Pirates vs Cubs Prediction and MLB Tips - 27 May 2026
Last updated: May 26, 2026, 7:00AM | Published: May 26, 2026, 3:28AM
The Pittsburgh Pirates will sqaure off with the Chicago Cubs in MLB action at PNC Park on Wednesday, commencing at 8:40am AEST.
The Pirates will send Braxton Ashcraft (3-2, 2.89 ERA) to the mound, pitting him against Jordan Wicks (0-0, 0.00 ERA) for the Cubs.
This article features Stats Insider's prediction and tips for the Pirates vs Cubs game, along with the latest betting odds in Australia.
Who Will Win?
Using trusted machine learning and data, Stats Insider has simulated the result of Wednesday's Pittsburgh vs Cubs MLB match-up 10,000 times.
Our independent predictive analytics model gives the Pirates a 52% chance of defeating the Cubs at PNC Park.
Pirates vs Cubs: Odds
The latest betting odds in Australia for Wednesday's MLB game at PNC Park are shown below:
- Head to Head: Pirates $1.77, Cubs $2.10
- Line: Pirates -1.5 ($2.60), Cubs +1.5 ($1.53)
- Total (Over/Under 8 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 $1.77 and the Cubs at $2.10.
The Pirates are listed as 1.5-run favourites against the Cubs, with odds of $2.60 available at TAB.
For the underdog Cubs (+1.5) to cover the line, TAB offers odds of $1.53.
The over/under for total runs scored is set at 8 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 64% of the time, while the 8-run over/under is expected to go over 54% of the time.
Pirates vs Cubs: Betting Tips
- Head to Head: Cubs at $2.10 with TAB
- Line: Cubs +1.5 at $1.53 with TAB
- Total Runs: Over 8 at $1.91 with TAB
These Pirates vs Cubs best bets are based on world-class 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 recommended option because of the 2.0% edge found when comparing our data-driven probabilities to the odds currently on offer.
Making use of the edges seen here at Stats Insider is crucial to being a profitable punter in the long run.
Pirates vs Cubs: Prediction
Stats Insider provides full coverage of the Pittsburgh vs Cubs game on Wednesday, including data-driven predictions and live win probabilitiestips.
Our model updates regularly, so refresh this article for the latest betting tips before the Pittsburgh vs Cubs match-up.
As always, see Stats Insider's Best Bets to get the best tips for every MLB game, as well as predictions for a wide range of other sports.
Pirates vs Cubs: Essential Details
The game between the Pirates and Cubs at PNC Park is scheduled to commence at 8:40am AEST on Wednesday.
- Teams: Pittsburgh Pirates vs Chicago Cubs
- Date: Wednesday 27 May 2026
- Time: 8:40am AEST
- Venue: PNC Park
All dates and times 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 skilled 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 crucial that you 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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