MLB Picks & Predictions for May 26, 2025 – Best Bets and Player Props for Every Game

Monday's MLB schedule brings a full slate of intriguing matchups. Below, you'll find expert predictions, betting analysis, and player prop picks for every game on May 26, 2025.

New York Yankees vs. Los Angeles Angels

Pitchers: NYY: R. Yarbrough (1-0, 3.38) vs. LAA: J. Kochanowicz (3-5, 5.03)

Prediction: Yankees ride their hot form into Anaheim, and with Yarbrough’s consistency, they should handle Kochanowicz. Look for New York bats to jump early.

Best Bet: Yankees -1.5

Top Prop: Aaron Judge Over 1.5 total bases

San Francisco Giants vs. Detroit Tigers

Pitchers: SF: H. Birdsong (2-0, 1.91) vs. DET: K. Montero (1-1, 5.28)

Prediction: Birdsong’s sharp early form gives the Giants the edge. Tigers may struggle to generate consistent offense.

Best Bet: Giants moneyline

Top Prop: Birdsong Over 5.5 strikeouts

Boston Red Sox vs. Milwaukee Brewers

Pitchers: BOS: G. Crochet (4-3, 1.98) vs. MIL: C. Patrick (2-4, 3.23)

Prediction: Crochet has been dominant. This one shapes up to be a tight duel, but the edge goes to Boston's starter.

Best Bet: Under 7.5 runs

Top Prop: Crochet Over 6.5 strikeouts

Colorado Rockies vs. Chicago Cubs

Pitchers: COL: C. Palmquist (0-2, 11.88) vs. CHC: J. Taillon (3-3, 4.13)

Prediction: Cubs should feast on Palmquist’s poor numbers. Chicago’s offense at Wrigley makes this one-sided.

Best Bet: Cubs -1.5

Top Prop: Christopher Morel to hit a HR

St. Louis Cardinals vs. Baltimore Orioles

Pitchers: STL: E. Fedde (3-3, 3.77) vs. BAL: Undecided

Prediction: Without a confirmed starter for Baltimore, Fedde and the Cards get the nod here on the road.

Best Bet: Cardinals moneyline

Top Prop: Paul Goldschmidt Over 1.5 hits

Toronto Blue Jays vs. Texas Rangers

Pitchers: TOR: K. Gausman (4-4, 4.03) vs. TEX: J. deGrom (4-1, 2.33)

Prediction: Two elite arms meet in Arlington. Slight edge to deGrom and the Rangers at home.

Best Bet: Rangers moneyline

Top Prop: deGrom Over 7.5 strikeouts

Chicago White Sox vs. New York Mets

Pitchers: CHW: A. Houser (1-0, 0.00) vs. NYM: C. Holmes (5-3, 3.13)

Prediction: Mets are tough at home and Holmes has been solid. Edge goes to New York.

Best Bet: Mets -1.5

Top Prop: Pete Alonso Over 1.5 total bases

Cincinnati Reds vs. Kansas City Royals

Pitchers: CIN: N. Martinez (2-5, 3.43) vs. KC: M. Lorenzen (3-5, 3.77)

Prediction: Royals have been strong at home. Martinez is solid, but KC should squeak this out.

Best Bet: Royals moneyline

Top Prop: Bobby Witt Jr. Over 2.5 total bases

Los Angeles Dodgers vs. Cleveland Guardians

Pitchers: LAD: Y. Yamamoto (5-3, 1.86) vs. CLE: G. Williams (4-2, 3.94)

Prediction: Yamamoto continues to impress. Expect Dodgers to shut things down late.

Best Bet: Dodgers moneyline

Top Prop: Yamamoto Over 6.5 strikeouts

Minnesota Twins vs. Tampa Bay Rays

Pitchers: MIN: C. Paddack (2-4, 3.98) vs. TB: Z. Littell (3-5, 4.25)

Prediction: Tight game expected. Lean toward Tampa at home with slightly better bullpen support.

Best Bet: Rays moneyline

Top Prop: Randy Arozarena Over 1.5 hits + walks

Pittsburgh Pirates vs. Arizona Diamondbacks

Pitchers: PIT: A. Heaney (3-3, 2.91) vs. ARI: R. Nelson (1-1, 4.60)

Prediction: Heaney has been sharp lately. Back the Bucs to steal one on the road.

Best Bet: Pirates +1.5

Top Prop: Bryan Reynolds to hit a double

Miami Marlins vs. San Diego Padres

Pitchers: MIA: R. Weathers (1-0, 1.80) vs. SD: R. Vasquez (3-4, 3.49)

Prediction: Padres remain dominant at home. Expect their offense to capitalize on Weathers’ inexperience.

Best Bet: Padres -1.5

Top Prop: Manny Machado Over 1.5 total bases