Luke Bryan Thinks of His Late Siblings as His Guardian Angels Luke Bryan's brother, sister and brother-in-law all died young, but the singer says he still feels a deep connection to each of them. In fact, he is sure to thank them in his prayers every night. Bryan's older brother, Chris, died in a car accident in 1996. Big sister Kelly was 39 when she died in 2007 of natural causes that have never been explained. Kelly's husband, Lee (Ben Lee Cheshire), died of a heart attack at age 46 in 2014, leaving behind three kids for Luke and Caroline Bryan to help raise. Their son, Til, would move in with the country couple soon after.