Welcome all baseball fans to October in Major League Baseball! This is the month where legends are made on the field but its also a great time to win some wagers with us! One games to pick through today as the Divisional League Series come to an end, let's dive into the betting action! 

If you are looking for wagers and props, then you have come to the right place, as these articles will be published daily for the rest of the season right here! In addition to the article, make sure to follow along with all our expert picks over on the MLB Bet Tracker to see which analyst is on a heater. 

In this MLB Best Bets Today article, you will find a wide array of choices from some Money Lines to game totals and, on occasion, some player props! We are now fully into the postseason season, so the bets are going to be a full unit unless otherwise noted. Besides that, have fun, make some money, and check out the rationale! If you agree with me, make sure to tail and good luck!

Now, let's dive into my expert MLB Best Bets today!

 

MLB Best Bets Today: Picks, Predictions & Player Props - October 8th, 2026

  • All-Time Record: 240-142-0
  • Bankroll: +69.21 units
  • ROI: 19.4%
  • 2026 Postseason Record: 12-3, +6.63 units

Follow me on Twitter @jwaggs10

 

 

 

MLB Picks, Predictions & Best Bets Today, 10/8

White Sox vs. Guardians Prediction: Thursday, October 8th

In what could be the final game of the Divisional series we have a repeat of Game 1 on the mound and similar lineups that we have seen all series long. Parker Messick will go for Cleveland, he went 4.2 innings and allowed a pair of earned runs before being ushered out. He will go against Hagen Smith for a inning of two as the lefty will be the opener for Chicago tonight. 

As much as I want to pick a winner in this game the play is not on a side or even a total its on a player prop. With all the uncertainty the White Sox bring to their pitching strategy I will opt to wager on a man who is consistent against all opposition and that's Jose Ramirez. The man hit over .300 against the White Sox during the regular season and he blew Game 3 wide open with his two run triple yesterday. Maybe it just took a hostile crowd to get going but as a switch hitter who excels against left handed pitching (.287 with a .834 OPS). Expect him to grab a knock when it counts the most tonight and go over his hits/runs/RBIs prop on my only wager of the day!

 

Expert MLB Picks:

  • Jose Ramirez (CLE) Over 1.5 Hits/Runs/RBIs (-115 on DraftKings)