Ranking 3 best free agent tackles Chicago Bears could sign

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Chicago Bears, Isaiah Wynn
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2. Chicago Bears could take a chance with Isaiah Wynn

Isaiah Wynn is another interesting case. He fits what the Chicago Bears are looking for, as he is going to be 27 this season, and he is coming off of his rookie salary. He is a former first-round, and coming off of his fifth season, there is room for him to get better.

Wynn is another interesting case because he spent most of his career at left tackle. However, after starting for three seasons the Patriots moved him to the right side. He was up and down with the switch, then suffered a season-ending injury.

Wynn is unproven on the right side but has experience there. The Chicago Bears could get the talent of a first-round pick at a much cheaper salary because of his reputation and the injury he sustained in 2022.

The Bears have to be monitoring the market. They could even sign him for cheaper than Cody Whitehair, play him at left guard, and move Teven Jenkins to right tackle.