Case Keenum hasn't taken a regular-season snap since 2023, and he walks into Monday night's spotlight with Tyson Bagent unavailable and Caleb Williams already sidelined by a Grade 2 hamstring strain that could keep him out a month. Chicago scored 59 in the opener with Williams running the show, then managed exactly three points against Minnesota's blitz-heavy defense before he ever left the field hurt. Now the Bears hand the offense to a third-stringer making his first start in three years, behind a group that already looked overwhelmed once real pressure showed up. Philadelphia isn't walking in clean either. Saquon Barkley is banged up with a neck and shoulder issue, Dallas Goedert didn't finish last week's win in Nashville, and Jalen Hurts was picked off twice in that same comeback. Philadelphia's offense had the ball for more than 75% of the first half against Tennessee and still only led 14-10 at the break. Two limited offenses meeting under the lights is exactly the setup I want beneath a number that hasn't fully caught up to a Bears quarterback change made days into game week. Dennis Allen's defense already led the league in takeaway rate a year ago, and now it gets to tee off on a passer who hasn't played meaningful snaps since before this Bears core existed. Sacks, negative plays, and three-and-outs are what both numbers have in common, in the first half and the full game alike, and that's the kind of spot our ledger is built for. Take the first-half UNDER and the full-game UNDER tonight.
These Pro Picks were released to clients on September 28, 2026 at 9:53AM ET.
Philadelphia at Chicago
September 28, 2026
2 units on 1st ½ Total UNDER 21.5 -117 (risk 2 to return 3.71)
Result:
WIN
WIN
1.5 units on Game Total UNDER 42 -110 (risk 1.5 to return 2.86)
Result:
WIN
WIN
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