MLB Best Bets for Monday, August 24th

Monday's MLB schedule finishes with a loaded late window, and the strongest plays on the current Winners & Whiners card come from five games starting between 9:38 and 9:40 PM ET.

The August 24 MLB best bets include two moneylines, two totals and one team total, giving bettors several ways to attack the late slate without forcing every matchup into the same market.

Every selection below comes directly from today's Winners & Whiners MLB picks and predictions. Prices can move before first pitch, so check the current number before placing a wager.

Bettors looking for current signup offers can also compare the latest sportsbook promo codes at Winners & Whiners before making their picks.

MLB Best Bets for Monday, August 24

Guardians vs Angels Best Bet: Under 8 (-110)

The late slate begins at 9:38 PM ET with Cleveland visiting Los Angeles, and the total offers a cleaner price than laying a larger number with the Guardians.

The current Guardians vs Angels prediction lists Cleveland around -160 on the moneyline while the total sits at 8.

That makes the Under 8 at -110 the preferred play.

Parker Messick enters with a 2.54 ERA for Cleveland, while George Klassen has posted a 3.74 ERA for Los Angeles. Both starters provide a reasonable path to a controlled opening half of the game.

The supporting betting profile also points toward lower scoring, with Cleveland road games leaning under and Angels home games showing an even stronger under tendency.

The number is not especially large, so a bad defensive inning or bullpen trouble can still wreck the bet. At the current 8, however, the under is preferable to paying the premium on Cleveland's moneyline.

Best Bet: Guardians-Angels Under 8 (-110)

Pirates vs Padres Best Bet: San Diego ML (-110)

San Diego and Pittsburgh are currently priced as a true pick'em, making this one of the cleanest moneyline opportunities on the board.

The current Pirates vs Padres prediction has both sides around -110.

Robbie Ray carries a 3.20 ERA into the matchup for San Diego, compared with a 3.68 ERA for Pittsburgh starter Braxton Ashcraft.

That is not a massive pitching gap, but the Padres also bring the stronger home profile into a game where the market is not asking bettors to pay a favorite's premium.

Instead of laying -150 or worse on a stronger team elsewhere on the slate, San Diego only needs to win at essentially standard moneyline juice.

Best Bet: San Diego Padres ML (-110)

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Cubs vs Diamondbacks Best Bet: Cubs Team Total Over 4.5 (-135)

Chicago is favored in Arizona, but the better way to attack the matchup is through the Cubs offense rather than the full-game moneyline.

The current Cubs vs Diamondbacks prediction lists Chicago around -145, with the Cubs team total Over 4.5 priced at -135.

Arizona starter Merrill Kelly enters with a 5.37 ERA, creating a direct path for Chicago to reach five runs without requiring the Cubs pitching staff to protect a lead.

That distinction matters.

A Cubs moneyline bettor needs Chicago to outscore Arizona over nine innings. The team-total bettor only needs five Chicago runs, regardless of what happens on the other side.

Chicago has also produced a strong road team-total over profile in the current sample, reinforcing a matchup already built around attacking Kelly and the Arizona bullpen.

Best Bet: Cubs Team Total Over 4.5 (-135)

Phillies vs Mariners Best Bet: Philadelphia ML (-120)

Philadelphia and Seattle feature one of Monday's strongest starting-pitching matchups, with Zack Wheeler facing Logan Gilbert.

The current Phillies vs Mariners prediction lists the Phillies at -120 and the total at just 6.5.

Wheeler enters with a 2.92 ERA, while Gilbert owns a 3.35 mark.

With such a low total, one or two scoring plays may decide the entire game. Philadelphia gets the slight starting-pitching edge while staying inside a reasonable moneyline range.

The Phillies also bring the better road moneyline profile into a matchup where Seattle has been negative at home.

Low-scoring games always carry extra one-run variance, but Philadelphia at -120 is still a more attractive position than trying to force an over or lay a large run-line price.

Best Bet: Philadelphia Phillies ML (-120)

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Twins vs Athletics Best Bet: First Five Over 5.5 (-125)

The highest-scoring game environment among these five late matchups may come in West Sacramento.

The current Twins vs Athletics prediction lists a full-game total of 10.5, with the First Five Over 5.5 available around -125.

Minnesota starter Zebby Matthews enters with a 5.12 ERA. Athletics starter Jeffrey Springs is at 6.02.

Rather than needing the bullpens to continue the scoring later in the night, the first-five market focuses directly on the weakest part of the pitching matchup.

Minnesota road first-five games have produced an over-heavy profile, while Athletics home first-five games have also leaned toward higher scoring.

The handicap is straightforward: six combined runs through five innings in a matchup featuring two starters carrying ERAs above 5.00.

Best Bet: Twins-Athletics First Five Over 5.5 (-125)

Monday MLB Best Bets Card

The August 24 late slate provides a balanced five-bet card rather than five versions of the same handicap.

The Guardians-Angels Under 8 targets two capable starters and an under-friendly profile.

San Diego and Philadelphia offer reasonably priced moneylines without requiring bettors to lay heavy favorite juice.

The Cubs team total isolates Chicago's offense against an Arizona pitching setup that presents the clearest vulnerability in that matchup.

The Twins-Athletics First Five Over attacks the opposite game shape, focusing directly on two starters with ERAs above 5.00.

Our five MLB best bets for Monday, August 24 are the Guardians-Angels Under 8 (-110), Padres ML (-110), Cubs Team Total Over 4.5 (-135), Phillies ML (-120) and Twins-Athletics First Five Over 5.5 (-125).

All prices are subject to change before first pitch. Check the current line, confirmed starting pitchers and final lineups before placing any wager.