Daily Dingers for Friday (Sept 25th): Best & Most Fun Home Run Bets

It’s too little, too late for me, but I did hit a +376 and a +750(!) home run prop play on Wednesday. Let’s finish the regular season strong. For my Daily Dingers for Friday (Sept 25th): Best & Most Fun Home Run Bets, we’re off to Citizens Bank Park in Philadelphia, Pennsylvania, and Yankee Stadium in The Bronx, New York. Let’s get this money!

Daily Dingers for Friday (Sept 25th): Best & Most Fun Home Run Bets

Tampa Bay Rays vs Philadelphia Phillies

Start Time: 6:40 PM EST

We have a bit of a stalemate at the top of the majors home run leaderboard, as the Chicago Cubs’ Pete Crow-Armstrong and the Philadelphia Phillies’ Kyle Schwarber have both been stuck at 45 for a little bit.

But I like Schwarber’s chances at getting #46 (at least) tomorrow. The Tampa Bay Rays are starting Freddy Peralta, and Schwarber has three homers in only 15 career at-bats against the righty.

Best Bet: Kyle Schwarber (+280)

Baltimore Orioles vs New York Yankees

Start Time: 7:05 PM EST

The Baltimore Orioles slugger Pete Alonso is in a home run battle himself, tied for the top of the American League leaderboard with the Houston Astros’ Yordan Alvarez, with both men swatting 41 balls over the fence this season.

While Alonso isn’t going to match the 53 he hit in his rookie season, I do like him getting at least another homer tomorrow off of New York Yankees starter Will Warren, who The Polar Bear has taken deep twice in only seven career at-bats.

Best Bet: Pete Alonso (+425)

Bonus Bet: Drake Baldwin (+500)

2026 Overall Record: 40-218 (16%)
Profit (based on $100/bet): -($3,006.00)
Return on Investment: -12%