The Bear's Den, June 15, 2026: Williams' Year 2 comfort and Tony Fields II's arrival highlight Bears roundup

Caleb Williams’ comfort in Ben Johnson’s offense and a new linebacker addition were the biggest takeaways from Windy City Gridiron’s June 15 Bears roundup.

Williams has said he feels more at ease in his second season in Johnson’s system, describing the process as easier and more enjoyable than the steep learning curve he faced a year ago. A separate Windy City Gridiron report earlier in June said Williams discussed that growth on the New Heights podcast and pointed to better communication and smoother OTAs.

The comments matter because Williams is entering his second year in the offense and Johnson is entering his second season as Bears head coach. For Chicago, the question is whether that increased comfort shows up when camp and preseason action begin.

Tony Fields II joins the mix

The more immediate roster move was Chicago’s reported signing of linebacker Tony Fields II. The June 15 report said Fields is coming off a strong UFL season with the Columbus Aviators, where he appeared in all 10 games, recorded 77 tackles, five tackles for loss and one sack, and earned All-UFL Team honors.

That signing also comes with a roster consequence: the Bears need to make a corresponding move because the offseason roster was full.

Broader Bears context

The roundup also referenced Cole Kmet’s adaptability and the team’s continued attention to the safety group, underscoring that Chicago is still working through offseason roster management and depth-building across multiple positions.

One item in the roundup mentioned Dillon Thieneman as a first-round pick, but that detail was not independently corroborated in the available reporting.

For now, the key developments are straightforward: Williams says Year 2 feels more comfortable, and the Bears have added another linebacker while waiting on the matching roster transaction.

What to watch next

Chicago’s next steps are simple to track. The team still needs to clear room for Fields, and training camp will show whether Williams’ reported comfort translates into sharper execution in Johnson’s offense.