The deal is structured to ease Williams’ cap hit in the short term while extending the commitment overall, making a mid‑season or spring trade less likely. With Williams’ contract now tied to San Francisco for the next several seasons, a hypothetical Bears‑for‑Williams move is off the table for the foreseeable future.
Chicago has already taken modest steps at left tackle this offseason, notably bringing back Braxton Jones on a one-year deal after injuries in 2025 and keeping Theo Benedet in the mix. The Bears also added Jedrick Wills Jr., a former No. 10 overall pick who has battled health and consistency issues, while Ozzy Trapilo is expected to miss most of 2026 with a knee injury.
The Bears hold the No. 25 overall pick, plus additional selections in the second and third rounds, which keeps them in play for an offensive-line upgrade via the draft. However, draft pundits have noted a likely run on left-tackle prospects in the first round, potentially guiding Chicago toward other positions with at No. 25, such as edge-rusher or safety, unless they trade up.
In the wake of Williams’ extension, Chicago’s path to a transformative left-tackle upgrade shifts toward internal development and strategic draft moves rather than a blockbuster trade. The team remains focused on building a balanced, competitive roster, weighing protection, pass rush, and overall offensive line health as it approaches the draft.
