Milwaukee Brewers

Milwaukee Brewers vs Chicago Cubs Prediction, Odds and Picks for Today, 05/20/26

Wrigley FieldMARQ, BREW
Brewers
28-18
Brewers
Today
Cubs
29-20
Cubs
Chicago Cubs
Google News

Brewers vs Cubs Pickswise Expert Predictions

Money Line Pick
MIL Brewers Win(+100)

The Brewers are looking to complete a 3-game sweep over the Cubs when they meet on Wednesday night at Wrigley Field. Milwaukee has won the first 2 games of this series by scores of 9-3 and 5-2, and they seem to have a solid chance of completing the sweep. Milwaukee will send left-hander Kyle Harrison to the mound, and he has been a model of consistency through the first 2 months of the season. Harrison has allowed 2 earned runs or fewer in all 8 of his starts this season, and he enters this matchup with a strong 2.09 ERA. Thus, it’s not surprising to see that the Brewers are 6-2 in his 8 outings.

On the other side, the Cubs have now lost 4 games in a row and 8 of their last 10. Chicago is in a real rut right now, and they seem to have another uphill battle in this matchup. Opponents are hitting a solid .259 with a .747 OPS against Chicago starting pitcher Edward Cabrera, and he has allowed 11 total earned runs over 3 starts this month. These are 2 teams seemingly going in opposite directions right now, so riding the hot hand and backing the Brewers on the moneyline is the play.

Brewers vs Cubs prediction: Brewers ML (+100) available at time of publishing. Playable to that number.

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Connor Grootenhuis

Connor has been covering the sports betting industry in a wide variety of roles for almost five years, and most enjoys writing about MLB, NHL, and college football. He is an avid supporter of #MACtion, and his favorite professional teams are the Detroit Tigers and Detroit Red Wings. When it comes to his sports bets, Connor is a firm believer that every loss is a bad beat and every win is easy money.
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