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 be the starting pitcher for the Pirates, up against Colin Rea (4-3, 4.83 ERA) for the Cubs.

Based on the latest simulations, 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 innovative machine learning and data, we have simulated the outcome of Thursday's MLB game between the Cubs and Pirates, forming part of our MLB predictions coverage.

Our famous predictive model gives the Pirates a 59% chance of defeating the Cubs.

According to our model, the Cubs (+1.5) have a 58% chance of covering the run line, while the over/under total of 7.5 runs has a 53% 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 (-145) -1.5 (+126)
Moneyline +146 -174
Total o7.5 (-117) u7.5 (-102)

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 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 -145
Moneyline Cubs +146
Total Over 7.5 -117

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.

 

Cubs vs. Pirates game-day updates and essential details

Thursday's MLB matchup between the Pirates and Cubs at PNC Park is scheduled to start 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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