Daily Dingers for Monday (August 17th): Best & Most Fun Home Run Bets

BOOM!! It feels good to finally hit another home run bet, especially one at +740 (thanks, Gavin Sheets). For my Daily Dingers for Monday (August 17th): Best & Most Fun Home Run Bets, we’re off to Wrigley Field in Chicago, Illinois, and Coors Field in Denver, Colorado. Let’s get this money!

Daily Dingers for Monday (August 17th): Best & Most Fun Home Run Bets

Chicago White Sox vs Chicago Cubs

Start Time: 8:05 PM EST

We’ll start with a BIG swing on a home run prop at +900 from the Battle of Chicago between the White Sox and the Cubs. But you’ll see that a bet on Sox middle infielder Chase Meidroth isn’t as crazy as it might seem at first.

Meidroth has 12 homers this season, including one in his past four games, so his bat isn’t totally anemic. Plus, Cubs starter Shota Imanaga allows among the most homers in the majors this season, and Meidroth has taken him yard in only three career at-bats.

Best Bet: Chase Meidroth (+900)

Los Angeles Dodgers vs Colorado Rockies

Start Time: 8:40 PM EST

I’m guessing I don’t have to sell you quite as hard on making a home run bet on Los Angeles Dodgers superstar Shohei Ohtani. But I’ll do it anyhow.

First off, the Dodgers are playing the Colorado Rockies in the thin air of Denver tomorrow. Plus, Rockies starter Tomoyuki Sugano is another hurler who allows a lot of gopher balls. Plus plus, Ohtani has homered off him three times in eight major league at-bats.

Best Bet: Shohei Ohtani (+205)

Bonus Bet: Matt Olson (+325)

2026 Overall Record: 27-140 (16%)
Profit (based on $100/bet): -($657.00)
Return on Investment: -4%