Underdog Fantasy MLB Picks For Today, 5/27: DFS Projections & Plays

It’s Memorial Day Monday and what better way to celebrate than by winning some money over on Underdog Fantasy?
Today’s Fantasy Alarm Underdog Fantasy MLB picks see us running it back with Chris Bassitt who just dominated the White Sox in his last start and also targeting Jose Ramirez in Coors Field.
MLB Underdog Fantasy Picks Today: Monday, May 27th
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Chris Bassitt Underdog Fantasy MLB Pick: Higher Than 31.5 Fantasy Points
We just saw Bassitt make the start against the Chicago White Sox and he shut them out over seven innings while striking out four. At times, we tend to avoid pitchers when they face a team in back-to-back starts, but I just don’t see this matchup against the White Sox being a problem for one primary reason and that’s their lineups lack of impact left-handed bats.
We’ve talked extensively about Bassitt’s struggles against lefties, but the White Sox lineup today has just three lefty hitters in Nicky Lopez, Gavin Sheets and Andrew Benintendi. Not exactly a murderers row there.
Jose Ramirez Underdog Fantasy MLB Pick: Higher Than 9.5 Fantasy Points
Any time you have an elite player in Coors Field, you have to check out their fantasy point projection and today, we have Jose Ramirez projected at 9.5 fantasy points. Ramirez has finished with more than 9.5 fantasy points in four of his last five games.
Ramirez’s ability to not only hit for power but also steal bases gives him elite fantasy point upside, and that’s before we even factor in that he is hitting .323 with a .430 wOBA and a .310 ISO against left-handed pitching this season as the Rockies send southpaw Austin Gomber to the mound.
Total Multiplier - 3x
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Player News
Daulton Varsho picked up three hits, three RBI and a homer in a win over the Angels on Thursday.
Varsho has only played in seven games this year, but they’ve been seven good ones. He’s homered three times already, and his slugging percentage is a remarkable — and entirely unsustainable — .727 over 22 at-bats. Varsho has been a mediocre offensive player in his two seasons with the Blue Jays, but it’s possible at the age of 28 he’s having a breakout campaign. Far from a guarantee, but possible.
Taylor Ward hit a two-run homer in a loss to the Blue Jays on Thursday.
Ward, 31, gave the Angels a 2-0 lead with a two-run homer off Chris Bassitt in the first inning. He’s now gone deep in two of his last three games, and it ‘improves’ his slash to .181/.224/.391. Ward has been one of the most hot/cold players players in the sport over the last few years, so fantasy managers who can afford to make some roster moves may want to look at Ward while the going is good.
Vladimir Guerrero Jr. picked up three hits and scored twice in an 8-5 win over the Angels on Thursday.
Guerrero also drew a walk. It gives the first baseman multiple hits in back-to-back games, and it’s the third time in May that he’s reached that mark. That’s helped raise his average from .268 to .295, and the only thing fantasy managers can be disappointed with is his .432 slugging percentage. That number should continue to climb as the season unfolds, but Vladdy Jr. has had some inconsistent seasons when it comes to power production.
Chad Green picked up his first save of 2025 with a scoreless ninth against the Angels on Thursday.
Green got the save after Jeff Hoffman worked in back-to-back games — and struggled — in the first two contests against the Angels. He struck out two and looked the part while needing just nine pitches to get through the inning. Hoffman should remain the closer, but Green is on his tail if the struggles were to continue.
Chris Bassitt allowed five runs — four earned — while working six-plus innings against the Angels on Thursday while picking up a win.
Bassitt allowed three runs over the first two innings on a pair of homers, but settled down over his next four frames. He came out to work the seventh, but ended up being charged for two more runs after leaving the contest. The 36-year-old veteran has forged a 3.35 ERA and outstanding 49/8 K/BB ratio over the first quarter of the season, but this wasn’t him at his best. He’ll get the Rays next week if the rotation order stays the same for Toronto.
José Soriano allowed three runs over five innings while not factoring in the decision Thursday against the Blue Jays.
Soriano left with a 4-3 lead, but it was erased quickly after his departure. The 26-year-old was not exactly dominant in his outing with eight hits allowed and four free passes, but he did strike out six to help balance things out a smidgen. Soriano takes an even ERA of 4.00 into a scheduled start against the Padres in San Diego on Tuesday. There should be better options for that one.