Yankees vs. White Sox Prediction, MLB Picks for Monday, July 27

The New York Yankees vs. Chicago White Sox game is set for first pitch at 7:40 p.m. ET on Monday, July 27 at Rate Field, with the Yankees favored and returning a 1.63x payout to win, via PrizePicks.

Not many people expected the first-place team in this late July matchup to be the White Sox (55-49), who sit 2.5 games ahead of the reeling Guardians atop the AL Central.

The Yankees (59-46) couldn’t pull off the sweep at Philadelphia on Sunday, falling to the Phillies 11-4 to snap a three-game winning streak. Can New York get back on track on Monday?

Below, we'll break down our Yankees vs. White Sox prediction and picks for Monday's MLB game, including the winner, over/under, and key player picks for PrizePicks.

Make your Yankees vs. White Sox picks and predictions on PrizePicks now.

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Yankees vs. White Sox Prediction, Winner Payout, Over/Under – Monday, July 27

The Yankees have gone through plenty of trials and tribulations this season but still own the second-best record in the American League behind the Tampa Bay Rays.

Since July 9, New York has a 9-4 record, bouncing back nicely from a 5-14 stretch after losing to the White Sox on June 18.  

The Bronx Bombers took two of three from the Chicago at home last month, scoring 22 runs in the two victories. The Sox then shut down New York’s offense in a 5-1 victory to avoid the sweep, highlighted by OF Andrew Benintendi’s pinch-hit grand slam.

The White Sox went through a 13-inning stretch on Friday and Saturday scoring 1 run against the Houston Astros after blowing a 5-0 lead in a 9-4 opener loss. Chicago rebounded in Sunday’s 12-3 rout to capture its fourth consecutive series finale.

The Sox won three straight openers before squandering Friday’s 5-run lead, owning a 7-2 record in their past nine home Game 1s.

Both New York and Chicago sit near the bottom of the league in wRC+ this month. The Yankees are tied for 23rd at 88, while the White Sox are 27th at 86. On the year, however, both teams are above 100 in this category (Yankees at 105, White Sox at 103).

Yankees vs. White Sox Winner Payout, Over/Under – Monday, July 27

The Yankees enter Monday’s game as road favorites against the White Sox, returning a 1.63x payout if they win outright, via PrizePicks Team Picks.

Here are the full payouts for the Yankees vs. White Sox game on PrizePicks.

Play the Yankees vs. White Sox winner or over/under on PrizePicks Team Picks to earn real money — available in 36 states!

Team Picks data is live at the time of writing and is subject to change.

Yankees vs. White Sox Prediction on Winner – 7/27/26

Here are the key game stats and trends behind our Yankees vs. White Sox prediction on the winner for Monday, July 27.

Lock in your Yankees vs. White Sox prediction on PrizePicks now.

• Yankees P Max Fried struck out 7 batters last Wednesday against Pittsburgh in his first start since mid-May.
• Fried now faces a Chicago lineup owning a 24.7% strikeout rate against left-handed pitchers.
• Chicago has struck out at least 6 times in seven of the last 10 games facing left-handed starting pitchers (excluding openers).
• The Yankees are tied for third with the Atlanta Braves in xSLG at .415, according to Baseball Savant. Last season, New York led the league in this category at .460.
• New York owns the best road record in the American League at 33-23 but has lost Fried’s past two away outings.
• Chicago has compiled the second-best home mark in the AL at 32-19. However, the Sox are 2-7 at Rate Field against AL teams with a winning record (Rays, Red Sox, and Guardians).
• The Yankees rank third in wOBA allowed (.293) and are tied for fourth in xBA allowed (.232). 

Yankees vs. White Sox Picks, Player Stats for PrizePicks: 7/27/26

Here are top Yankees vs. White Sox picks to target on Monday, July 27. Today’s MLB picks for PrizePicks include RF Jasson Dominguez and P Noah Schultz.

Yankees RF Jasson Dominguez vs. White Sox: 1.5 Hits + Runs + RBI

• Dominguez is coming off a rough 2-for-13 weekend against the Phillies but homered in Saturday’s win.
• He has picked up at least 2 HRR only four times in the last 11 games and once in the past five road outings.
• His xwOBA drops from .307 against right-handed pitchers to .272 facing lefty hurlers.
• In the last 10 games against southpaws, Dominguez owns an xBA of .212, xwOBA of .264, and OBP of .188. 

Add Jasson Dominguez to your PrizePicks Lineup now.

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White Sox P Noah Schultz vs. Yankees: 4.5 Strikeouts

• Schultz hasn't eclipsed this projection in three consecutive starts, posting a total of 9 strikeouts.
• The left-hander compiled 5+ strikeouts in four of 12 starts, the last coming at Baltimore in a 7-strikeout effort on July 1.
• The Yankees own a 25% strikeout rate and 27.4% whiff rate against left-handed pitchers, both sitting in the 15th percentile.
• Seven of the last 12 starting pitchers (excluding openers) facing the Yankees posted at least 5 strikeouts, including 6 Ks from Philadelphia’s Cristopher Sanchez on Sunday.

Add Noah Schultz to your PrizePicks Lineup now.

Make Yankees vs. White Sox Picks on PrizePicks

New York looks to bounce back from Sunday’s setback at Philadelphia, aiming to improve on the best road mark in the American League. Can the AL Central-leading White Sox build on their division advantage in this showdown on the South Side?

Don’t wait until lock — make your Yankees vs. White Sox picks on PrizePicks now and earn real money if you’re right.

Pick players, predict More or Less on their stats, and cash in if you’re right. With Team Picks, you can make predictions on MLB game winners, spreads, and over/unders, now available in 36 states.

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