Go through hard times

Have a bad time (of it) / Have a tough time / Have a hard time


Passarsela brutta

Passarsela male


Meanings
To go through a difficult time

Examples
Poor Leonard is going through hard times: he's back to the hospital for the third time in one year
Povero Leonardo. Se la sta proprio passando brutta; รจ la terza volta che va in ospedale quest'anno

Since he lost his job, Fred has been having a bad time of it
Federico se la sta passando male da quando ha perso il lavoro

I saw Richard and he seems to be having a tough time lately
Ho visto Riccardo e ha tutta l'aria di passarsela male ultimamente