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Best MLB Parlay Picks Today: Sale vs. Wheeler in a Cy Young Battle

Published: May 29, 2025, 09:00 AM ET
4 min read
Best MLB Parlay Picks May 29

Chris Sale will take the ball for the Braves against Zack Wheeler of the Phillies. Sale is the defending Cy Young winner, while Wheeler is in contention to win this season's award. 

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Let’s get into our three-leg parlay, featuring three under bets at +599.

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Braves vs. Phillies (6:45 PM, EST)

Under 7.5 (-112) at FanDuel Sportsbook

Chris Sale is starting to settle into his own, and we're seeing the Cy Young version of him from one year ago. In the month of May, Sale has thrown 26.1 innings and has a 1.37 ERA. 

He hasn't faced the greatest offenses outside of the Padres in this stretch, but pitching at a high level breeds confidence, and Sale is known to be a big-game pitcher. 

Philadelphia touched him up very badly in one start against them this season, but he has improved drastically since his third start of the season. I expect him to learn from his mistakes and adjust.

Zack Wheeler will throw for the Phillies, and he has been fantastic. He is fifth in strikeouts with 88 and has a 0.88 WHIP, which is fourth in baseball. 

He has a 1.69 ERA and a .170 opponent batting average at home. I trust Wheeler to deliver because he hasn't given us a reason not to believe, and Sale is trending in the right direction coming into this game.

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Rays vs. Astros (8:10 PM, EST)

Under 8.5 (-105) at FanDuel Sportsbook

The Astros have stayed under 8.5 runs in four of their past five matchups. The Rays have gone under this line in three of their past five games. 

In three H2H games this season, Tampa Bay and Houston have combined for seven runs or less. 

Shane Baz will take the ball for the Rays, and the pitcher has had a rollercoaster of a season. However, the one spot where he is consistent is night games. 

His opponent's batting average is .221 at night compared to .361 during the day. Baz is also coming off a great start against Toronto and shouldn't go more than twice through the order. 

Ryan Gusto will throw for the Astros, but this will quickly become a bullpen game for Houston. Tampa Bay is 19th in runs scored. The Astros have the second-best bullpen ERA in baseball, at 2.71.

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Nationals vs. Mariners (9:40 PM, EST)

Under 7.5 (-112) at FanDuel Sportsbook

MacKenzie Gore is the best strikeout pitcher in baseball, which is always a benefit for an under bet. He does get into jams with 21 walks in 62.1 innings, but he can work his way out of issues.

Gore has been bad on the road this season, but I like his matchup against Seattle despite being the visitor. The Mariners are seventh in most strikeouts this season, which plays to Gore's strength. 

They're a power or bust team, and this plays to Gore's strengths. Emerson Hancock will pitch for the Mariners. Even though his numbers aren't great, I don't trust the Nationals' offense. 

They have scored just six runs in their past four games, and Seattle has a top 10 bullpen, which is a positive if Hancock has a short leash

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Tanner Kern

Tanner Kern

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