Neel Sukhatme said he was doing some work late Sunday night after his children went to bed when he heard a loud noise and felt glass flying.
He said a bullet came through the window of his parent's condo on the 56th floor of a high-rise in the 400-block of North Lake Shore Drive.
"It's conceivable someone maybe was just trying to mess around and shot a rifle shot, maybe trying to hit the lake or something. Or they were aiming for a window and hit it," he said. "If it's a random shot, I know stuff happens in Chicago. But what worries me is that it's not a random shot."
No one was hurt. Chicago police are investigating.