Best MLB Bets for Wednesday May 21st: Top Picks & Predictions

May 20, 2025; Milwaukee, Wisconsin, USA; Milwaukee Brewers outfielder Sal Frelick (10) rounds the bases after hitting a home run against the Baltimore Orioles in the fourth inning at American Family Field. Mandatory Credit: Michael McLoone-Imagn ImagesMay 20, 2025; Milwaukee, Wisconsin, USA; Milwaukee Brewers outfielder Sal Frelick (10) rounds the bases after hitting a home run against the Baltimore Orioles in the fourth inning at American Family Field. Mandatory Credit: Michael McLoone-Imagn Images

Hump Day might as well be called “Bet on Baseball” Day.

With another 15 games on the schedule, there are innumerable markets to bet on midweek.

Maybe my list of Best MLB Bets for Wednesday can help you out.

I recommend line shopping for better prices, but for the purpose of this list, odds are via FanDuel unless otherwise stated.

Chicago Cubs (-1.5) vs. Miami Marlins (+112), o/u 8.5

The Chicago Cubs are the hottest-hitting team in baseball right now, batting .326 over the last week. Miami will send Max Meyer (3-4, 4.47 ERA, 1.33 WHIP) to the mound. He’s allowed five runs in three of his last four starts.

Cubs starter Cade Horton is better than his 6.00 ERA suggests, but it may not matter if the Marlins manage a few runs. If Chicago doesn’t destroy Meyer, they’ll likely rough up Miami’s struggling bullpen.

Pick: Cubs -1.5 at +126

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Baltimore Orioles (+1.5) vs. Milwaukee Brewers (-126), o/u 8.5

Baltimore has lost eight straight, including two to the Brewers. The Orioles are hitting just .242 over the last week, and facing Brewers starter Chad Patrick (2-4, 3.35 ERA, 1.28 WHIP) isn’t going to make things easier.

The Brewers, hitting .230 over the last week, won’t have it easy against Tomoyuki Sugano (3.08 ERA, 1.03 WHIP) either. As bad as the Orioles have been, I’d lean toward Milwaukee on the moneyline if you’re picking a winner.

But the UNDER is a much stronger play. Add the Brewers moneyline (-126) in a same-game parlay, and you’ll get +212 odds.

Pick: UNDER 8.5

Our Current Best Offers

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Underdog Fantasy

Claim your Special Pick via Code + First Time Deposit up to $250 in bonus!

T&Cs apply, 18+

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$65 value with just a $10+ deposit

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