Yankees vs White Sox
Bronx bombers look to clip Chicago's weary wings.

Yankees (72-60) VS White Sox (48-84)
28 Aug 2025 | 8:40 PM ET | Guaranteed Rate Field, Chicago


New York brings a clear edge into this matchup, both in terms of form and personnel. Their ace has dominated this opponent throughout his career, consistently delivering quality starts in this ballpark, while the Yankees’ offense remains in rhythm as they firm up their Wild Card position. Chicago, meanwhile, continues to struggle both at the plate and on the mound, with their starter fading later in outings and their lineup missing key bats. With the White Sox also performing poorly against winning teams all season, the prediction leans heavily toward New York on the moneyline.
From a betting perspective, this play is backed by a strong combination of historical dominance, current form, and motivation. The Yankees’ track record in Cole’s road starts and their recent success in this venue give confidence, while Chicago’s offensive limitations and bullpen concerns make it difficult to project an upset. For bettors considering the chalk, this is a spot where the price is justified, making New York the stronger pick.
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 28/08/2025 at 9:06am
Pitching strength and offensive limitations set the stage for a restrained scoring environment on the South Side. New York’s ace continues to generate whiffs at an elite rate, and Chicago’s lineup has struggled to get on base consistently since the break. On the other side, the White Sox starter has been effective at minimizing hard contact, giving him the tools to contain a Yankees lineup that leans more on situational hitting when its power isn’t fully intact. With weather conditions and umpire tendencies both leaning pitcher-friendly, the prediction favors the Under on nine runs.
From a betting perspective, the supporting trends reinforce the call. Chicago has rarely produced big offensive nights recently, while New York’s road contests have tilted low-scoring thanks to a more contact-heavy approach beyond the middle of the order. Both bullpens are performing at a high level, further reducing the risk of late blowups. For bettors considering the total, this matchup aligns well for a cautious but confident lean toward the Under.
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 28/08/2025 at 9:08am
New York’s offensive firepower and Chicago’s lack of depth create a strong case for a run-line play. With elite bats anchoring the middle of the order and producing consistently against this opponent’s pitching staff, the Yankees have the ability to build early leads and extend them late. On the other side, the White Sox continue to scuffle without their top hitter, leaning on inexperienced bats that have struggled to produce runs. Add in a shaky bullpen that has been vulnerable since midsummer, and the prediction leans toward New York -1.5 as the sharper angle.
From a betting standpoint, the trends support confidence. The Yankees have routinely turned wins into multi-run margins, while the White Sox have often fallen by more than a run in their defeats. With Cole’s starts typically resulting in comfortable victories, the probability of a cover is high relative to the moneyline price. For bettors, the run line offers stronger value than laying steep chalk, making this the preferred pick.
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 28/08/2025 at 9:08am
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