MLB Picks

Red Sox vs Cubs Prediction 9/27/26 MLB Picks Today

Chicago Cubs (88-73) vs. Boston Red Sox (87-74)
September 27, 2026 3:05 pm EDT
The Line: Boston Red Sox / Chicago Cubs ; Over/Under:
(Get latest betting odds)

The Chicago Cubs and Boston Red Sox meet Sunday in MLB action at Tropicana Field. Here’s a Red Sox vs. Cubs Prediction. This article will include a Red Sox vs. Cubs Pick.

Chicago Cubs Betting Preview

The Chicago Cubs are 88-73 on the year. The Chicago Cubs are batting .251 on the season and have a .338 OBP and a .427 slugging percentage. The Chicago Cubs’ pitching staff has a 4.13 ERA and a 1.26 WHIP. Pete Crow-Armstrong leads the Chicago Cubs with 174 hits and 107 RBI, while Alex Bregman and Nico Hoerner have combined for 322 hits and 161 RBI.

The Chicago Cubs didn’t list a starting pitcher at the time this article was published.

Boston Red Sox Betting Preview

The Boston Red Sox are 87-74 on the year. The Boston Red Sox are batting .245 on the season, have a .319 OBP, and have a .398 slugging percentage. The Boston Red Sox pitching staff has a 3.52 ERA and a 1.23 WHIP. Ceddanne Rafaela leads the Boston Red Sox with 152 hits and 70 RBI, while Wilyer Abreu and Caleb Durbin have combined for 273 hits and 140 RBI.

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

Why the Boston Red Sox will win

  • The Red Sox have won each of their last 10 Sunday games against NL Central opponents that held a winning record.
  • The Cubs have lost each of their last six day games against AL opponents that held a winning record.
  • The Cubs have failed to cover the run line in nine of their last 10 day games against AL opponents that held a winning record.
  • The Red Sox have covered the run line in each of their last five day games at Tropicana Field following a win.
  • The Cubs have trailed after 5 innings in four of their last five day games against AL East opponents.

Why the Chicago Cubs will win

  • The Red Sox have lost six of their last seven games at Tropicana Field.
  • The Cubs have won 13 of their last 16 day games against AL East opponents following a loss.
  • The Cubs have covered the run line in eight of their last nine games against AL opponents following a loss.
  • The Red Sox have failed to cover the run line in four of their last five-day games against NL opponents following a win.
  • The Red Sox have trailed after 5 innings in 11 of their last 14 games at Tropicana Field against opponents that held a winning record.
  • The Red Sox have lost the first inning in three of their last four day games against NL opponents.
  • The Cubs have led after 3 innings in five of their last six games against opponents that held a winning record.

Total Runs Facts

  • Eight of the Red Sox’s last nine games have gone UNDER the total runs line.
  • Four of the Cubs’ last five games against AL opponents have gone OVER the total runs line.
  • There has been at least one run scored in the first inning in each of the Red Sox’s last six day games against NL opponents.
  • There has been at least one run scored in the first inning in 10 of the Cubs’ last 12 games against AL opponents.

Boston Red Sox Player Prop Facts

  • Patrick Sandoval has recorded five or more strikeouts in 10 of his last 11 appearances against NL opponents.
  • Trevor Story has recorded at least one hit in each of his last nine appearances in day games against teams that held a winning record.

Chicago Cubs Player Prop Facts

  • Nico Hoerner has recorded at least one hit in each of the Cubs’ last 10 Sunday games against opponents that held a winning record.
  • Matthew Boyd has recorded five or more strikeouts in each of his last six appearances in day games against AL teams that held a winning record.
  • Matthew Boyd has recorded a win in five of his last six appearances against AL opponents.

Matchup/League Facts

  • The Red Sox rank 1st in the league for home runs allowed this season (151).
  • The Red Sox rank 2nd in the league for doubles this season (285).
  • The Cubs rank 1st in the league for runs scored this season (844).
  • The Cubs rank 1st in the league for RBIs this season (798).

Red Sox vs Cubs Prediction

It’s hard to predict a game where neither team has listed a starting pitcher, and they’re playing in Tampa to avoid the storms up north. There’s also not much to play for with both sides already locking up a playoff spot. However, if forced to pick, I’d lean toward the Red Sox because they’re playing slightly better baseball and they have a bullpen edge. There are better ways to spend your Sunday, but it’s Red Sox or pass for me.

Randy Chambers's Free Pick: Boston Red Sox

Need More? Get Premium Picks

Randy Chambers

Randy has covered sports betting since 2014 and writes about everything from NFL to WNBA. Follow Randy Chambers on Twitter.

Related Articles

Back to top button