Chicago Cubs vs. Milwaukee Brewers MLB Pick – September 11, 2020

Probable Starters:

    Jon Lester (2-2, 5.80 ERA) vs. Brandon Woodruff (2-3, 3.91 ERA)

The Chicago Cubs and Milwaukee Brewers will get a three-game series started at Miller Park on Friday night. The Cubs are in Milwaukee looking to build on momentum from their 8-5 win last night against the Cincinnati Reds. Sonny Gray had a rare off night, as he was tagged for 6 hits and 5 earned runs through 3.1 innings of work.

The Cubs were able to tack on 3 more runs against the bullpen to clear the Reds for a 3-run win. Adbert Alzolay lasted just 3 innings himself for the Cubs, though their bullpen was lights out, with no runs allowed in 6 innings. The Cubs’ offense was able to overpower the Reds after getting behind early.

It was a good win for the Cubs, as they took two out of three games in Cincinnati. The Cubs advanced to 26-19 on the season with the win. It wasn’t too long ago that the Cubs had a sizable advantage on the competition in the National League Central. However, the St. Louis Cardinals are pulling up closely to the Cubs in the division.

If you recall, the Cardinals had to miss several games because of a coronavirus outbreak. They’ve since been making games up with multiple double headers on the calendar. The Cardinals have been making the most of it, and are putting themselves in a good position to take a run at the top spot in the NL Central.

The Brewers are trying to keep pace, but it’s been a so-so season for them with ups and downs. They’ve been going sideways more than anything else. That said, a record of 19-22 is enough to put them in the postseason race. It doesn’t take much with eight teams from each league reaching the playoffs.

The Brew Crew are coming off a monster 19-0 win over Detroit on Wednesday. I hope they didn’t get too comfortable after that effort, though. A struggling Jon Lester will take to the bump against Brandon Woodruff of the Brewers tonight. Head below for our free Chicago Cubs vs. Milwaukee Brewers pick for September 11, 2020.

Chicago Cubs vs. Milwaukee Brewers MLB Betting Odds:


  • Cubs +1.5 (-150)
  • Brewers -1.5 (+130)

  • Cubs (+148)
  • Brewers (-160)

  • Over 9 (-105)
  • Under 9 (-115)


Chicago Cubs vs. Milwaukee Brewers Prediction:

The Chicago Cubs need something out of Jon Lester soon. He’s been abysmal on the bump, but supposed to be the leader of this pitching staff. We haven’t seen anything promising from him in 2020. For the Cubs to have a legitimate chance in the postseason, I think Lester will have to come around soon.

Lester enters Friday with a shaky ERA of 5.80 and 1.41 WHIP. He’s allowed 5 earned runs in each of his last two starts against the Cardinals and Pirates. The positive for Lester going into today is that he’s been much better on the road.

Lester has had a really hard time with his command at Wrigley Field. He owns a 9.00 ERA and 1.63 WHIP through 19 innings at Wrigley, while posting an ERA of 2.95 and 1.22 WHIP on the road through four games and 21.1 innings. Lester will have to get his confidence back in a hurry, and a good spot to start is in Milwaukee versus the Brewers at Miller Park.

He has a beatable opponent on the other side tonight, as Brandon Woodruff is scheduled to get the call for the Brewers. Woodruff has been adequate with an ERA of 3.91 and 1.22 WHIP. He hasn’t been particularly sharp recently, though, with a 5.28 ERA and 1.24 WHIP in his previous three outings. Woodruff has also been a hittable pitcher for the Cubs.

They recorded 4 hits and 3 earned runs in 4.1 innings against him in their last meeting, and overall throughout Woodruff’s career, the Cubs have done a fine job. The Cubs are hitting .303 with a .392 OBP versus Woodruff in 79 at-bats. The offense should be able to provide some support for Lester on Friday. The value on the Cubs looks like a bit too much to pass up on.


The Bet
Kyle E / Author

Kyle is a veteran of TheSportsGeek and has spent nearly a decade providing accurate sports picks and writeups here. He has been a sports handicapper for 10+ years and started sharing his picks and thoughts in 2011 at TheSportsGeek. His expertise spans across multiple sports, including the NFL, NCAAF, MLB, NHL, and horse racing. Prior to writing for TheSportsGeek, Kyle was a fantasy football expert, who ultimately parlayed it into a successful sports betting career. You can find his picks daily only at TheSportsGeek.