Cubs vs Pirates Prediction and MLB Tips - 14 September 2026
Last updated: Sep 13, 2026, 6:20PM | Published: Sep 12, 2026, 7:44PM
The Chicago Cubs will sqaure off with the Pittsburgh Pirates in MLB action at Wrigley Field on Monday, commencing at 4:20am AEST.
Matthew Boyd (8-4, 4.03 ERA) will start on the mound for the Cubs, while the Pirates are going with Bubba Chandler (7-9, 4.25 ERA).
This article features Stats Insider's best betting tips for the Cubs vs Pirates game, as well as the latest betting odds in Australia.
Who Will Win?
Based on trusted machine learning and data, Stats Insider has simulated the result of Monday's Cubs vs Pittsburgh MLB game 10,000 times.
Our independent predictive analytics model gives the Cubs a 60% chance of defeating the Pirates at Wrigley Field.
Cubs vs Pirates: Odds
The latest betting odds in Australia for Monday's MLB game at Wrigley Field are listed here:
- Head to Head: Cubs $1.62, Pirates $2.35
- Line: Cubs -1.5 ($2.25), Pirates +1.5 ($1.67)
- Total (Over/Under 7 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 Cubs at $1.62 and the Pirates at $2.35.
The Cubs are listed as 1.5-run favourites against the Pirates, with odds of $2.25 available at TAB.
For the underdog Pirates (+1.5) to cover the line, TAB offers odds of $1.67.
The over/under for total runs scored is set at 7 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 Pirates (+1.5) are predicted to cover the line 57% of the time, while the 7-run over/under is expected to go over 55% of the time.
Cubs vs Pirates: Betting Tips
- Head to Head: Cubs at $1.62 with TAB
- Line: Cubs -1.5 at $2.25 with TAB
- Total Runs: Over 7 at $1.91 with TAB
Today's Cubs vs Pirates predictions are based on world-class simulations and gambling intelligence to help you place better bets with your chosen online bookie.
Although the Pirates are more likely to cover the line, our best bet of Cubs -1.5 is based on the likelihood of that happening, as projected by our predictive analytics model, and the best odds available.
Cubs vs Pirates: Prediction
Stats Insider provides full coverage of the Cubs vs Pittsburgh game on Monday, including data-driven predictions and top betting tips.
Our model updates regularly, so refresh this article for the latest betting predictions before the Cubs vs Pittsburgh match-up.
As always, see our Best Bets to get betting tips on every MLB game, plus predictions for a wide range of other sports.
Cubs vs Pirates: Essential Details
The match-up between the Cubs and Pirates at Wrigley Field is scheduled to begin at 4:20am AEST on Monday.
- Teams: Chicago Cubs vs Pittsburgh Pirates
- Date: Monday 14 September 2026
- Time: 4:20am AEST
- Venue: Wrigley Field
All dates and times in this article are in Australian Eastern Standard Time (AEST), unless otherwise noted.
Conclusion
Our Cubs vs Pittsburgh predictions have been made thanks to 10,000 data-driven simulations of the game, carefully 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 accurate and reliable, giving you the confidence to make informed decisions.
If you decide to use our 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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