If you are saying to your friend or younger people, then you can say like this
When did you get sick? => "언제부터 아팠어?"
"Is it that bad?" => "많이 안좋아?" or "많이 아파?"
"Have you taken your medicine?" => "약은 먹었어?"
If you are saying to elder people, then you can say like this
When did you get sick? => "언제부터 아프셨어요?" of "언제부터 편찮으셨어요?"("편찮으셨어요" is very honorific expression of "아프셨어요")
"Is it that bad?" => "많이 안좋으세요?" or "많이 편찮으세요?"
"Have you taken your medicine?" => "약은 드셨어요?"