Pirates vs Cubs Prediction and MLB Tips - 27 May 2026
Last updated: May 26, 2026, 10:40PM | Published: May 26, 2026, 3:28AM
The Pittsburgh Pirates will face the Chicago Cubs in MLB action at PNC Park on Wednesday, beginning at 8:40am AEST.
The Pirates will have Braxton Ashcraft (3-2, 2.89 ERA) start, pitting him against Jordan Wicks (0-0, 0.00 ERA) for the Cubs.
This article features Stats Insider's best 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 Wednesday's Pittsburgh vs Cubs MLB game 10,000 times.
Our proven predictive analytics model gives the Pirates a 53% 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 listed below:
- Head to Head: Pirates $1.71, Cubs $2.20
- Line: Pirates -1.5 ($2.50), Cubs +1.5 ($1.56)
- 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 $1.71 and the Cubs at $2.20.
The Pirates are listed as 1.5-run favourites against the Cubs, with odds of $2.50 available at TAB.
For the underdog Cubs (+1.5) to cover the line, TAB offers odds of $1.56.
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 55% of the time.
Pirates vs Cubs: Best Bets
- Head to Head: Cubs at $2.20 with TAB
- Line: Cubs +1.5 at $1.56 with TAB
- Total Runs: Over 8 at $1.91 with TAB
Our Pirates vs Cubs predictions are based on complex modelling and wagering experience to help you place better 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 due to the 2.8% edge found when comparing our data-driven probabilities to the odds currently available.
Taking advantage of the edges seen on Stats Insider is one of the keys to being a profitable bettor in the long run.
Pirates vs Cubs: Prediction
Stats Insider provides full betting coverage of the Pittsburgh vs Cubs game on Wednesday, including data-driven predictions and live win probabilitiestips.
Remember, our model updates frequently, so keep checking this page for the latest betting analysis before the Pittsburgh vs Cubs game.
As always, see our Best Bets to get the best tips on 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 begin 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 the result of 10,000 data-driven simulations of the game, all curated by our team of skilled data scientists and analysts. We use the latest in predictive analytics technology and machine learning to ensure our MLB tips are trustworthy and reliable, so that you can make informed decisions with confidence.
If you choose to use our MLB predictions for betting purposes, it's vital that you gamble responsibly and know when to stop. For free and confidential support, call 1800 858 858 or visit gamblinghelponline.org.au.
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