MLB Picks, Best Bets, Props, Predictions Today – May 26

MLB Picks, Best Bets, Props, Predictions Today – May 26 article feature image
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Pictured: Aaron Judge. Photo Credit: Ron Chenoy-Imagn Images

The Memorial Day slate is loaded with 12 games, including 7 that start before 5:00 p.m. ET. With so much day baseball on the calendar, we don't have time for a long, meandering intro.

So, let's get right into today's picks. Our Memorial Day picks and MLB best bets are below.

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MLB Best Bets Today

The team logos in the table below represent each of the matchups that our MLB betting staff is targeting from today's slate of games. Click on the team logos for any of the matchups below to navigate to a specific bet discussed in this article.

GameTime (ET)Pick
Boston Red Sox LogoMilwaukee Brewers Logo
2:10 p.m.
St. Louis Cardinals LogoBaltimore Orioles Logo
3:05 p.m.
Minnesota Twins LogoTampa Bay Rays Logo
7:05 p.m.
Pittsburgh Pirates LogoArizona Diamondbacks Logo
8:10 p.m.
New York Yankees LogoLos Angeles Angels Logo
9:38 p.m.
Specific betting recommendations come from the sportsbook offering preferred odds as of writing. Always shop for the best price using our MLB Odds page, which automatically surfaces the best lines for every game.

Bet Labs' Red Sox vs Brewers Best Bet: System Suggests Betting the Under

Boston Red Sox Logo
Monday, May 26
2:10 p.m. ET
MLB Network
Milwaukee Brewers Logo
Under 7.5 (-120)
FanDuel Logo

By Bet Labs

The "Silent Sharp Unders" system targets regular-season MLB games in which both teams are performing well, but the total has quietly dropped from open to close.

These are games featuring competent, winning teams with recent success, in stable weather conditions and with closing totals in a common scoring range. Despite both teams showing strength, the market subtly favors the under — likely due to matchup specifics, pitching or pace factors. By following this soft signal — when the public eye is more focused on win streaks and not totals — this system finds value in betting against inflated scoring expectations.

Pick: Under 7.5 (-120)



Derek Carty's Cardinals vs Orioles Pick: Value on Herrera

St. Louis Cardinals Logo
Monday, May 26
3:05 p.m. ET
MLB.TV
Baltimore Orioles Logo
Ivan Herrera Over 0.5 Home Runs (+1000)
ESPN BET Logo

By Derek Carty

There may be some value on Ivan Herrera's home run prop. THE BAT X is projecting him to hit 0.15 home runs, and oddsmakers are implying 0.10. The model believes there is a 13% chance he hits at least one homer, so there is value on the over at +1000.

Love THE BAT X? Get all of Carty’s sports betting projections at EV Analytics!

Pick: Ivan Herrera Over 0.5 Home Runs (+1000)



Dylan Wilkerson's Twins vs Rays Best Bet: France Undervalued

Minnesota Twins Logo
Monday, May 26
7:05 p.m. ET
MLB Network
Tampa Bay Rays Logo
Ty France Over 0.5 Home Runs (+600)
FanDuel Logo

By Dylan Wilkerson

Ty France has only four home runs this season, but is one of the most underrated players in baseball. Not because his ceiling is super high, but because he is viewed as a tertiary or worse offensive force on the Twins, but he may be one of the best.

France has two fewer home runs than expected, indicating that some positive regression may be due. While he has a short history against Zack Littell, France is 2-for-6 with a home run and a .413 xBA against the Rays’ righty. Thanks to a good matchup and strong performances against sliders, splitters and fastballs, France could be one of the Twins to go yard today.

Pick: Ty France Over 0.5 Home Runs (+600)



Dylan Wilkerson's Pirates vs Diamondbacks Best Bet: Can Marte Stay Hot?

Pittsburgh Pirates Logo
Monday, May 26
8:10 p.m. ET
MLB.TV
Arizona Diamondbacks Logo
Ketel Marte Over 0.5 Home Runs (+270)
bet365 Logo

By Dylan Wilkerson

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