Caleb Williams Girlfriend and Relationship History: Who Has the Bears QB Dated?
Caleb Williams is back on the field and healthy, putting the Chicago Bears quarterback back in the spotlight. While fans love watching him play, many are also curious about his life off the field, specifically if he has a girlfriend. Williams tends to keep his personal life private, and as of now, he is generally reported to be single. However, there have been a few names linked to him over the years.
One of his most well-known relationships was with Alina Thyregod, his Danish high school sweetheart. They reportedly reconnected in late 2023, and she was by his side at the 2024 NFL Draft. Reports suggest they quietly split around August 2025. Another name that popped up was model and influencer Ashaley “Ash” Kaashh, who was seen at a Bears game in late 2025. But those rumors didn’t pan out, as she later went public with Green Bay Packers running back Josh Jacobs. Before Thyregod, Williams was reportedly linked to Valerie Orana during his high school days, around 2020, before they went their separate ways as his college and pro career took off. For now, Williams seems focused on his football career in Chicago, keeping his dating life away from the public eye.