The Bears are in prime position to win on Caleb Williams' rookie contract. They have financial flexibility to surround the QB with quality teammates

The Bears are trying to win the Super Bowl before paying Caleb Williams. The flexibility of a rookie contract gives Chicago roster-building options

The Chicago Bears were actually one of the bigger surprises in the NFL last season, winning 11 games and capturing the NFC North division title thanks much in part to the tremendous progression quarterback Caleb Williams showed during the second half of the year.

The Chicago Bears' duo of Caleb Williams and Ben Johnson is ready to put in even more work for next season. The same amount won't be enough

The Texans aren't giving C.J. Stroud an extension just yet, but their delay could force Bears GM Ryan Poles to reset the market for Caleb Williams. It's a potential $60+ million problem.

Wyatt's dynasty fantasy football trade advice for quarterbacks to target and avoid. His top buys and sells for 2026: Tyler Shough, Cameron Ward, Jaxson Dart, and Caleb Williams.