Southern Charm Star Craig Conover’s Dating History

Whether it’s his Bravo connections or more under the radar relationships, Craig Conover’s love life has been making headlines since Southern Charm’s 2013 premiere.

Conover had a flirty relationship with costar Kathryn Dennis during season 1 but he was friend-zoned before it turned romantic. By season 3, however, he had a full-fledged girlfriend in Naomie Olindo.

Following their 2017 split, Conover raised eyebrows for an alleged hookup with Kristin Cavallari before dating Summer House’s Paige DeSorbo for three years. With every relationship, Conover has remained committed to finding his forever love.

“I really only had rom-coms to base life off of,” Conover exclusively told Us Weekly in September 2023 of his dating philosophy. “I thought you dated, there was a conflict, and you got engaged after you made up and you got married.”

He has also remained adamant that he wants to settle down and be a dad. “I want that storybook life,” Conover said during a November 2023 episode of Southern Charm. “I do want the white picket fence.”

Scroll down to see Conover’s dating history: