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Best MLB Parlay Picks Today: Gallen vs. Skenes in Arizona

Published: May 28, 2025, 09:00 AM ET
4 min read
Best MLB Parlay Picks May 28

The Pittsburgh Pirates and Arizona Diamondbacks will battle on Wednesday. Paul Skenes will pitch against Zac Gallen in what should be a low scoring contest. 

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Let’s get into our three-leg parlay, featuring the Pirates vs. Diamondbacks under, Phillies, and Cubs at +279.

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21+

Pirates vs. Diamondbacks (3:40 PM, EST)

Under 8 (-120) at FanDuel Sportsbook

The Pittsburgh Pirates have their ace on the mound in Paul Skenes. Pittsburgh hasn’t won much with Skenes, even though he has been fantastic in 2025. 

The pitcher is 3-5 with a 2.36 ERA and a 0.95 WHIP. He has struck out 70 batters in 68.2 innings, while allowing just four home runs over this span. 

Skenes should be able to dominate Arizona’s bats on Wednesday. The Diamondbacks have been competitive offensively, but they shouldn’t score more than a couple runs off Skenes. 

Zac Gallen will throw for Arizona. He is having a disappointing season, but the Pirates may be exactly what he needs to get back on track. 

Pittsburgh has been horrendous at the plate in 2025. Gallen has been great at times this year, and he tends to control weak offenses. 

These two pitchers are the perfect combination for a successful under bet to kick off the parlay. The total has a lot of value at eight runs, instead of the usual 7.5 when Skenes is on the hill. 

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

Phillies Moneyline (-164) at FanDuel Sportsbook

The Phillies win when Zack Wheeler is on the mound. Record has become a meaningless stat in the baseball community for pitchers because it’s dependent on run support, which is out of their control. 

Yet, wins and losses are still meaningful to examine for pitchers in betting. Wheeler is 6-1, so when he has pitched well, Philadelphia’s offense has converted. 

Wheeler is in line to win the National League Cy Young with a 2.42 ERA and a 0.88 WHIP. He has allowed just 48 hits over 70.2 innings. 

AJ Smith-Shawver will pitch for the Braves. He is 3-2 with a 3.67 ERA, which isn’t bad, but his WHIP is 1.42.

The WHIP is a massive concern against an explosive Phillies offense. Philadelphia is batting .261 as a team, and this is an area where the Braves can’t compete. 

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Rockies vs. Cubs (8:05 PM, EST)

Cubs Moneyline (-350) at FanDuel Sportsbook

The Rockies are the worst team in baseball. They’re so far off the other 29 teams in Major League Baseball that it’s concerning. 

The Cubs have been one of the strongest teams in the National League this season. They don’t have a dominant pitcher on the mound Wednesday in Matthew Boyd, but their offense is better. 

The Cubs have scored 150 more runs than the Rockies this season. They’re batting nearly 50 points higher for average, and this will show over nine innings. 

I always recommend fading Colorado, and this is especially true against elite competition like the Cubs. 

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Tanner Kern

Tanner Kern

Sports Betting Analyst & On-Air Host

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Tanner Kern has been working in the betting industry since 2020. He currently is a social media content creator at DraftKings and contributes to multiple sites in addition to WSN, including Forbes and VSiN. He is also the cohost of the podcast Ride the Line at WSN.
Email: [email protected]
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