MLB

Yankees vs White Sox Showdown

Bats, bullpens and Bronx hopes collide on the South Side.

New York Yankees

Yankees (73-60) VS White Sox (48-85)

Aug 29 2025 | 7:40 p.m. ET | Guaranteed Rate Field, Chicago

Chicago White Sox
Moneyline Pick - New York Yankees (-225): B-

New York enters this matchup with momentum on both sides of the ball, fueled by a productive offense and a pitching staff that has steadied at the right time. Their starter has been in strong form, and the bullpen offers a clear advantage over Chicago’s, which has struggled to close games effectively all season. On the other side, the White Sox remain shorthanded and have had difficulty sustaining run production, leaving them at a disadvantage against a lineup that has been punishing mistakes. In this spot, the pick leans heavily toward the Yankees extending their surge.

From a betting perspective, the price on New York comes steep, but the matchup dynamics make the case reasonable. Chicago’s bullpen and lineup issues magnify the gap between these two clubs, while New York’s urgency in the playoff chase adds extra backing. For those seeking a bet here, the Yankees are the safer prediction despite the reduced value, as their advantages stack too strongly to ignore.

This prediction gets a B- grade. Odds and availability subject to change. Follow Shurzy on Instagram and Tiktok for more expert picks.

This bet was made on 29/08/2025 at 9:42am

Over/Under Pick - Under 9 (-115): B

Both starters enter in form, setting the tone for a game where offense could be at a premium. New York’s rotation piece has been particularly sharp of late, while Chicago’s counter has found a strikeout groove that can at least keep the Yankees’ bats from stringing together rallies. Add in the White Sox’s own scoring struggles and the Yankees’ bullpen strength, and the ingredients point clearly toward limited run production. Cooler weather and winds cutting into ball flight only reinforce the pick leaning to the under.

From a betting perspective, this prediction is grounded in a strong convergence of pitching trends, bullpen reliability, and environmental factors. While New York’s lineup has been hot, the matchup and conditions reduce the likelihood of sustained offensive fireworks. For bettors considering a total, the under is the sharper bet, fitting both recent team profiles and situational dynamics.

This prediction gets an B grade. Odds and availability subject to change. Follow Shurzy on Instagram and Tiktok for more expert picks.

This bet was made on 29/08/2025 at 9:44am

Spread Pick - New York Yankees, -1.5 (-130): B-

New York has consistently turned wins into multi-run results, and the matchup again sets up favorably for separation. Chicago’s inability to generate offense against left-handed pitching, coupled with a bullpen that has been both taxed and unreliable, leaves little margin for keeping the game close. The Yankees’ strengths extend beyond the bats, as their defensive efficiency further limits opportunities for opponents to string rallies together. With playoff stakes still driving urgency, the pick points toward New York covering the run line.

From a betting perspective, the appeal lies in how many edges tilt the same way. The Yankees bring superior pitching, defensive support, and a lineup that has historically produced well in this ballpark, while the White Sox face uphill challenges simply to stay competitive. Even with a bit of juice attached, the run line holds value given how lopsided the situational matchup looks. For bettors, New York remains the sharper prediction here.

This prediction gets a B- grade. Odds and availability subject to change. Follow Shurzy on Instagram and Tiktok for more expert picks.

This bet was made on 29/08/2025 at 9:46am

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