MLB Player Props for Wednesday, 9/23: Best Bets & Predictions Today

What kind of performances can we expect from Gerrit Cole, Kevin Gausman, and Robbie Ray? Follow along as our MLB betting analyst, Nick Galaida, breaks down three of his favorite MLB prop bets for Wednesday, September 23, 2026. Get all of Nick’s props, including picks from other experts as well as access to PickLabs, by subscribing to the RG Props package.
Major League Baseball has 13 evening games on tap for Wednesday, beginning at 6:35 pm ET with the latter half of a doubleheader between the Blue Jays and Orioles.
As always, be mindful of the MLB weather report. It’s on the cooler side in a number of cities on the east coast and in the midwest, which could make life challenging for batters this evening.
Below, you can find three of my favorite picks for Wednesday, September 23rd!
Best MLB Player Props for Wednesday, September 23rd
Here are my top player prop bets for today, with the first pitch scheduled for 6:35 PM ET on Wednesday, September 23rd:
- Gerrit Cole Over/Under 17.5 Outs Recorded
- Kevin Gausman Over/Under 17.5 Outs Recorded
- Robbie Ray Over/Under 14.5 Outs Recorded
Gerrit Cole UNDER 17.5 Outs Recorded (-110, bet365)
The Yankees officially clinched a Wild Card spot on Tuesday, which means their entire focus for the rest of the week turns to having their pitchers feeling good heading into the opening round of the playoffs.
There is a high possibility we see a de-load outing from Cole on Wednesday, especially considering that he didn’t pitch at all in 2025.
Manager Aaron Boone’s bullpen usage has been unpredictable all year, but it would make sense for him to be extremely conservative with Cole’s pitch count in this matchup.
Kevin Gausman OVER 17.5 Outs Recorded (-182, DraftKings)
Gausman has only finished the 6th inning once in his last 4 starts, but he should be given a long leash tonight after Chicago played 11 innings on Tuesday against the Marlins. The last thing the Cubs want to do in the final week of the regular season is overtax their arm barn right before the playoffs begin.
The forecast is an extremely pitcher-friendly one at Wrigley Field tonight too, which should help Gausman avoid his biggest issue, allowing balls to go over the fence.
Robbie Ray OVER 14.5 Outs Recorded (-136, DraftKings)
San Diego is more than likely going to earn one of the NL Wild Card spots during the final week of the regular season, but they still have a lot of incentive to win this week, with the top Wild Card spot still up for grabs.
Ray has faced 22 batters or more in 5 of his last 6 turns through the Padres rotation. He should have every opportunity to get through 5 frames.
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