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Guardians vs. Red Sox Dunkel MLB Picks, Predictions and Prop Bets - May 29

29 May 2026 By Data Skrive

The Cleveland Guardians and Boston Red Sox square off in the first of a three-game series on Friday at Progressive Field, at 7:10 p.m. ET. Slade Cecconi (3-5, 5.18 ERA) will start for the Guardians, who are 33-25 this season and first in the AL Central. Tyler Samaniego (0-2, 1.04 ERA) is the expected starter for the Red Sox, who are 23-32 and fifth in the AL East.

At home, the Guardians are favored to win on the moneyline (-130) over the Red Sox (+109). The over/under in this contest is 8.

Guardians vs. Red Sox Odds, Game Time

  • Game day: Friday, May 29, 2026
  • Game time: 7:10 p.m. ET
  • Location: Cleveland, Ohio
  • Stadium: Progressive Field
  • Favorite: Guardians (-130)
  • Underdog: Red Sox (+109)
  • Over/under: 8

How to Watch Guardians vs. Red Sox

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Guardians vs. Red Sox: Betting the Moneyline

  • The Guardians have won 19 of the 33 games they were favored on the moneyline this season (57.6%).
  • Boston has come away with seven wins in the 19 contests it has been listed as the underdogs in this season.
  • Cleveland has entered 19 games this season favored by -130 or more and is 11-8 in those contests.
  • This season, the Red Sox have been victorious three times in 11 chances when named as an underdog of at least +109 or longer on the moneyline.
  • Based on this game's moneyline, the Guardians' implied win probability is 56.5%.
  • The moneyline set for this matchup implies the Red Sox have a 47.8% chance of coming away with a victory in the contest.

Guardians vs. Red Sox: Betting the Spread & Total

  • The Guardians have had an over/under set by oddsmakers 58 times, and have combined with opponents to go over the total in 28 of those games (28-30-0).
  • Games involving Boston have gone over the total set by oddsmakers in 24 of 55 chances this season.
  • The Guardians have gone 31-27-0 against the spread this season.
  • In 55 games with a line this season, the Red Sox have a mark of 22-33-0 against the spread.
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