Cubs vs White Sox Picks and Predictions: Cubbies Take Battle of Chicago

The battle of the Windy City culminates in Sunday’s meeting between the Chicago Cubs and Chicago White Sox at Guaranteed Rate Field. 

The Cubs won Saturday’s game and moved into third place in the National League Central, while the White Sox lost ground on the AL Central-leading Minnesota Twins. 

Can the Cubs complete the brief two-game sweep or will the White Sox salvage a split. Find out with our free MLB betting picks and predictions for Cubs vs White Sox on May 29.

Cubs vs White Sox odds

This odds widget represents the best odds available for each betting market from regulated sportsbooks.

Despite losing on Saturday, the White Sox opened as the -165 favorite and moved up everywhere but WynnBET, where they are -154 at this writing. The Cubs began at +145 but have gone up as high as +155 at BetRivers. The total is 8.0 and the Over is the underdog at +100 while the Under is at -115. 

Use the live odds widget above to track any future line movements right up until first pitch and be sure to check out the full MLB odds before placing your bets.

Cubs vs White Sox predictions

• Prediction: Cubs ML (+155)
• Prediction: Over 8 (+100)
• Best bet: Cubs most hits (+220)

Picks made on 5/29/2022 at 1:52 a.m. ET.
Click on each pick to jump to the full analysis.

Cubs vs White Sox game info

• Location: Guaranteed Rate Field, Chicago, IL
• Date: Sunday, May 29, 2022
• First pitch: 2:10 p.m. ET
• TV: MARQ, NBC Sports Chicago

Cubs vs White Sox betting preview

Starting pitchers

Marcus Stroman (2-4, 4.71 ERA): Stroman is playing in his third game since returning from the COVID-19 list. His last outing was against the worst team in baseball, the Cincinnati Reds five days ago. Stroman went five innings and allowed two runs on four hits. His best start was May 1 when he went seven scoreless innings in a win against the Milwaukee Brewers. 

Dylan Cease (4-2, 4.24 ERA): After a strong start to the season, Cease has cooled considerably. His last outing against the Boston Red Sox was arguably his worst of the season. He surrendered seven runs on eight hits and didn’t make it to the fourth inning. Cease said he might be tipping his pitches and was going to figure out if he is giving opposing batters an edge. Cease is fourth in the majors with 71 strikeouts and first in K/9 at 13.69.

Weather

Be sure to monitor the gametime conditions with our MLB weather info.

Key injuries

Cubs: Clint Frazier OF (Questionable), Seiya Suzuki OF (Questionable), Nick Madrigal 2B (Out), Michael Hermosillo OF (Out), Yan Gomes C (Out), David Bote 3B (Out). 
White Sox: Yoan Moncada 3B (Out), Luis Robert OF (Out), Eloy Jimenez OF (Out), Ryan Burr P (Out), Garrett Crochet P (Out).
Find our latest MLB injury reports.

Betting trend to know

The Cubs are 1-7 in the last eight meetings against the White Sox. Find more MLB betting trends for Cubs vs. White Sox

Cubs vs White Sox picks and predictions

Our side and total predictions are based upon our analysis of the line and total in this game. Our best bet is our favorite pick across all markets.

Moneyline analysis

The intercity rivalry between the Cubs and White Sox hasn’t been very competitive. The Cubs did win Saturday, but they hadn’t won since August 28, 2021, prior to that showdown. The White Sox have gone 7-3 in the last 10 games between the Chicago franchises.

That said, the Cubs did show up on Saturday, getting to White Sox starting pitcher Johnny Cueto for a 5-1 victory. 

The Cubs will try and make it two in a row with Marcus Stroman on the mound. Stroman is 2-4, but he has pitched better than his record indicates. 

Getting offensive support from his teammates might be an issue, however, as the Cubs are batting .236 (17th in MLB) and are middle of the pack in homers, runs, and hits. 

Fortunately for them, the White Sox are even worse statistically. They are 20th in batting average at .234 and 22nd in homers, 28th in runs, and 21st in hits. 

Even though the Cubs are 1-7 against the White Sox, I like the Cubs on the moneyline to get their second consecutive victory. 

Prediction: Cubs moneyline (+155 at BetRivers)

Over/Under analysis

Saturday’s game was a rare Under for both the Cubs and White Sox. The Over is 7-3-1 in their last 11 meetings and the Over is 5-1 at Guaranteed Rate Field. 

Though both teams have mediocre offensive numbers, they do know how to hit the Over.  

The Cubs have hit the Over in six of their last seven games. They are also 5-1 in their last six versus a right-handed starter. The Over is 3-1-1 for the White Sox against teams with a losing record. 

The Cubs are just three days removed from losing to the Reds 20-5. In the second game of that series, the Cubs scored 11 on the Reds. 

The White Sox are sending Dylan Cease to the mound and he has not been in good form as of late. He's only pitched beyond the fifth inning once in his last four starts and had total blow-ups against the Red Sox and Yankees. If Cease is tipping pitches, like he thought he was in his last start, you can bet the Cubs are going to take advantage. 

Prediction: Over 8 (+100 at BetMGM)

Best bet

The Cubs have better offensive numbers than the White Sox in just about every category. They backed up those stats in Saturday’s game when they won 5-1. 

The Cubs outhit the White Sox 10-7 and did so with a depleted roster. They are missing six position players, including four outfielders. 

Still, the Cubs are getting hits. While their team batting average is paltry, several individual players are putting up solid numbers. Center fielder Christopher Morel is batting .314 and shortstop Nico Hoerner is hitting .295. Frank Schwindel, meanwhile, has four homers in his last 27 at-bats. 

And for all Cease's strikeout prowess, he hasn't been missing bats with as great a frequency of late. He's allowed six, seven, and eight hits, respectively, over his last three starts.

Pick: Cubs get most hits (+220 at FanDuel)

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