Brewers vs. Cubs prediction: Why Cubs are favored to win Monday's MLB matchup [8/31/2026]

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Written by Dave Garofolo

Get Milwaukee Brewers vs Chicago Cubs predictions for MLB Monday.

Milwaukee Brewers-Chicago Cubs Predictions and Game Preview.
Milwaukee Brewers vs. Chicago Cubs MLB prediction for Monday, August 31, 2026.

The Chicago Cubs will face the Milwaukee Brewers, in what is expected to be a tight MLB game, at Wrigley Field on Monday, starting at 7:40 PM ET.

Clay Holmes (5-6, 2.26 ERA) will get the ball for the Cubs, while the Brewers will counter with Kyle Harrison (10-3, 2.79 ERA).

Dimers' proven MLB model gives the Cubs a slight edge with a 53.4% win probability over the Brewers.

This article offers a complete Brewers vs. Cubs prediction, including best bets and picks.

For more, dive into Kyle Harrison's projected pitching stats.

Brewers vs. Cubs prediction: Who will win and cover?

Using innovative machine learning and data, we have simulated the result of Monday's MLB matchup between the Brewers and Cubs, forming part of our MLB predictions coverage.

Our leading predictive model currently gives the Cubs a 53.4% chance of defeating the Brewers.

According to our model, the Cubs (+1.5) have a 64.9% chance of covering the run line, while the 9.5-run over/under has a 50.2% chance of staying under.

 

Brewers vs. Cubs odds [8/31/2026]

We have researched the best MLB odds in America for this game, which are listed here:

  • Run Line: Brewers -1.5 (+160) / Cubs +1.5 (-170)
  • Moneyline: Brewers +101, Cubs -104

All odds are correct at the time of publication and are subject to change.

Brewers vs. Cubs picks and best bet

After matching our predictions against the best current odds, we can reveal our picks for each of the major markets in this matchup. Plus, find our best bet for the game below:

  • Run line: Cubs +1.5 @ -170 via DraftKings
  • Moneyline: Cubs @ -104 via Novig
  • Total: Over 9.5 @ +108 via Polymarket

According to our MLB best bets, the top play to make on this game is Cubs to win.

These picks are based on our probabilities matched against the implied probabilities from the sportsbook odds.

 

Brewers vs. Cubs game-day updates and essential details

Monday's MLB game between the Cubs and Brewers at Wrigley Field is scheduled to begin at 7:40 PM ET.

Conclusion

We predict the Cubs, with a 53.4% win probability, will likely beat the Brewers in Monday's MLB matchup.

Additional tools and information for betting safely can be found in our Responsible Gambling hub.

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Written by
Dave Garofolo
Content Producer

Dave Garofolo uses sophisticated AI-driven analytics to make predictions and evaluate player performances in the NBA, MLB, NFL, NHL, NCAAM, and PGA TOUR tournaments, crafting insightful game and prop previews.

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