Chicago Cubs vs. Milwaukee Brewers Prediction, Odds, MLB Picks [5/27/2024]

Chicago Cubs vs. Milwaukee Brewers Prediction, Odds, MLB Picks [5/27/2024]

The Milwaukee Brewers will square off with the Chicago Cubs in MLB action at American Family Field on Monday, commencing at 4:10PM ET.

Robert Gasser (2-0, 2.65 ERA) will be on the bump for the Brewers, pitting him against Justin Steele (0-2, 5.68 ERA) for the Cubs.'s in-depth preview of Monday's Cubs vs. Brewers matchup includes our prediction, picks and the latest betting odds.

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Cubs vs. Brewers Prediction: Who Will Win, Cover the Run Line

We have used powerful machine learning and data to simulate the result of Monday's MLB matchup between the Cubs and Brewers 10,000 times, in line with our coverage of MLB predictions.

Our leading predictive analytics model currently gives the Brewers a 51% chance of defeating the Cubs.

According to our model, the Brewers (+1.5) have a 65% chance of covering the run line, while the over/under total of 8 runs has a 53% chance of going under.

Cubs vs. Brewers Odds [5/27/2024]

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

Bet Type Cubs Brewers
Run Line -1.5 (+160) +1.5 (-175)
Moneyline -112 -104
Total o8 (-110) u8 (-108)

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

Cubs vs. Brewers Picks

At Dimers, our predictions, paired with the latest odds, reveal the top betting picks for every game, including Cubs vs. Brewers. Our MLB best bets are based on expert modeling and analysis, as you can see.

Dimers Pro unlocks +EV bets daily. Dimers Pro subscribers get hundreds of data-driven bets daily across thousands of games. Join now to get instant access and see any potential picks for this matchup.


Cubs vs. Brewers Game Information

Monday's MLB game between the Brewers and Cubs at American Family Field is scheduled to start at 4:10PM ET.


Our full coverage of the Cubs vs. Brewers includes pregame predictions, betting picks and live scores.

Calling Our Shot: Free MLB Picks

Calling Our Shot produces daily MLB betting content, including the latest free picks featured below.


We predict the Brewers, with a 51% win probability, will likely beat the Cubs on Monday.

AI and automation have enhanced this article to quickly deliver accurate Cubs vs. Brewers insights, with human oversight ensuring high editorial quality. Our predictions are grounded in current data to help you make informed decisions. For additional resources and advice on responsible gambling, please call 1-800-GAMBLER.

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Dave Garofolo
Content Producer

Dave Garofolo, a seasoned fantasy sports and betting enthusiast with a special affection for MLB and NFL, uses his deep knowledge to craft game previews for the NBA, MLB, and NFL. He also brings his expertise to the golf world with tournament previews and parlays for the PGA TOUR and major golf tournaments. Additionally, Dave offers valuable props for NBA, MLB, NHL, and NCAAM basketball, along with best bets for MLB, NHL, and NCAAM. 

When not delving into the world of sports, Dave is an avid advocate for New Haven pizza, enjoys reading comic books, gardening, and spending time with his cats. His broad interests and detailed sports insights ensure that his contributions are both engaging and informative.

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