Chicago has a couple of things going for it, and that is teams that get humiliated one week often come back with a good effort the next, and the Cowboys are coming off an exhausting overtime win over the Giants. The Bears are 7-1-1 UNDER in their past nine games after allowing more than 250 yards passing in their previous game. If Caleb Williams can get more time from his offensive line, he can take advantage of the Cowboys' secondary. Dallas is third-to-last in the NFL in pass defense and in total yards allowed. Also, the Bears need to get some pressure on Dak Prescott to force some turnovers or hurried throws. The fact that Chicago has played poorly in its first two games and this matchup is still rated nearly even by the oddsmakers should be a telling factor. Take the Bears on the moneyline and the UNDER.
These Pro Picks were released to clients on September 19, 2025 at 9:45AM ET.
Dallas at Chicago
September 21, 2025
2 units on Chicago +101 (moneyline) (risk 2 to return 4.02)
Result:
WIN
WIN
1 unit on Game Total UNDER 50 -109 (risk 1 to return 1.92)
Result:
WIN
WIN
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