Milwaukee Brewers vs Chicago Cubs Predictions, Odds & Props to Target

Jun 29, 2024; Milwaukee, Wisconsin, USA; Milwaukee Brewers pitcher Tobias Myers (36) delivers a pitch in the fifth inning against the Chicago Cubs at American Family Field. Mandatory Credit: Michael McLoone-USA TODAY SportsThe NL Central-leading Milwaukee Brewers start a three-game set with the Chicago Cubs at Wrigley Field on Monday nightMilwaukee has won four of the last five against their division rivals but starter Tobias Myers has struggled against the CubsSee the Milwaukee Brewers vs Chicago Cubs predictions, odds, and player props to target on July 22

The Milwaukee Brewers (57-42, 28-25 away) rocketed out of the All-Star break, scoring 16 runs in a pair of road victories over Minnesota, while the Chicago Cubs (48-53, 26-23 home) dropped two of three to Arizona, scoring just four runs in 28 innings.

On Monday night, Milwaukee and Chicago start a three-game series at Wrigley Field (7:05 pm CT/8:05 pm ET) and the road team is a slight favorite in the Brewers vs Cubs odds.

Milwaukee Brewers vs Chicago Cubs Odds

Milwaukee is a -120 moneyline favorite and +136 on the runline to win by at least two runs. The Cubs come back as +102 home underdogs and -164 to at least keep the score within a run.

The over/under is currently sitting at 8.5 with the under favored at -122.

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Odds as of July 22 at FanDuel. Get a FanDuel sign-up bonus to bet on Brewers/Cubs on Monday. 

Milwaukee holds a five-game lead on St Louis in the Central and has become a -290 odds-on favorite in the MLB division odds. Sitting ten games back of the Brewers, the Cubs are +2200 longshots to win the Central.

Fortunately for the Cubs, Monday’s pitching matchup might weigh in their favor.

Tobias Myers vs Javier Assad

MyersVSAssad

On the whole, Milwaukee rookie Tobias Myers is having a rock-solid season. But in his two previous starts against the Cubbies, the North Siders have hit him hard. Back on May 4, Myers lasted just 3.0 innings in a 6-5 loss, allowing four runs on three hits and four walks. He lasted longer in his second start against Chicago on June 29, but still allowed three runs on seven hits and two walks over 6.0 innings (1.50 WHIP).

Myers has been showing drastic improvement over the last two months. He was carrying a 5.40 ERA in seven starts through April and May, lowering that to 3.13 over his next seven.

The 6’1 righty entered the All-Star break off one of his best performances of the season, throwing eight shutout innings against the Pirates, giving up just four hits and a walk with six strikeouts.

His home/road splits pretty heavily favor road games (2.56 road ERA vs 3.78 home ERA).

The Cubs will counter with 26-year-old righty Javier Assad, who was lights-out in his only other start against Milwaukee this year. Assad went six scoreless in a 5-0 win on May 5, allowing four hits and two walks with four Ks.

Including a couple relief appearances against the Brewers last year, the Milwaukee lineup is slashing just .182/.333/.273 against Assad with two doubles (William Contreras, Sal Frelick) and no home runs in 22 total ABs.

Brewers vs Cubs Predictions

Myers’ past performance against the Cubs is only moderately concerning. The uglier of the two starts was back in May, and he’s looked like a much different pitcher over his last seven starts. He’s only surrendered more than three runs once in that span, and that came against the Rockies at Coors Field.

The way the Cubs have come out of the break swinging the bat – i.e. extremely poorly – I will be very surprised if Myers gets roughed up early.

I don’t expect the Brewers to hammer Assad, either, so I’m going to target an ambitious first-half under of 2.5 (+290), along with the over on both strikeout props.

While I’ve separated out the picks, a same-game parlay with all three generates +750 odds at FanDuel.

MIL vs CHC picks:

First 5 innings under 2.5 (+290)Assad over 3.5 Ks (-108)Myers over 4.5 Ks (-150)

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