White Sox vs Cubs Prediction 5/16/26 MLB Picks Today
Chicago Cubs (29-16) vs. Chicago White Sox (22-22)
May 16, 2026 7:10 pm EDT
The Line: Chicago White Sox -105 / Chicago Cubs -114; Over/Under: 8.5
(Get latest betting odds)
The Chicago White Sox and Chicago Cubs meet Saturday in MLB action at Wrigley Field. Here’s a White Sox vs. Cubs Prediction. This article will include a White Sox vs. Cubs Pick.
Chicago Cubs Betting Preview
The Chicago Cubs are 29-16 on the year and play the Brewers and Astros next. The Chicago Cubs are batting .247 on the season and have a .343 OBP, and a .404 slugging percentage. The Chicago Cubs’ pitching staff has a 3.80 ERA and a 1.19 WHIP. Nico Hoerner leads the Chicago Cubs with 47 hits and 29 RBI, while Alex Bregman and Pete Crow-Armstrong have combined for 83 hits and 32 RBI.
Jameson Taillon gets the ball for the Chicago Cubs, and he is 2-2 with a 3.94 ERA and 40 strikeouts this season. Taillon is 1-0 with a 4.41 ERA and 30 strikeouts in his career against the Chicago White Sox.
Chicago White Sox Betting Preview
The Chicago White Sox are 22-2 on the year and play the Mariners and Giants next. The Chicago White Sox are batting. 234 on the season, have a .324 OBP, and have a .401 slugging percentage. The Chicago White Sox pitching staff has a 4.35 ERA and a 1.37 WHIP. Chase Meidroth leads the Chicago White Sox with 43 hits and 10 RBI, while Colson Montgomery and Miguel Vargas have combined for 75 hits and 54 RBI.
Davis Martin gets the ball for the Chicago White Sox, and he is 5-1 with a 1.62 ERA and 52 strikeouts this season. This will be Martin’s first career game against the Chicago Cubs.
Why the Chicago White Sox will win
- The White Sox have won six of their last seven games as home underdogs after playing the previous day.
- The Cubs have lost four of their last six games as favorites against American League opponents following a win.
- The White Sox have covered the run line in each of their last eight games as underdogs against National League opponents following a home loss.
- The Cubs have failed to cover the run line in nine of their last 10 games against AL Central opponents following a win.
- The White Sox have led after 5 innings in four of their last five night games.
Why the Chicago Cubs will win
- The Cubs have won each of their last nine games against the White Sox following a win.
- The White Sox have lost 19 of their last 20 home games against NL Central opponents following a loss.
- The White Sox have failed to cover the run line in 14 of their last 15 Saturday night games against teams that held a winning record.
- The Cubs have covered the run line in each of their last six Saturday games against AL Central opponents.
- The Cubs have led after 5 innings in eight of their last 10 night games against American League opponents.
- The White Sox have lost the first inning in three of their last four games against NL Central opponents that held a winning record.
Total Runs Facts
- Each of the White Sox’s last four games has gone OVER the total runs line.
- Six of the Cubs’ last seven games have gone UNDER the total runs line.
- The ‘Inning 1 UNDER 0.5 runs’ market has hit in each of Jameson Taillon’s last seven road appearances as a starter.
- The ‘Inning 1 OVER 0.5 runs’ market has hit in seven of the White Sox’s last eight games as underdogs.
Chicago White Sox Player Prop Facts
- Miguel Vargas has hit a home run in each of the White Sox’s last two home games against opponents that held a winning record.
- Miguel Vargas has recorded at least one hit in each of the White Sox’s last 17 games as underdogs.
- Davis Martin ranks 2nd amongst qualified players for Earned Run Average (1.62) this season.
Chicago Cubs Player Prop Facts
- Jameson Taillon has recorded a win in each of his last four appearances with his team as a road favorite against AL opponents.
- Jameson Taillon has recorded five or more strikeouts in five of his last six appearances against AL Central opponents.
- Alex Bregman has recorded at least one hit in each of the Cubs’ last 10 night games.
- Michael Conforto has hit a home run in two of his last three road appearances against the White Sox.
- Pete Crow-Armstrong ranks 10th in the league in Steals (11) this season.
Matchup/League Facts
- The White Sox rank 30th in the league for doubles this season (52).
- The White Sox rank T4th in the league for home runs this season (59).
- The Cubs rank 1st in the league for on-base percentage this season (.343).
- The Cubs rank 1st in the league for walks this season (210).
White Sox vs Cubs Prediction
The White Sox are having a hell of a week and you have to like them at home here. Taillon is having a solid season, but Martin has been all star caliber through 50 innings with a 1.62 ERA and 1.00 WHIP. He has 52 strikeouts and just 10 walks. The White Sox are playing good baseball for the first time in years and this rivalry at home is a chance to make a statement. The energy should be in the building. Pick em price, give me the White Sox at home with the better pitcher.