Cubs vs. Pirates prediction: Why Cubs are favored to win Monday's MLB matchup [5/25/2026]

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Written by Dave Garofolo

Get Chicago Cubs vs Pittsburgh Pirates predictions for MLB Monday.

Chicago Cubs-Pittsburgh Pirates Predictions and Game Preview.
Chicago Cubs vs. Pittsburgh Pirates MLB prediction for Monday, May 25, 2026.

The Pittsburgh Pirates will square off with the Chicago Cubs, in what is expected to be a tight MLB game, at PNC Park on Monday, beginning at 1:35 PM ET.

Carmen Mlodzinski (4-3, 3.96 ERA) will get the ball for the Pirates, pitting him against Ben Brown (1-2, 2.10 ERA) for the Cubs.

Based on updated simulation results, Dimers' proven MLB model gives the Cubs a slight edge with a 53% win probability over the Pirates.

This article offers an expanded analysis of Monday's Cubs vs. Pirates matchup, including best bets and picks.

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

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

Our famous predictive model gives the Cubs a 53% chance of beating the Pirates.

According to our model, the Pirates (+1.5) have a 60% chance of covering the run line, while the 8-run over/under has a 54% chance of going over.

 

Cubs vs. Pirates odds [5/25/2026]

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

Bet Type Cubs Pirates
Run Line -1.5 (+150) +1.5 (-170)
Moneyline -116 +105
Total o8 (-108) u8 (-105)

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

Cubs vs. Pirates picks and best bet

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

Bet Type Pick Bet Now
Run Line Cubs -1.5 +150
Moneyline Cubs -116
Total Over 8 -108

According to our best MLB bets, the top play to make on this game is Over 8 total runs.

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

 

Cubs vs. Pirates game-day updates and essential details

Monday's MLB matchup between the Pirates and Cubs at PNC Park is scheduled to begin at 1:35 PM ET.

Conclusion

We predict the Cubs, with a 53% win probability, will likely beat the Pirates 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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