Pirates vs Cubs Prediction and MLB Tips - 29 May 2026
Last updated: May 27, 2026, 10:05PM | Published: May 27, 2026, 5:46PM
The Pittsburgh Pirates will face the Chicago Cubs in MLB action at PNC Park on Friday, beginning at 8:40am AEST.
The Pirates will have Paul Skenes (6-4, 3.00 ERA) start, while the Cubs are going with Colin Rea (4-3, 4.83 ERA).
This article features Stats Insider's top betting tips for the Pirates vs Cubs game, along with the latest betting odds in Australia.
Who Will Win?
Utilising advanced computer power and data, Stats Insider has simulated the result of Friday's Pittsburgh vs Cubs MLB match-up 10,000 times.
Our leading predictive analytics model gives the Pirates a 59% chance of beating the Cubs at PNC Park.
Pirates vs Cubs: Odds
The current betting odds in Australia for Friday's MLB game at PNC Park are shown below:
- Head to Head: Pirates $1.59, Cubs $2.45
- Line: Pirates -1.5 ($2.29), Cubs +1.5 ($1.65)
- Total (Over/Under 7.5 Runs): Over $1.91, Under $1.91
Odds are correct at the time of publication and subject to change.
Looking at the latest head-to-head odds, the bookmakers currently have the Pirates at $1.59 and the Cubs at $2.45.
The Pirates are listed as 1.5-run favourites against the Cubs, with odds of $2.29 available at TAB.
For the underdog Cubs (+1.5) to cover the line, TAB offers odds of $1.65.
The over/under for total runs scored is set at 7.5 with TAB, which has odds of $1.91 for the over and $1.91 for the under.
According to Stats Insider's analytics model, the Cubs (+1.5) are predicted to cover the line 59% of the time, while the 7.5-run over/under is expected to is considered an equal 50-50 chance of hitting.
Pirates vs Cubs: Betting Tips
- Head to Head: Cubs at $2.45 with TAB
- Line: Cubs +1.5 at $1.65 with TAB
- Total Runs: Over 7.5 at $1.91 with TAB
These Pirates vs Cubs predictions are based on market-leading modelling and gambling experience to help you place more informed bets with your chosen online bookie.
While the Pirates have a higher chance of winning the game, betting on the Cubs to win is our preferred option because of the 1.5% edge identified when comparing our data-driven probabilities to the odds currently on offer.
Taking advantage of the edges published on Stats Insider is crucial to achieving long-term success as a sports bettor.
Pirates vs Cubs: Prediction
Stats Insider provides full betting coverage of the Pittsburgh vs Cubs game on Friday, including data-driven predictions and expert tips.
Remember, our model updates frequently, so keep checking this article for the latest betting analysis before the Pittsburgh vs Cubs match-up.
As always, see our Best Bets for betting tips for every MLB game, plus predictions for a wide range of other sports.
Pirates vs Cubs: Essential Details
The match-up between the Pirates and Cubs at PNC Park is scheduled to start at 8:40am AEST on Friday.
- Teams: Pittsburgh Pirates vs Chicago Cubs
- Date: Friday 29 May 2026
- Time: 8:40am AEST
- Venue: PNC Park
All dates and times mentioned in this article are in Australian Eastern Standard Time (AEST), unless otherwise noted.
Conclusion
Our Pittsburgh vs Cubs predictions are based on 10,000 data-driven simulations of the game, carefully curated by our team of expert data scientists and analysts. We use cutting-edge technology and machine learning to ensure our MLB tips are trustworthy and reliable, giving you the confidence to make informed decisions.
If you choose to use our MLB predictions for betting purposes, it's important to gamble responsibly and keep track of your money. For free and confidential support, call 1800 858 858 or visit gamblinghelponline.org.au.
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