As Hilary says, it's all a question of how likely this is to happen.
By saying " If you run into difficulties, please tell us as soon as possible. " the speaker is suggesting that it is very likely that the other person will run into difficulties.
The use of the modal form 'should run' has the effect of making the possibility more distant, and therefore more improbable. It's a kind of subjunctive, used for more hypothetical situations. " If you should run into difficulties, please tell us as soon as possible. " is equivalent to saying 'I don't expect that you will run into difficulties, but, in the unlikely event that this should happen...'.
I hope that helps.