So can a 2D game still win the jam, or does it have to be 3D?
Like would Crossy Road be chosen over doodle jump, just because it is 3D?
2D game can also win, if it is really innovative and fun to play . We recommend you to try 3D but that does not mean that 2D games will be ignored. We will test all the games and select the ones which are most innovative and fun to play.
You need not worry if your game is in 2.5D , 2D or 3D as long as u make something that stands out.
Recently 3D games seem to trend more and people tend to prefer them over 2D titles. So we suggest you to try 3D or 2.5D over 2D. But at the end of the day it depends on how addictive and awesome your game is!
Also your second query. That will count as a 3D game.