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Boston Red Sox vs Milwaukee Brewers Prediction 5/27/25 MLB Picks

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Milwaukee Brewers (27-28) vs Boston Red Sox (27-29)

May 27, 2025 at 07:40 PM EDT

The Line: Betting Odds: Milwaukee Brewers -120 / Boston Red Sox +100 — Over/Under: 8.5

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The Boston Red Sox and Milwaukee Brewers meet Tuesday in MLB action at American Family Field. Here’s a Boston Red Sox vs Milwaukee Brewers Prediction. This article will include a Boston Red Sox vs Milwaukee Brewers Pick.

Boston Red Sox Betting Preview

The Boston Red Sox are 27-29 on the year and play the Braves, Angels, and Yankees next. The Boston Red Sox are batting .254 on the season, have a .326 OBP, and a .422 slugging percentage. The Boston Red Sox pitching staff has a 4.01 ERA and a 1.34 WHIP. Jarren Duran leads the Boston Red Sox with 67 hits and 34 RBI, while Rafael Devers and Alex Bregman have combined for 119 hits and 83 RBI. 

The Boston Red Sox didn’t announce a starting pitcher at the time this article was published.

Milwaukee Brewers Betting Preview

The Milwaukee Brewers are 27-28 on the year and play the Phillies, Reds, and Padres next. The Milwaukee Brewers are batting .232 on the season, have a .311 OBP, and a .353 slugging percentage. The Milwaukee Brewers’ pitching staff has a 4.07 ERA and a 1.35 WHIP. Jackson Chourio leads the Milwaukee Brewers with 57 hits and 28 RBI, while Brice Turang and Sal Frelick have combined for 103 hits and 39 RBI.

Aaron Civale gets the ball for the Milwaukee Brewers, and he is 0-1 with a 9.00 ERA and 5 strikeouts this season. Civale is 1-1 with a 4.95 ERA and 23 strikeouts in his career against the Boston Red Sox.

Why the Milwaukee Brewers will win

  • The Red Sox have lost each of their last nine games as underdogs against National League opponents following a road loss.
  • The Brewers have won each of their last seven Tuesday games against teams that held a losing record.
  • The Red Sox have failed to cover the run line in seven of their last eight road games against National League opponents after playing the previous day.
  • The Brewers have covered the run line each of their last three night games against teams that held a losing record.
  • The Red Sox have trailed after 3 innings in each of their last five road games against National League opponents.
  • The Red Sox have trailed after 5 innings in each of their last four games as road underdogs against National League opponents.

Why the Boston Red Sox will win

  • The underdogs have won each of the Red Sox’s last four games.
  • The Brewers have lost three of their last four home games against the Red Sox following a win.
  • The Red Sox have covered the run line in each of their last seven games as road underdogs.
  • The Brewers have failed to cover the run line in four of their last five games against American League opponents following a home win.

Milwaukee Brewers Player Prop Facts

  • Aaron Civale has recorded five or more strikeouts in eight of his last 10 home appearances against AL opponents that held a losing record.
  • Brice Turang has recorded at least one RBI in each of his last four appearances at American Family Field against opponents that held a losing record.
  • Brice Turang has scored at least one run in each of the Brewers’ last six games as home favorites against AL East opponents.
  • Rhys Hoskins has recorded a Double in four of the Brewers’ last five games as home favorites.
  • Brice Turang has recorded at least one Single in nine of his last 10 home appearances against AL opponents that held a losing record.
  • Rhys Hoskins has hit a home run in two of the Brewers’ last three home games against opponents that held a losing record.
  • Christian Yelich has recorded at least one hit in each of his last nine appearances against the Red Sox.

Boston Red Sox Player Prop Facts

  • Abraham Toro has recorded a Double in three of his last four appearances in night games against NL Central teams that held a losing record.
  • Jarren Duran has recorded at least one RBI in seven of the Red Sox’s last eight games as road underdogs against NL opponents.
  • Jarren Duran has recorded at least one Single in seven of the Red Sox’s last eight games against NL Central opponents.
  • Jarren Duran has recorded at least one hit in each of his last 15 road appearances against NL opponents that held a losing record.
  • Triston Casas has hit a home run in each of his last three appearances against NL Central opponents that held a losing record.
  • Alex Bregman has scored at least one run in seven of his last eight appearances against NL opponents that held a losing record.
  • Rafael Devers ranks 6th amongst qualified players for On Base Percentage (.409) this season.

Boston Red Sox vs Milwaukee Brewers Prediction

The Red Sox have been a bad team over the last couple of weeks, and I’m not excited to back them when I don’t know who the starting pitcher is. However, Civale is still working his way back, as he’s pitched just seven innings this season, and he’s allowed eight hits and seven runs in those frames. Struggles or not, the Red Sox are still a talented lineup, and this game could get ugly if Civale doesn’t get his act together quickly. Even without knowing who takes the mound for Boston, I’ll grab the even money as a fade of Civale.

Randy Chambers's Pick: Boston Red Sox +100

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