Postseason contenders will meet once again tonight in the Bronx. On Tuesday, the Yankees (44-27) earned a dominant 12-2 win over the White Sox (38-33). However, Chicago’s up and coming roster has shown a knack for turning the page. Can the South Siders earn an upset against New York on Wednesday?
The Yankees are favorites (-186) over the White Sox, with the over/under set at 8.5 runs. Below, I’ve laid out my preview, prediction, and best bet for Wednesday’s matchup between Chicago and New York on DraftKings Sportsbook.
White Sox vs. Yankees pick, best bet
- Yankees -1.5 (+113): Kay has been fortunate for most of 2026. On the road against a Yankees squad that clobbers lefties, it’s difficult to see that continuing. Rodon is getting into a groove, having allowed one run in three of his last four appearances. A White Sox lineup missing Murakami doesn’t present the most difficult challenge for the veteran.
White Sox vs. Yankees prediction, preview
Taking the mound this evening for Chicago will be Anthony Kay. For a club with pitching depth issues, the 31-year-old has been a welcome surprise. Through 66.1 innings of work, he’s notched a 4.34 ERA, 1.42 WHIP and 53 strikeouts (7.2 K/9). Unfortunately for the White Sox, he’s been one of the luckiest pitchers in baseball this season. Kay is on the hook for a whopping 5.64 xERA and .276 xBA. A lack of strikeout stuff, along with middling control, don’t bode well for the southpaw’s long-term projections.
If there was ever a spot that spelled danger for a middling arm, it’s tonight. Granted, the Yankees are without some serious firepower. Aaron Judge (ribs), Giancarlo Stanton (calf) and Trent Grisham (hamstring) are all on the injured list. Regardless, this group has now won eight of its last 12 games. Big bats such as Ben Rice (174 wRC+) and Cody Bellinger (133 wRC+) are more than capable of carrying the offense. To make matters worse for Kay, New York has notched an MLB-best .792 OPS against left-handed pitching this season. In addition, the Bronx Bombers lead all of baseball with 5.59 runs per game at home.
In spite of their offensive prowess, the strength of this year’s Pinstripes is on the mound. A rotation loaded with talent will turn to Carlos Rodon on Wednesday night. Despite missing all of April due to injury, the lefty has gotten into a groove. Through six starts (31.0 IP), he’s put up a 3.19 ERA, 1.19 WHIP and 34 strikeouts (9.9 K/9). In each of the veteran’s appearances, he hasn’t surrendered more than three earned runs. If there’s any cause for concern, it’s a sky-high 14.7 BB%. However, that’s counteracted by a minuscule .184 xBA. In short, Rodon is his own worst enemy. If he possesses decent control tonight, hits could be hard to come by for Chicago.
Still, don’t sleep on this White Sox offense. Even with Munetaka Murakami (hamstring) sidelined, the South Siders pack quite the punch. As a unit, they’re 13th in runs scored (335) and fourth in home runs (97). To boot, Chicago is third in baseball with a .766 OPS against lefties. Still, Rodon isn’t any ordinary southpaw. The three-time All-Star’s favorite off-speed pitch is the slider, which he’s thrown 26% of the time this season. Against that offering, White Sox batters have a dismal .207/.271/.327 slash line.
Best Bet: Yankees -1.5 (+113)
A lefty with shaky peripherals on the road at Yankee Stadium? On paper, this has all the makings of a letdown start for Kay. Rodon isn’t without his own faults, but the 33-year-old has been consistent during his brief 2026 campaign. Chicago, without its top slugger, might not have enough firepower to keep pace with the Pinstripes tonight.
