White Sox vs. Cubs prediction: Why Cubs are favored to win Monday's MLB matchup [8/17/2026]

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Written by Dave Garofolo

Get Chicago White Sox vs Chicago Cubs predictions for MLB Monday.

Chicago White Sox-Chicago Cubs Predictions and Game Preview.
Chicago White Sox vs. Chicago Cubs MLB prediction for Monday, August 17, 2026.

The Chicago Cubs and Chicago whitesox are scheduled to meet in MLB action at Wrigley Field on Monday, starting at 8:05 PM ET.

The Cubs will send Shota Imanaga (8-9, 3.74 ERA) to the mound, while the White Sox will counter with Luis Castillo (4-9, 4.96 ERA).

Dimers' advanced MLB model projects the Cubs as the most likely winner in this White Sox vs. Cubs prediction.

This article offers a closer look at Monday's matchup, including best bets and picks.

White Sox vs. Cubs prediction: Who will win and cover?

Using trusted machine learning and data analysis, we have simulated the result of Monday's MLB matchup between the White Sox and Cubs, forming part of our MLB predictions coverage.

Our leading predictive model gives the Cubs a 60.4% chance of defeating the White Sox.

According to our model, the White Sox (+1.5) have a 58.4% chance of covering the run line, while the over/under total of 8.5 runs has a 53.5% chance of staying under,.

 

White Sox vs. Cubs odds [8/17/2026]

We have researched the best MLB odds in America for this game, which are listed here:

  • Run Line: White Sox +1.5 (-144) / Cubs -1.5 (+140)
  • Moneyline: White Sox +150, Cubs -153

All odds are correct at the time of publication and are subject to change.

White Sox vs. Cubs picks and best bet

After matching our predictions against the best current odds, we can reveal our picks for each of the major markets in this matchup. Plus, find our best bet for the game below:

  • Run line: Cubs -1.5 @ +140 via DraftKings
  • Moneyline: White Sox @ +150 via DraftKings
  • Total: Under 8.5 @ -115 via DraftKings

According to our MLB best bets, the top play to make on this game is Under 8.5 total runs.

These picks are based on our probabilities matched against the implied probabilities from the sportsbook odds.

 

White Sox vs. Cubs game-day updates and essential details

Monday's MLB matchup between the Cubs and White Sox at Wrigley Field is scheduled to commence at 8:05 PM ET.

Conclusion

We predict the Cubs, with a 60.4% win probability, will likely beat the White Sox in Monday'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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