools like the ones in DCS F10 map.

I’m clueless. Besides putting an actual physical plotter on my screen I have no idea how to do it.