Get free expert and computer MLB picks for every game on May 27, 2026. With over 25 years of betting experience, our analysts and predictive models help you find the best value.
MIA
@
TOR
Wed, May 27 • 1:07 PM ET
WAS
@
CLE
Wed, May 27 • 1:10 PM ET
STL
@
MIL
Wed, May 27 • 1:40 PM ET
u8.5 (-115)
Although the Brewers lineup is dangerous, Dustin May has quietly been more effective lately, allowing more than three earned runs only once in his last eight outings. Milwaukee’s bullpen has also been dominant, while St. Louis continues to struggle offensively. With six of the last seven meetings hitting the Under, another low-scoring game is likely.
MIL (-146)
The Milwaukee Brewers have completely controlled this series, outscoring the St. Louis Cardinals 11-1 through two games. Dustin May owns a 5.23 road ERA and now faces one of baseball’s hottest offenses. Even with a bullpen game likely ahead, Milwaukee’s relief staff has been excellent all season.
SEA
@
ATH
Wed, May 27 • 3:05 PM ET
AZ
@
SF
Wed, May 27 • 3:45 PM ET
PHI
@
SD
Wed, May 27 • 4:10 PM ET
PHI (-150)
TB
@
BAL
Wed, May 27 • 6:35 PM ET
TB (-108)
There’s never really been a bad time this season to back the Tampa Bay Rays, but Wednesday presents an even better spot than usual. I price the Rays closer to -145 favorites against the Baltimore Orioles, yet they’re only trading around -108. Most of the power at the top of Baltimore’s lineup comes from right-handed bats like Taylor Ward, Pete Alonso, and Tyler O'Neill against Rays left-hander Steven Matz. While that may appear to give the Orioles a platoon advantage, Matz is a veteran lefty who relies on a changeup and a sinking fastball at the bottom of the zone—pitches specifically designed to neutralize the pull-side power of right-handed hitters. Meanwhile, Tampa Bay is expected to roll out seven left-handed bats against right-hander Trey Gibson, and those hitters are attacking the more favorable dimensions of Oriole Park at Camden Yards since the left-field wall adjustments.
LAA
@
DET
Wed, May 27 • 6:40 PM ET
CHC
@
PIT
Wed, May 27 • 6:40 PM ET
ATL
@
BOS
Wed, May 27 • 6:45 PM ET
CIN
@
NYM
Wed, May 27 • 7:10 PM ET
NYY
@
KC
Wed, May 27 • 7:40 PM ET
NYY (-150)
If you’re going to give me an edge on the New York Yankees with Gerrit Cole on the mound—especially coming off a game where the bats scored 15 runs at Kauffman Stadium against the Kansas City Royals—I’m definitely hitting the button without hesitation. And it’s not just a small edge either. I price the Yankees closer to -205 favorites in this matchup. Noah Cameron is a left-handed pitcher, and while the Yankees lineup features plenty of left-handed bats, I love that two of their right-handed specialists against lefties are coming off big performances Tuesday. Amed Rosario hit two home runs at Kauffman Stadium, while Paul Goldschmidt added two hits of his own. And we should probably give Anthony Volpe some love too after his home run Tuesday. The bottom line is that this sets up as an excellent spot for the Yankees.
MIN
@
CHW
Wed, May 27 • 7:40 PM ET
HOU
@
TEX
Wed, May 27 • 8:05 PM ET
COL
@
LAD
Wed, May 27 • 10:10 PM ET
TB
@
NYY
Tue, Sep 22 • 1:05 PM ET
Junior Caminero o0.5 Total Home Runs (+401)
TB (+115)
Drew Rasmussen vs. the New York Yankees is a mismatch on paper — the righty is 4-1 with a 1.03 ERA and 51 punchouts in eight career games against New York. Coming off a thrilling comeback win on Friday, the division-leading Tampa Bay Rays are primed to keep the foot on the gas behind their dynamic arm to create more separation in the AL East.
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