Cubs vs. Pirates prediction: Why Pittsburgh is favored to win Thursday's MLB matchup [5/28/2026]

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Written by Dave Garofolo

Get Chicago Cubs vs Pittsburgh Pirates predictions for MLB Thursday.

Chicago Cubs-Pittsburgh Pirates Predictions and Game Preview.
Chicago Cubs vs. Pittsburgh Pirates MLB prediction for Thursday, May 28, 2026.

The Pittsburgh Pirates will square off with the Chicago Cubs in MLB action at PNC Park on Thursday, beginning at 6:40 PM ET.

Paul Skenes (6-4, 3.00 ERA) will start on the mound for the Pirates, while the Cubs are going with Colin Rea (4-3, 4.83 ERA).

Based on the latest simulation results, Dimers' advanced MLB model predicts the Pirates as the most likely winner of the Cubs vs. Pirates game.

This article offers an expanded analysis of Thursday's matchup, including best bets and picks.

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

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

Our independent predictive model currently gives the Pirates a 59% chance of beating the Cubs.

According to our model, the Cubs (+1.5) have a 60% chance of covering the run line, while the 7.5-run over/under has a 51% chance of going over.

 

Cubs vs. Pirates odds [5/28/2026]

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

Bet Type Cubs Pirates
Run Line +1.5 (-146) -1.5 (+128)
Moneyline +146 -174
Total o7.5 (-105) u7.5 (-110)

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

Cubs vs. Pirates picks and best bet

After matching our probabilities against the best available 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 -146
Moneyline Cubs +146
Total Over 7.5 -105

According to our best MLB 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.

 

Cubs vs. Pirates game-day updates and essential details

Thursday's MLB action between the Pirates and Cubs at PNC Park is scheduled to commence at 6:40 PM ET.

Conclusion

We predict the Pirates, with a 59% win probability, will likely beat the Cubs in Thursday'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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