MLB Predictions

Chicago Cubs vs Boston Red Sox Predictions

Friday, September 25, 2026 at 1:05pm EST at Fenway Park, Boston, Massachusetts

Chicago

Cubs

Moneyline -123
@
Boston

Red Sox

Moneyline +102
78% 22%
Spread Chicago Cubs -1.5 Boston Red Sox +1.5
Moneyline Chicago Cubs -123 Boston Red Sox +102
Total Over 6.5 (-112) Under 6.5 (-108)
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Cubs vs. Red Sox Prediction: Chicago’s Offense Makes It the Likely Winner

Analysis updated September 25, 2026 at 7:02 AM CDT

The Cubs have a clear advantage in run production, but that doesn’t make their -120 moneyline worth betting in Game 1 at Fenway Park.

Chicago has the stronger offense

Chicago enters Friday’s 1:05 p.m. ET doubleheader opener as a -120 favorite, with Boston at -101. A matchup report from radio station Fox Sports 1260 / iHeartMedia lists the Cubs first in MLB with 841 runs and second with 218 home runs. The Red Sox rank 22nd with 681 runs and 24th with 162 homers. That gap makes Chicago the more likely winner.

Clay Holmes also gives the Cubs a conventional starter after posting a 3.25 ERA and 1.165 WHIP. CBS Sports reports that Boston will open with Alec Gamboa, who has a 1.16 ERA and 1.06 WHIP across 31 innings, but the Red Sox haven’t confirmed who will handle the bulk of the game. That uncertainty makes both the side and the 6.5-run total harder to price.

Why the pick is a pass

The Weather Channel reports that a nor’easter forced the schedule change and that a high-wind warning covers the Massachusetts coastline, with gusts up to 50 mph. The regional warning creates added uncertainty for a game at Fenway, particularly when Chicago’s power is central to its advantage.

Boston is also expected to be without Willson Contreras, who told CBS Sports he couldn’t swing without pain because of a bruised right hand. Even with that absence, Chicago’s -120 price is too short to back without clearer information about Boston’s bulk pitcher and the conditions at game time. The Cubs are the likely winner, but the betting lean is Pass.

Pick Chicago Cubs
Confidence low
Betting lean Pass
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