White Sox vs. Cubs Dunkel MLB Picks, Predictions and Prop Bets - May 16

The Chicago White Sox will look for another big outing from a batter on a roll versus the Chicago Cubs on Saturday at 7:10 p.m. ET, at Rate Field. Colson Montgomery is on a two-game homer streak. Davis Martin (5-1, 1.62 ERA) gets the start for the White Sox, who are 22-22 this season and second in the AL Central. Jameson Taillon (2-2, 3.94 ERA) is the expected starter for the Cubs, who are 29-16 and first in the NL Central.

Per the moneyline, the matchup between the White Sox (-116) and Cubs (-103) looks like a close one. The game's over/under is set at 8.5.

White Sox vs. Cubs Odds, Game Time

• Game day: Saturday, May 16, 2026
• Game time: 7:10 p.m. ET
• Location: Chicago, Illinois
• Stadium: Rate Field
• Favorite: White Sox (-116)
• Underdog: Cubs (-103)
• Over/under: 8.5

How to Watch White Sox vs. Cubs

• TV Channel: CHSN and MARQ
• Live Stream: Fubo (Watch for free)

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White Sox vs. Cubs: Betting the Moneyline

• The White Sox have won two of the five games they were favored on the moneyline this season (40%).
• The Cubs have been chosen as underdogs in 15 games this year and have walked away with the win eight times (53.3%) in those games.
• The White Sox have a record of 1-2 when they're favored by -116 or more by sportsbooks this season.
• This season, the Cubs have come away with a win five times in 12 chances when named as an underdog of at least -103 or longer on the moneyline.
• Based on this matchup's moneyline, the White Sox's implied win probability is 53.7%.
• The moneyline set for this matchup implies the Cubs have a 50.7% chance of coming away with a victory in the contest.

White Sox vs. Cubs: Betting the Spread & Total

• The White Sox have played in 44 games with a set over/under, and have combined with their opponents to go over the total 25 times (25-19-0).
• Games involving the Cubs have gone over the total set by bookmakers in 25 of 45 chances this season.
• The White Sox have covered 56.8% of their games this season, going 25-19-0 ATS.
• The Cubs have posted a record of 21-24-0 against the spread this season.