Webmar 12, 2020 · laura ingraham had a relationship with broadcaster keith olbermann in 1998. This may come as a surprise to some, since keith is an outspoken liberal. Webhere’s everything fans need to know about laura ingraham’s dating history. Laura ingraham has never been married. According to the sun,. Webapr 2, 2018 · laura ingraham’s boyfriends have made for strange political bedfellows at times. She has not stuck to dating only conservatives, although she is known for her.