Case Keenum of the Washington Redskins (photo credit: Ken Blaze-USA TODAY Sports)

The NFL regular season closes out Week 3 with a Monday Night Football clash between the Chicago Bears and Washington Redskins on Monday, September 16, 2019. In this column, we’ll break down the matchup from an NFL betting perspective and provide a few free picks for the game.

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Chicago Bears (-4) at Washington Redskins

Over/under: 41.5

Monday, September 23, 2019, at 8:15 p.m. ET
Fedex Field
Landover, Maryland

Two struggling NFC teams face off in the third week of Monday Night Football. The Chicago Bears managed to pull off an unlikely 16-14 win over the Denver Broncos last week, but it wasn’t without a few questionable decisions by the referees. Mitch Trubisky has looked nothing short of terrible so far this season, and his struggles are likely to continue on the road again this week.

The Redskins are 0-2, but to be fair to them, it was against two of the top teams in the conference: the Philadelphia Eagles and Dallas Cowboys. Now they get a break, at least on the defensive side, with Chicago, in a game that they very well could win despite being home underdogs. Let’s dive in a bit deeper.

What’s Wrong with Trubisky?

Expectations were sky high for Trubisky coming into his third NFL season, following a surprise Pro Bowl sophomore campaign. However, he has looked like one of the worst quarterbacks in the league through two weeks, completing just 58% of his passes for 183.5 yards per game and no passing touchdowns so far. On top of that, Trubisky has shown an unwillingness to use his legs this season, attempting only 4 rushes so far. Now he travels for a primetime road game, against a defense that has looked solid in spells against two of the best offenses in the league. All eyes will be on Trubisky and we’ll see if he can start to turn it around.

How Will the Redskins Move the Ball on Offense?

Trubisky and the Bears aren’t the only offense that figure to struggle this week. The Redskins have had zero running game so far this season, as Adrian Peterson leads the team with 25 rushing yards. That’s right, 25. The passing offense hasn’t looked much better, save for rookie Terry McLaurin, who is blossoming into a young star it seems. The Chicago defense has still been great so far this season, allowing 10 and 14 points in its first two contests, so the Redskins will have to get creative to move the ball on Monday.

Best Bet: Redskins (+4)

This pick is less to do with the Redskins and more about the idea of Trubisky being a road favorite given the way he has been looking this season. This game should be a low=scoring, ugly affair, so the fact that we are getting more than a field goal with the home team is too good to pass up. We like the Redskins here, but we love the under.

Best Bet: Under 41.5

It’s honestly surprising that this over under isn’t in the high 30s. Bears games, so far, have registered 13 and 30 points, and while the Redskins have been involved in a couple of high-scoring games, they were up against great, balanced offenses. The Redskins defense will be getting in Trubisky’s face all night long, and Peterson figures to get as many carries as he can handle in this one. Smash the under.

Best Player Prop Pick: Adrian Peterson First TD (+900)

David Montgomery seems like too short of a favorite for the first TD at +600 odds, so we are going with the running back on the other side, Peterson, at +900 odds. The veteran running back is still a bruiser who will be getting all of the Redskins goal-line work, so they should be leaning on ‘AP’ when they get into the red zone. This seems like a great price given the lack of playmaking on the outside for both teams, so take a flyer on one of the best running backs of the last decade.