Chicago Cubs vs Chicago White Sox Picks and Prediction for Saturday May 16 2026

By: Kim Smith Published 05/16/2026, 12:25 AM ET
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The Chicago Cubs travel across town to face the Chicago White Sox at Rate Field in Chicago, Illinois on Saturday, May 16, 2026, with first pitch scheduled for 7:10 PM ET on MLB.TV. The Cubs enter the matchup with a 28-16 overall record and a 10-11 road mark, while the White Sox come in at 22-21 overall and 12-9 at home. At the time of this writing the odds were not released. Be sure to check out our free MLB picks.

Starting Pitchers Take Center Stage in Chicago

Jameson Taillon gets the start for the Cubs carrying a 2-2 record with a 3.94 ERA, 1.14 WHIP, 45.2 innings pitched, 36 hits allowed, 40 strikeouts, 16 walks, and 11 home runs allowed. The White Sox counter with Davis Martin, who enters with a 5-1 record, 1.62 ERA, 1.00 WHIP, 50.0 innings pitched, 40 hits allowed, 52 strikeouts, 10 walks, and two home runs allowed. The White Sox enter with the stronger statistical edge on the mound based on ERA, WHIP, strikeout production, and home run prevention.

Cubs Searching for Better Results Away From Home

The Cubs enter this rivalry matchup with a strong 28-16 overall record, although they have struggled to maintain the same level of consistency on the road with a 10-11 away mark. Chicago has gone 1-4 over its last five games, recently defeating Atlanta while recently losing to Atlanta twice and Texas twice. The Cubs were shut out in three of those four losses, including consecutive defeats by scores of 3-0 and 6-0 against Texas.

Chicago is batting .244 with 220 runs, 363 hits, 53 home runs, a .340 on-base percentage, and a .403 slugging percentage. The Cubs also bring solid pitching numbers into the matchup with a 3.77 ERA, 1.19 WHIP, 362 strikeouts, and a .229 opponent batting average. Their night-game record stands at an impressive 15-7 this season.

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One major strength for the Cubs has been their ability to consistently reach base. Their .340 on-base percentage is one of the better marks entering this matchup, and they have paired that with 53 home runs and a strong overall run total. The concern is recent offensive inconsistency, especially during this current stretch away from home.

White Sox Riding Momentum Into Crosstown Matchup

The White Sox enter this game at 22-21 overall and 12-9 at home. Chicago has been playing excellent baseball recently, winning five straight games. The White Sox recently swept Kansas City with three consecutive victories after previously defeating Seattle twice. During the winning streak, the White Sox have scored at least six runs in four of those five contests.

The White Sox are batting .233 as a team with 189 runs, 329 hits, 56 home runs, a .324 on-base percentage, and a .397 slugging percentage. Their pitching staff owns a 4.22 ERA and 1.35 WHIP while opponents are batting .240 against them. Chicago has also drawn 175 walks while recording 342 strikeouts. The White Sox have been especially effective at night with a 14-9 record.

The biggest advantage for the White Sox entering this matchup is momentum combined with strong starting pitching. Chicago has won five straight games while Davis Martin enters with a 1.62 ERA and only two home runs allowed through 50 innings. That combination gives the White Sox a strong opportunity to continue their recent run.

Chicago Cubs vs Chicago White Sox Picks and Prediction

Chicago Cubs vs Chicago White Sox Pick

  • Pick: Chicago White Sox Moneyline

The White Sox come into this matchup playing significantly better baseball over the last week. Chicago has won five straight games while consistently producing offense, and Davis Martin has been outstanding with a 1.62 ERA and a 1.00 WHIP. The Cubs still have the stronger overall record, but their recent road struggles and offensive inconsistency make the White Sox the stronger side entering this matchup.

Chicago Cubs vs Chicago White Sox Total Pick

  • Pick: Under 8

Take the under if the total is set at 8. The Cubs have been shut out three times during their last five games, and the White Sox starter enters with excellent run prevention numbers. Chicago’s recent victories have featured controlled scoring as well, including a 2-1 win and multiple games where the pitching staff limited opponents effectively. With both teams capable of strong pitching performances, this matchup profiles as a lower-scoring game.

Final Score Prediction: Chicago White Sox 4 – Chicago Cubs 3

This prediction was written before the completion of game play on Friday.

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