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Boston Red Sox vs Cleveland Guardians Prediction 5/29/2026 Today’s MLB Picks

May 28, 2026; Boston, Massachusetts, USA; Boston Red Sox interim manager Chad Tracy (17) questions umpire Willie Traynor (45) (r) and umpire Jordan Baker (71) during the sixth inning against the Atlanta Braves at Fenway Park. Mandatory Credit: Eric Canha-Imagn Images

May 28, 2026; Boston, Massachusetts, USA; Boston Red Sox interim manager Chad Tracy (17) questions umpire Willie Traynor (45) (r) and umpire Jordan Baker (71) during the sixth inning against the Atlanta Braves at Fenway Park. Mandatory Credit: Eric Canha-Imagn Images

MATCHUP Boston Red Sox Cleveland Guardians
Team Records 23-32 33-25
Spread +1.5 -199 -1.5 163
Moneyline +108 -131
Total Over 8 (-104) Under 8 (-115)
Where Progressive Field, Cleveland, Ohio
When Friday, May 29, 2026
Time 07:10 PM EDT
TV MLB.TV

The Boston Red Sox and Cleveland Guardians meet Friday in MLB action at Progressive Field. Here’s a Boston Red Sox vs Cleveland Guardians Prediction. This article will include a Boston Red Sox vs Cleveland Guardians Pick.

Boston Red Sox Betting Preview

The Boston Red Sox are 23-32 on the year and play the Yankees and Orioles next. The Boston Red Sox are batting .244 on the season, have a .317 OBP, and have a .372 slugging percentage. The Boston Red Sox pitching staff has a 3.86 ERA and a 1.26 WHIP. Wilyer Abreu leads the Boston Red Sox with 60 hits and 22 RBI, while Ceddanne Rafaela and Willson Contreras have combined for 106 hits and 56 RBI.

Tyler Samaniego gets the ball for the Boston Red Sox, and he is 0-2 with a 1.04 ERA and 13 strikeouts this season. This will be Samaniego’s first career game against the Cleveland Guardians.

Cleveland Guardians Betting Preview

The Cleveland Guardians are 33-25 on the year and play the Yankees and Rangers next. The Cleveland Guardians are batting. 230 on the season, have a .320 OBP, and have a .372 slugging percentage. The Cleveland Guardians’ pitching staff has a 3.64 ERA and a 1.26 WHIP. Brayan Rocchio leads the Cleveland Guardians with 53 hits and 27 RBI, while Chase DeLauter and Jose Ramirez have combined for 98 hits and 58 RBI.

Slade Cecconi gets the ball for the Cleveland Guardians, and he is 3-5 with a 5.18 ERA and 47 strikeouts this season. This will be Cecconi’s second career game against the Boston Red Sox.

Why the Cleveland Guardians will win

Why the Boston Red Sox will win

Total Runs Facts

Cleveland Guardians Player Prop Facts

Boston Red Sox Player Prop Facts

Matchup/League Facts

Boston Red Sox vs Cleveland Guardians Prediction

With two teams having a rough week, I understand the Guardians will have the edge at home. However, I’m leaning toward the Red Sox and the plus money. One, the Red Sox are better than what they’ve shown up to this point. Samaniego has also been strong through 17.1 innings, posting a 1.04 ERA and 1.15 WHIP. Through 57.1 innings, Cecconi has a 5.18 ERA and 1.48 WHIP. He’s allowed a lot of flyballs, and that can be dangerous against a respectable lineup like Boston’s. If forced to get involved, I want the more favorable price. That’s the Red Sox. Give me the road team.

Randy Chambers's Pick: Boston Red Sox

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