MLB Best Bets Today, 5/26: Picks, Predictions & Player Props - Monday

Welcome to tonight’s MLB best bets for this slate of MLB action here at Fantasy Alarm on this Wednesday, May 21st, 2025! Happy Memorial Day, everyone, and especially to those who served our country and have allowed us to watch sports and enjoy our freedoms on this day while they sacrificed everything they had. We have a near full slate of 12 games on tap in MLB today, with most of the games starting early to mid-afternoon, so don’t delay and get these wagers placed, I have put together below!
In this MLB Best Bets Today article, you will find a wide array of choices from some Money Lines to game totals and, on occasion, some player props! Check out the rationale and if you agree with me, make sure to tail and good luck!
Now, let's dive into my expert MLB Best Bets today!
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MLB Picks, Predictions & Best Bets Today, 5/26
Rockies vs. Cubs Predictions
A new series is underway on this holiday Monday between the Rockies and Cubs, and Operation Pick on Colorado is once again in motion. The Rockies are a pathetic 3-22 on the road this season and will play a Cubs team that is 15-10 at home and has a +91-run differential! This is a lopsided as it gets, but let’s dive into the wagers.
Carson Palmquist will start on the mound for Colorado, and it’ll be just the 3rd start of the season. It’s a small sample size, but one worth attacking as he has allowed 16 hits and 11 earned runs in 8.1 innings pitched and has struggled against both righties and lefties with an OPS over 1.000 on both sides of the plate! This makes the Cubs team total very appealing in terms of runs scored as they are the 2nd highest scoring home team this season at 5.91 runs per game. Their prop sits at just 4.5, so I am smashing the over on that one!
The next wager is backing a Cubbie batter and there’s nobody in their lineup right now hotter than Seiya Suzuki! The left fielder comes into this game hitting .480 over the past 6 games with 3 home runs, 10 RBIs and 9 runs, the guy is one fire. He should have little issue going over 1.5 hits/runs/RBIs today in front of the home crowd against this pitching staff so let’s hammer this prop!
Pick: Cubs Team Total Over 4.5 Runs (-135 on DraftKings)
Pick: Seiya Suzuki (CHC) Over 1.5 Hits/Runs/RBIs (-150 on DraftKings)
Cardinals vs. Orioles Predictions
It’s a battle of the birds this afternoon in Baltimore as the Orioles host the St. Louis Cardinals, and I see some runs in the future of this game! Charlie Morton is going to start for the O’s, and he’s washed up at this point in his career, and it's ugly. On the Cardinals' side, Erick Fedde is going to shove, and while he has been good this year, he does have games where the blowup happens.
Starting with Morton on the mound for Baltimore, it's just a mess like the rest of their starting pitching staff. The veteran has pitched just 41 innings this season but has allowed 35 earned runs and 48 hits during that span! He’s also been horrendous against right-handed hitting, allowing a batting average of .329 and an OPS of .903, which is bad news since the Cardinals have great bats on the right side of the plate. Fedde, on the other side of things, is good, but there’s just something there I am not buying, and I am expecting regression as he has an expected ERA of 5.12. The Orioles, with their faults, still have good bats in the lineup, so I am expecting this matchup to go over the total of 8.5 runs.
In addition to the total, let’s back a hitter to help us get to the over! That man will be Masyn Winn today as he’s hit the ball well of late, including a couple of homers from the shortstop. He is hitting .323 against right-handed pitching this season and has 24 runs scored, which is tied for the team lead. He will hit 2nd in the Cardinals lineup today against Morton, and that’s an ideal spot to be in to go over 1.5 hits/runs/RBIs, so let’s go ahead and lock in that player prop for Winn.
Pick: Cardinals & Orioles Over 8.5 Runs (-130 on DraftKings)
Pick: Masyn Winn (STL) Over 1.5 Hits/Runs/RBIs (-155 on DraftKings)
Best MLB Prop Bets & Other Picks Today, 5/26
Pick: Jung Hoo Lee (SF) Over 1.5 Hits/Runs/RBIs (-130 on DraftKings)
Pick: Garrett Crochet (BOS) Over 6.5 Strikeouts (-150 on DraftKings)
Pick: Padres Money Line (-150 on DraftKings)
Pick: Yoshinobu Yamamoto (LAD) Under 6.5 Strikeouts (-130 on DraftKings)
Pick: Blue Jays & Rangers 1st 5 Innings Under 3.5 Runs (-110 on DraftKings)
Player News
Brewers optioned RHP Easton McGee to Triple-A Nashville.
McGee has made four appearances with the Brewers this season, posting a 3.00 ERA, 1.17 WHIP and a 5/3 K/BB ratio over six innings of work. No word yet on a corresponding move just yet, the Brewers will ride it out over the All-Star break before setting their roster before opening the second half of the season against the Dodgers in Los Angeles on Friday.
Brewers activated OF Blake Perkins from the 60-day injured list and optioned him to Triple-A Nashville.
Time had run out on Perkins’ minor league rehab assignment so they needed to activate him from the 60-day injured list. He’ll remain at Triple-A Nashville, where he had been rehabbing, until the Brewers have a need for an extra outfielder.
Brewers designated OF Drew Avans for assignment.
The Brewers needed to clear a spot on their 40-man roster for the return of Blake Perkins from the 60-day injured list and unfortunately Avans drew the short straw this time around. It seems likely that the 29-year-old outfielder will pass through waivers unclaimed and continue to function as extra outfield depth for the Brewers.
Tigers signed RHP Geoff Hartlieb to a minor league contract.
The 31-year-old hurler elected free agency from the Yankees on Friday and it didn’t take him long to find another viable opportunity with a contender. He’ll report to Triple-A Toledo to begin his Tigers’ tenure, but don’t be surprised to see him in Motown shortly after the All-Star break.
According to Jon Heyman of the New York Post, at least eight teams have reached out to the White Sox to express interest in acquiring Luis Robert Jr.
The dynamic 27-year-old outfielder is having a brutal season offensively, slashing .189/.275/.322 with nine homers, 34 RBI and 22 stolen bases. The common assumption though is that he just needs a change of scenery. Heyman didn’t note any of the teams that have checked in, but expect it to be a who’s who of contenders in both leagues.
José FermÃn hit his first career homer, a two-run shot off Jesse Chavez, to lead the Cardinals past the Braves 5-4 on Sunday.
FermÃn’s homer in his 159th plate appearances since debuting with the Cardinals in 2023. It’s his ability to make contact that has him in the majors, and he’s gone 7-for-18 with a 2/2 K/BB in his 10 appearances this season. St. Louis, though, might send him down when Jordan Walker comes off the IL.