Cubs vs. Red Sox Dunkel MLB Picks, Predictions and Prop Bets - Sept. 25

The Chicago Cubs and Boston Red Sox clash in the first of a three-game series on Friday at Fenway Park, at 1:05 p.m. ET. Clay Holmes (6-8, 3.25 ERA) gets the start for the Cubs, who are 88-71 this season and second in the NL Central. Alec Gamboa (1-0, 1.16 ERA) is expected to start for the Red Sox, who are 85-74 and third in the AL East.

The Cubs are currently a moderate moneyline favorite (-124) on the road at the Red Sox (+105). The game's over/under is set at 6.5.

Cubs vs. Red Sox Odds, Game Time

• Game day: Friday, September 25, 2026
• Game time: 1:05 p.m. ET
• Location: Boston, Massachusetts
• Stadium: Fenway Park
• Favorite: Cubs (-124)
• Underdog: Red Sox (+105)
• Over/under: 6.5

How to Watch Cubs vs. Red Sox

• TV Channel: NESN and MARQ
• Live Stream: Fubo (Watch for free)

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Cubs vs. Red Sox: Betting the Moneyline

• The Cubs have gone 63-49 in games they were listed as the moneyline favorite (winning 56.2% of those games).
• Boston has been underdogs in 47 games this season and has come away with the win 24 times (51.1%) in those contests.
• Chicago has a record of 52-42 in games when oddsmakers favor them by at least -124 on the moneyline.
• This season, the Red Sox have been victorious 13 times in 32 chances when named as an underdog of at least +105 or worse on the moneyline.
• Based on this contest's moneyline, the Cubs have an implied win probability of 55.4%.
• The moneyline set for this matchup implies the Red Sox have a 48.8% chance of walking away with the win.

Cubs vs. Red Sox: Betting the Spread & Total

• The Cubs have combined with opponents to go over the total 88 times this season for an 88-66-5 record against the over/under.
• Boston and its opponents have gone over the total this season in 69 of its 159 opportunities.
• The Cubs have a 74-85-0 record ATS this season (covering 46.5% of the time).
• The Red Sox have posted a record of 75-84-0 against the spread this season.