Three pitchers are featured in the best MLB prop picks for Monday’s seven-game slate.
Today’s MLB props narrative: Two of those arms (Jack Flaherty and Jonathan Cannon) oppose each other when the Detroit Tigers meet the Chicago White Sox. Both lineups have been prone to striking out, and I like the starters to take advantage.
Check out my top MLB prop bets for June 2, featuring predictions on Logan Webb and Elly De La Cruz.
MLB prop bets
Best bet: Flaherty over 6.5 Ks (-120)
The veteran righty has an 88th-percentile K rate after ranking fourth among starters with a 29.9 K% last season.
Flaherty’s knuckle curve has been an elite swing-and-miss pitch that he throws to both left and right-handed batters.
And he enters in good form, at least as far as the Ks go:
- Flaherty has punched out eight batters in three of five May starts.
- The 29-year-old fanned seven White Sox when he faced them in April.
- He’s 6-5 vs. this line on the season.
Key stat: The White Sox have the seventh-highest K rate and second-worst wRC+ vs. right-handers.
Best MLB picks
Cannon over 4.5 Ks (+100): Cannon doesn’t wow in the K department, but he has reached this number in five of his 11 starts.
He was less successful in his 2024 rookie season but he did soak innings, working at least six frames in 11 of his 23 outings.
This year, he’s doing more of the same: 18-plus outs in five starts, working into the sixth inning another two times.
Cannon’s consistently getting opportunities to pile up Ks, making up for his actual lack of strikeouts.
Detroit is in an offensive rut over the last two weeks, making this light line an attractive plus-money play.
- Highest K rate in MLB
- 29th in batting average
- 28th in wRC+
Cannon has also thrown the ball much better at home:
- Home: 3.35 ERA, .687 OPS (15 career outings)
- Road: 5.18 ERA, .820 OPS (19 outings)
Webb under 19.5 outs (-118): Webb is a workhorse who is probably one of the better bets in the game to hit this large number.
The San Francisco Giants ace eclipsed the 200-inning mark in back-to-back seasons and leads the majors in innings pitched since 2022.
But asking any starter to get multiple outs in the seventh is a tall order.
- Webb has done so five times in 12 starts.
- In 2024, he cleared this in 15 of 33 outings.
He’s at his pitcher-friendly park vs. the San Diego Padres, a scuffling but gifted lineup.
The Padres, 27th in wRC+ over the last two weeks, have been league average on the season and have several powerful bats.
Five of them have a wRC+ of at least 130, and Webb hasn’t exactly had great success with them either.
This Padres roster has a career .314 batting average against Webb over 188 career at-bats.
Monday’s best hitter prop
De La Cruz over 1.5 total bases (-106): The dynamic Cincinnati Reds shortstop has been a completely different hitter this year when batting from the left side and at home.
Tonight, the switch-hitter will do both when his Reds host Adam Civale and the Milwaukee Brewers.
| Situation | Average | Slugging | OPS |
| Home | .286 | .505 | .869 |
| Road | .234 | .414 | .717 |
| Vs. RHP | .288 | .532 | .899 |
| Vs. LHP | .195 | .299 | .552 |
De La Cruz has drastic left/right splits for his career, too.
Civale is an unimposing arm who surrenders plenty of contact. He’ll be followed by a Brewers bullpen that’s 23rd in ERA and pitching at one of the game’s most hitter-friendly venues.
De La Cruz has topped this in six of his last eight games and has a 1.080 OPS over his last 10.
MLB prop picks made at 12:40 p.m. ET on 06/02/2025.
Chris joined NorthStar Gaming from Covers.com where he was a publishing editor and wrote betting content. Before that, he was the sports editor at VICE Canada, worked for theScore and covered the Blue Jays for MLB.com. In addition to filling out the lineup card each day for the editorial team, Chris writes frequently himself, primarily on the NBA and MLB.