World Series Game 5 Daily Dingers for Wednesday (Oct 28th): Best & Most Fun Home Run Bets

C’mon Milwaukee Brewers – it was right there for the taking. You could have ended the World Series and put me out of my misery. Now, instead, I’ve got to try to figure out if anyone will hit a homer in Game 5 (which they probably won’t). For my World Series Game 5 Daily Dingers for Wednesday (Oct 28th): Best & Most Fun Home Run Bets, we’re heading back to Tropicana Field in St. Petersburg, Florida. Let’s get this money!

World Series Game 5 Daily Dingers for Wednesday (Oct 28th): Best & Most Fun Home Run Bets

Milwaukee Brewers vs Tampa Bay Rays

Start Time: 8:00 PM EST

Ok, who could possibly hit a homer on Wednesday? I had Cooper Pratt for Game 3, a day too early. Any homers we’ve had in this series have been by no-names, which are hard to predict.

For the Tampa Bay Rays, let’s go with Yandy Diaz again. He has pop in his bat, and he’s homered off of Jacob Misiorowski before, who is expected to start Game 5 for the Milwaukee Brewers. Let’s add teammate Junior Caminero, who used to be a home run hitter, then the playoffs started.

For the Brew Crew, may as well sprinkle some on Jackson Chourio. No real reason other than he’s good and has six playoff home runs for his career already.

Best Bets: Yandy Diaz (+800), Junior Caminero (+490), Jackson Chourio (+490)

2026 Playoffs Overall Record: 9-54 (14%)
Profit (based on $100/bet): -($296.00)
Return on Investment: -5%