Chicago sits at 2-2 after a Week 4 comeback win over Las Vegas, with momentum on the bye as Ben Johnson’s offense has jumped into the upper half of the league in points, passing yards, and passing TDs. Optimism around Caleb Williams’ development is high, but the defense remains a major hurdle, ranking 25th in points allowed and worst in the NFL against the run. A recent Sports Illustrated piece floated a blockbuster: Jeffery Simmons from Tennessee to Chicago to shore up the front seven, pairing with Montez Sweat and reshaping the Bears’ ceiling. Poles must balance cap with urgency if a playoff push is real, especially with a slate including Washington, New Orleans, Baltimore, and Cincinnati before the deadline.

With Tennessee’s 0-4 start and the Titans’ scoring woes, Simmons would immediately become Chicago’s best all-around defender, potentially offsetting Grady Jarrett’s prior investment and giving the defense a true anchor. The bye week offers a chance to reset, retool the run defense, and map out a cap-friendly path to a splash move that could tilt a December run. The Bears’ path hinges on keeping the offense humming while fixing the front seven for prime-time battles down the stretch.

Caleb Williams' breakout against Dallas fuels cautious Bears optimism as they head to Las Vegas, with Williams' blend of arm talent and rushing ability giving fantasy managers a clear high ceiling this week.

Geno Smith directs a Raiders attack that can pop for big plays but remains volatile, setting up a potentially fantasy-friendly shootout if Chicago's injury-riddled defense can’t limit the aerial attack.

Odds tilt Bears -1.5 with a 47.5 total per DraftKings; lines and props are live as Week 4 unfolds, and NBC’s betting chatter plus waiver targets shape the DFS angle for quarterbacks and tight ends.