Cavallari and her ex-husband Jay Cutler filed for divorce in 2020. Since then, she’s been connected to comedian Jeff Dye and Bachelor Nation heartthrob Tyler Cameron, but hasn’t officially confirmed she was taken until Estes.
In September 2023, Cavallari spoke about her love life in an exclusive interview with Elite Daily. Though she was single at the time, she shared what she was looking for in her next relationship. “You need someone you’re compatible with in your day-to-day life for a lasting relationship, but I also want that spark, that passion, that fire,” she said.
“I will not settle. It’s probably why I’m still single,” Cavallari added at the time.
Cavallari also made it clear that she wouldn’t publicly comment on any relationship rumors until she felt it was something special. “The only way I’ve been able to handle the last few years is by not commenting on anybody [I date],” she shared. “I decided there’s just no point in saying something until I’m in a serious, committed relationship.”