Brewers vs Cubs Game 2 Picks and Predictions: Cubs Win Wild at Wrigley

With two mediocre pitchers taking the hill and wind favoring the offense, we're expecting Game 2 of today's doubleheader to be a high-scoring one. We break down the Over — and why the Cubs should ultimately prevail — in our MLB betting picks below.

Robert Criscola - Contributor at Covers.com
Robert Criscola • Publishing Editor
May 30, 2022 • 11:29 ET • 4 min read
Seiya Suzuki Chicago Cubs MLB
Photo By - USA TODAY Sports

The Wrigley Field faithful will be treated to a twin-bill on Memorial Day as the Milwaukee Brewers come to town to face the Chicago Cubs.

Game 2 of the split doubleheader will begin at 7:40 p.m. ET, with Aaron Ashby slated to take on Drew Smyly. 

How will the evening feature in Wrigleyville play out? Find out in our free MLB picks and predictions for Brewers vs Cubs on Monday, May 30.

Brewers vs Cubs odds

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

The Brewers opened as consensus favorites of -130 for the second game of Monday’s split doubleheader, and have since been bet up to -135 at most sportsbooks. The opening total has stood pat at 10.5 runs.

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.

Brewers vs Cubs predictions

Picks made on 5/30/2022 at 10:30 a.m. ET.
Click on each pick to jump to the full analysis.

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Brewers vs Cubs game info

Location: Wrigley Field, Chicago, IL
Date: Monday, May 30, 2022
First pitch: 7:40 p.m. ET
TV: Bally Sports Wisconsin, Marquee Sports Network

Brewers vs Cubs betting preview

Starting pitchers

Aaron Ashby (0-3, 2.91 ERA): Brewers swingman Aaron Ashby will pair up starts for the first time this season after getting the ball first on Wednesday. He didn’t allow an earned run over 5 2-3 innings against the Padres, striking out five batters but walking three. 

Drew Smyly (2-5, 4.08 ERA): Drew Smyly stopped a streak of five straight losing decisions when he got the win against the Reds on May 23. He missed snaring the quality start by one out, throwing a season-high 101 pitches. 

Weather

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

Key injuries

Brewers: Hunter Renfroe RF (Probable), Brandon Woodruff SP (Questionable), Luis Perdomo RP (Out), Freddy Peralta SP (Out), Jake Cousins RP (Out), Willy Adames SS (Out).
Cubs: Seiya Suzuki LF (Questionable), Jason Heyward RF (Questionable), Chris Martin RP (Out), Wade Miley SP (Out), Nick Madrigal 2B (Out), Michael Hermosillo CF (Out), Yan Gomes C (Out), Sean Newcomb RP (Out), Ethan Roberts SP (Out).
Find our latest MLB injury reports.

Betting trend to know

The Over is 5-0 the last five times Chicago has played the second game of a doubleheader. Find more MLB betting trends for Brewers vs. Cubs

Brewers vs Cubs 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 Cubs should emerge victorious in this battle of the southpaws on Monday night.

The inconsistent Aaron Ashby is in an unenviable spot as a swingman for the Brewers, but he’s had a solid month of May overall, producing four scoreless appearances in five chances. However, the one game he did allow runs in was May 8, when the Braves tagged him for six over only four innings. 

Ashby has struggled with control this year, especially in a starting role, where he’s surrendered 16 of his 20 walks on the campaign. Chicago’s lineup is as patient as anyone’s, as they’ve chalked up the third-most walks (52) in the majors over the last two weeks. 

The Cubs have had limited at-bats against Ashby, but their lineup as a whole is better against lefties (.242 average) than righties (.230 average).

Ian Happ has a .375 average against southpaws in 2022 and is also batting .323 at home compared to .203 everywhere else. The splits for Nico Hoerner tell a similar story, as he’s batting .353 against lefties, 100 points higher than he hits against righties. His average is .340 at Wrigley Field, but .237 on the road.  

Drew Smyly and his 5.31 May ERA don’t inspire much confidence, but bettors should back Chicago to outslug Milwaukee in this one.

Prediction: Cubs moneyline (+107 at Unibet)

Over/Under analysis

With the wind expected to blow out at Wrigley well into Memorial Day evening, oddsmakers can’t set the total high enough.

The bullpens should expect to work early and often on Monday between having an afternoon game, and the fact that two uninspiring starters are on the bump at night.

Though the Brewers boast Josh Hader in the back of their bullpen, they’re still a vulnerable unit, ranking ninth by ERA (3.29). The Cubs’ relief corps is slightly worse, checking in at 14th with a 3.68 ERA. 

Hoby Milner (2.89 ERA) is not expected to be at Milwaukee manager Craig Counsell’s disposal for either game of this twin-bill after working back-to-back days. Chicago skipper David Ross is in an even worse bind, with Mychal Givens (2.95 ERA), David Robertson (2.08), and Scott Effross (3.32 ERA) all having worked two straight tilts. 

Tyron Taylor has been one of the Brewers’ hotter hitters of late, gathering 13 knocks over his last 37 trips to the plate (.351), and Keston Hiura has four homers in only six May starts. Either or both of them should get their licks in against some subpar Cubs relievers in this one. 

Trend bettors should note that the Over is 9-1-2 in the last 12 meetings between these two squads.

Prediction: Over 10.5 (-113 at Unibet)

Best bet

Bettors should back the Cubs to prevail in a wild one at Wrigley Field on Monday night.

Chicago has managed to play about .500 baseball for most of May, going 10-9 over their last 19 games. That’s thanks in no small part to its order, which has averaged 5.21 runs per game across that span.

Christopher Morel has given the Cubs yet another dangerous bat in their lineup this month, hitting .293 with a pair of homers and five RBI since being called up from the minors on May 17. He’s yet to face the Brewers in his brief big-league career.

PickCubs moneyline (+107 at Unibet)

MLB parlays

Did you know that if you parlayed today’s MLB Brewers vs. Cubs picks, you could win $29.02 on a $10 bet?

Use our MLB parlay calculator to create your own parlays and see their potential payouts.

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Robert Criscola - Covers.com
Publishing Editor

Robert M. Criscola’s road to becoming a Covers publishing editor began with an internship at Metro New York, which eventually turned into a freelance job at MetroBet covering many sports from a wagering angle, including horse racing. He continued to focus on “The Sport of Kings” by writing for shapperdacapper.com, danonymousracing.com, and informer.fanxt.com before joining the team at the TwinSpires Edge in 2019 as a regular contributor and weekend editor. “Crisco” began writing game previews for Covers in 2022 and joined the editing team in 2023.

His best advice for sports bettors? Bet with your head, not over it.

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