Corrected entry: The helicopter that they use to rescue "dad" gets its windows entirely shot out. That is why the helicopter is put on autopilot so that the prison tower can be blown up. Later, everyone is sitting in the back of the helicopter talking and all the windows are intact.
Corrected entry: Black Widow asks her civilian contractor to procure a jet for her. All he could find was a beat up old helicopter. Which is exactly what she and her sister needed to get Alexei out of prison. They could not have done it with a jet. If they had got a jet they still would have needed a helicopter. So much for that.
Correction: You're assuming their original plan was to hover over the prison to be sitting ducks to attacks. It's also possible they expected Alexei to break out and meet them outside the prison or rendezvous at the jet. Not to mention the Quinjet has hovering capabilities if that's what Mason could get for her.
OK. You have a point.
Correction: The windows didn't get "shot out." Yes, the side did get shot, but the bullets just went through. You even see when one of bullets goes through the front window, it only leaves a hole and the widow stays intact.
Bishop73