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Caleb Williams' Dating Life: Who Has He Dated?
23 Oct
Summary
- Caleb Williams is reportedly single as of late October 2026.
- He previously dated high school sweetheart Alina Thyregod until August 2025.
- Rumors linking him to Ashaley Kaashh were dismissed when she dated another player.
Chicago Bears quarterback Caleb Williams, a prominent figure in the NFL, continues to draw public interest beyond his athletic performance. As of late October 2026, Williams is reported to be single, maintaining privacy around his personal life.
His past relationships include high school sweetheart Alina Thyregod. Their connection reportedly resumed in late 2023, with Thyregod attending the 2024 NFL Draft. However, reports indicate their relationship concluded quietly around August 2025.
Earlier speculation had linked Williams to model and influencer Ashaley "Ash" Kaashh after she was seen at a Bears game in late 2025. This rumor was dispelled when Kaashh began a public relationship with Green Bay Packers running back Josh Jacobs, clarifying that online sightings do not always signify a romantic connection.
Before Thyregod, Williams was reportedly involved with Valerie Orana during his high school years, around 2020. Their paths diverged as Williams' football career progressed through college and into the NFL.
