Looking for the best MLB prop bets today? We’ve got a few strong spots to target on the May 26 slate, with a mix of favorable hitting environments and pitchers in difficult matchups. The Phillies are in a strong position against Randy Vásquez, Nick Kurtz continues to rake at Sutter Health Park in a favorable matchup against Emerson Hancock, and Kyle Freeland faces another difficult test against the Dodgers. Let’s break down the best MLB prop bets on the board.
Throughout May, DraftKings Sportsbook is running the Grand Slam Payout! Opt-in on DraftKings and place a pre-game HR bet, up to a three-leg parlay! So far in May, no player has hit a grand slam this month, so the current bonus bet pool sits at $1,000,000! Visit our Grand Slam Payout FAQ to learn more about this promo and how to opt in!
Follow me on X for daily MLB content, picks, and bets: @SBuchanan24
Best MLB Prop Bets Today (May 26, 2026)
- Best Team Total: Phillies team total over 3.5 runs: Randy Vásquez’s regression signs and hard contact issues put Philadelphia in a great spot.
- Best Batter Prop: Nick Kurtz 2+ Total Bases: Kurtz continues to crush right-handed pitching at Sutter Health Park.
- Best Pitcher Prop: Kyle Freeland under 16.5 outs recorded: Freeland has struggled to pitch deep into games and now faces the Dodgers.y.
MLB Prop Bets Breakdown (May 26, 2026)
Let’s break down the top MLB prop bets and picks for today. Click on each headline below to view the latest odds and bet these plays on DraftKings Sportsbook.
Philadelphia Phillies over 3.5 runs (-125) vs. San Diego Padres
Randy Vasquez will take the mound tonight against the Phillies. On the surface, it looks like he’s been pitching well with a 2.96 ERA. However, his xERA of 5.43 tells a much different story. He’s allowed a lot of hard contact (45%), and his ground ball rate is currently at the lowest of his career (38%). He’s also struggled more at home, where he has a .354 wOBA, a 4.07 FIP, and four of the five home runs he’s allowed. Of the seven home starts Vasquez has made, he’s allowed at least three earned runs in four of them. With all this in mind, I think the Phillies are in a great position to clear this 3.5 team total.
Nick Kurtz 2+ Total Bases (+104) vs. Seattle Mariners
Kurtz is having a monster month at the plate, slashing .337/.471/.542 with a .443 wOBA and a .205 ISO. He’s been great at home specifically, with a .428 wOBA and a .224 ISO. While Emerson Hancock has pitched well overall, this is a very tough matchup in Sacramento at Sutter Health Park. Of the 21 hits that Kurtz has at home, nine have gone for extra bases. Hancock mainly throws a four-seam and sinker, doing so 59% of the time. Dating back to last season, Kurtz has extremely good numbers against both pitches. In a park where he continues to hit extremely well, I’ll take the plus money on Kurtz to collect at least 2+ total bases.
2026 Bowman Baseball has been released! Check out our 2026 Bowman Top Prospects & Rookies to Chase guide on DraftKings Network!
Kyle Freeland under 16.5 outs recorded (-120) vs. Los Angeles Dodgers
This feels like a lofty total for Freeland to clear, as he’s gone under in all but one of his starts this season. To clear this outs total, Freeland needs to pitch at least 5.2 innings. The only time he did that this season was when he tossed 6.1 innings against the Astros back on April 7th. Aside from that start, he’s pitched no more than five innings in seven starts. Now, he’ll face a Dodgers lineup that has a combined .343 wOBA with a .190 ISO against left-handed pitching. Freeland hasn’t been as bad as his 7.04 ERA shows, but his xERA of 5.73 isn’t good either. It would be shocking to see him go deep in this game.
More MLB Betting Content & Picks
Check out more MLB betting content and player props throughout the season on DraftKings Network.
- MLB NRFI Tracker
- MLB Grand Slam Payout: How the DraftKings Grand Slam Promo Works
- MLB Probable Pitchers Today: Full Starting Pitcher Matchups for May 26, 2026
Good luck with your MLB prop bets today!
