Who has Caleb Williams dated? A look at the Bears star’s girlfriend and relationship timeline

Caleb Williams has no publicly confirmed girlfriend right now. The Chicago Bears quarterback is back on the field and healthy, and fans are once again asking who he is dating. Reports say he is single after a quiet split from Alina Thyregod, his Danish high school sweetheart, around August 2025. Online rumors later tied him to model Ash Kaashh after a Bears game, but that story fell apart. Williams rarely talks about his love life, so most of what is known comes from draft-night photos, social posts and a handful of early reports.Caleb Williams’ girlfriend and relationship timelineAlina Thyregod, a Danish woman reported to be building a career in fashion, is the most documented name in Caleb Williams’ dating history. The two met in Washington, D.C., as teenagers, and The Knot dates their first meeting to around 2018 or 2019. They reconnected in October 2023, in the middle of his last season at USC.Williams has confirmed part of that story himself. On The Pivot Podcast, he said he met his girlfriend in high school.Their public debut came at the 2024 NFL Draft in Detroit. Thyregod walked the red carpet with him, and she hugged him once the Bears made him the first overall pick. It was the first time most fans saw her.They marked one year together in October 2024, and Williams posted about it. Thyregod’s Instagram was private. Her TikTok clips, showing Williams making pottery, working on a puzzle and eating sushi, were the rare glimpses. His own feed stayed mostly about football. The public stretch of the relationship covered his whole rookie year, from draft night to the end of that season.Then things went quiet. Reports say the couple split around August 2025, just before his second season began. Details are thin, since neither has spoken about it publicly.Past relationships and rumors that did not hold upThe loudest rumor came in late 2025. Model and influencer Ashaley “Ash” Kaashh was linked to Williams after she attended a Bears game. The talk faded quickly. By January 2026, the New York Post reported she had gone public with Green Bay Packers running back Josh Jacobs instead. One game-day appearance was all that rumor ever had behind it.Further back is Valerie Orana, a high school girlfriend from around 2020, a few years before the Thyregod chapter began.That relationship reportedly ended during his years at Oklahoma and USC, where he won the Heisman Trophy in 2022. Williams was a teenager then, long before the draft-night cameras.It is also worth knowing how messy the search results are. Several content-farm pages name other women as his girlfriend, and none of those claims trace back to an interview, a post or a credible report. Only the Thyregod relationship has solid sourcing behind it.None of this points to a current partner. Williams has not named anyone, and he has not hinted at one in an interview or a post. Until he does, single is the only status the reports support.Stay updated with the latest Asian Games 2026 news, check the Asian Games medal tally and complete Asian Games schedule.Get the latest Sports News and Live updates. Download the TOI app.