Maybe I'm in the same boat as you are. Unlike you, though, my wife and I both have jobs, and overall, life has been good to us here. Yes, everything works, it is safe, and nowhere else in the world will we experience all the good things that we have experienced here.
But I have just returned from my first trip back to my home nation since moving here. It feels harder to come back to Switzerland this time, it seems. I miss my mom more now. I miss the life back home, even though it is definitely much harder there than here.
If it's any consolation, Italy is much, much closer to Switzerland than you think. Even though tickets are pricey, you have alternatives, such as the train (although it may be more expensive than taking the plane, sometimes).
Sorry I also have no advice for you, other than using your thread to also tell you that you're not alone.

I hope you and your family will come to the right decision.