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Red Sox vs. Pirates Dunkel MLB Picks, Predictions and Prop Bets - Aug. 14

14 August 2026 By Data Skrive

Rafael Flores leads the Pittsburgh Pirates into a matchup versus the Boston Red Sox, a game after homering twice in a 13-1 victory over the Marlins, at 6:40 p.m. ET on Friday. Jake Bennett (7-5, 3.17 ERA) will start for the Red Sox, who are 65-56 this season and third in the AL East. Bubba Chandler (5-8, 4.26 ERA) is expected to start for the Pirates, who are 59-64 and fifth in the NL Central.

Despite being the away team the Red Sox are a moderate moneyline favorite (-122) over the Pirates (+107). The over/under in this contest is set at 8.

Red Sox vs. Pirates Odds, Game Time

  • Game day: Friday, August 14, 2026
  • Game time: 6:40 p.m. ET
  • Location: Pittsburgh, Pennsylvania
  • Stadium: PNC Park
  • Favorite: Red Sox (-122)
  • Underdog: Pirates (+107)
  • Over/under: 8

How to Watch Red Sox vs. Pirates

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Red Sox vs. Pirates: Betting the Moneyline

  • The Red Sox have won 43 of the 81 games they were the moneyline favorite this season (53.1%).
  • Pittsburgh has been underdogs in 55 games this season and has come away with the win 22 times (40%) in those contests.
  • Boston has a record of 35-30, a 53.8% win rate, when favored by -122 or more by sportsbooks this season.
  • This year, the Pirates have won 14 of 33 games when listed as at least +107 or worse on the moneyline.
  • The Red Sox have a 55% chance to win this game based on the moneyline's implied probability.
  • The moneyline set for this matchup implies the Pirates have a 48.3% chance of coming away with a victory in the contest.

Red Sox vs. Pirates: Betting the Spread & Total

  • The Red Sox have played in 121 games with a set over/under, and have combined with their opponents to go over the total 53 times (53-63-5).
  • Pittsburgh's games have gone over the total in 68 of its 123 chances.
  • The Red Sox have covered 49.6% of their games this season, going 60-61-0 ATS.
  • The Pirates have an against the spread mark of 59-64-0 in 123 games with a line this season.
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