Francesca's is a nice Italian restuarant in Little Italy. Jean's would be way underdressed for the place. People eating there are always dressed nice, but a sport coat/tie is definitely not necessary (for the restuarant). I don't know anything about Rush specifically, though. I don't know whether there will be attendings or just residents.

I just plan on wearing nicer pants & shirt, but I am not going to wear a tie or sport coat.