In 2021, the Chiefs were believed to have finished second in the Trent Williams free agency sweepstakes. As Williams again navigates a contract situation with the 49ers, San Francisco’s two-time Super Bowl opponent may have a second chance at the future Hall of Fame tackle.

The 49ers are now believed to be open to trading Williams, according to NFL.com’s Ian Rapoport, should his latest contract situation not be resolved. The Chiefs are viewed by many around the league as the team most eager to make an addition, per Sportsboom.com’s Jason La Canfora.

Although Kansas City pursued Williams in 2021, it would be a bit strange to see the club revisit the decorated left tackle considering it used a first-round pick on Josh Simmons last year. The Chiefs did release RT Jawaan Taylor, but ex-49er Jaylon Moore looms as an option to succeed him. A scenario in which Simmons slides to RT could be in play, should the Chiefs make another Williams run. But the 49ers will certainly hold out hope they can work out another deal here. One season remains on Williams’ reworked contract.

Williams, 37, is due to carry a $38.84MM cap number in 2026. He and the 49ers managed to resolve a contract issue in 2024, when Williams staged a holdout after a run of first-team All-Pro accolades. The 49ers rewarded the perennial Pro Bowler with a guarantee influx, but the contract calls for a $10MM option bonus to be paid by March 20. That gives the 49ers a deadline here.

John Lynch said recently the team and Williams were on the same page, but this latest report seems to indicate negotiations are not in a great place. An extension would lower Williams’ cap number, and he has discussed potentially playing until age 40. Williams will turn 38 this year and has continued to burnish one of the great LT resumes in NFL history. A release was floated as a possible outcome when this matter surfaced in February — and the Chiefs may be lurking in that scenario — but the 49ers would try to move on via trade first.

The Chiefs drafted Simmons 32nd overall and saw him win the starting job in Week 1, settling an issue that hindered the 2024 team. But the Ohio State product left the team midway through the season for personal reasons. Simmons returned after that hiatus but ended the season on IR with a wrist injury. He will still be expected to be Kansas City’s LT starter in 2026, but this Williams rumor does add some confusion to that plan.

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