Site icon Pick Dawgz

Chicago Cubs vs Milwaukee Brewers Prediction 6/28/2026 Today’s MLB Picks

Jun 27, 2026; Milwaukee, Wisconsin, USA; Chicago Cubs left fielder Michael Conforto (20) rounds the bases after hitting a home run against the Milwaukee Brewers in the ninth inning at American Family Field. Mandatory Credit: Michael McLoone-Imagn Images

Jun 27, 2026; Milwaukee, Wisconsin, USA; Chicago Cubs left fielder Michael Conforto (20) rounds the bases after hitting a home run against the Milwaukee Brewers in the ninth inning at American Family Field. Mandatory Credit: Michael McLoone-Imagn Images

MATCHUP Chicago Cubs Milwaukee Brewers
Team Records 45-38 50-30
Spread +1.5 -112 -1.5 -108
Moneyline +179 -219
Total Over 8 (-115) Under 8 (-105)
Where American Family Field, Milwaukee, Wisconsin
When Sunday, June 28, 2026
Time 02:10 PM EDT
TV MLB.TV
The Chicago Cubs and Milwaukee Brewers meet Sunday in MLB action at American Family Field. Here’s a Chicago Cubs vs Milwaukee Brewers Prediction. This article will include a Chicago Cubs vs Milwaukee Brewers Pick.

Chicago Cubs Betting Preview


The Chicago Cubs are 45-38 on the year and play the Padres and Cardinals next. The Chicago Cubs are batting .242 on the season and have a .336 OBP and a .404 slugging percentage. The Chicago Cubs’ pitching staff has a 4.27 ERA and a 1.25 WHIP. Pete Crow-Armstrong leads the Chicago Cubs with 88 hits and 45 RBI, while Alex Bregman and Nico Hoerner have combined for 155 hits and 63 RBI.

Ryan Rolison gets the ball for the Chicago Cubs, and he is 5-1 with a 1.82 ERA and 29 strikeouts this season. Rolison is 0-0 with a 6.00 ERA and 1 strikeout in his career against the Milwaukee Brewers.

Milwaukee Brewers Betting Preview


The Milwaukee Brewers are 50-30 on the year and play the Diamondbacks and Reds next. The Milwaukee Brewers are batting. 253 on the season, have a .337 OBP, and have a .393 slugging percentage. The Milwaukee Brewers’ pitching staff has a 3.42 ERA and a 1.19 WHIP. William Contreras leads the Milwaukee Brewers with 89 hits and 50 RBI, while Brice Turang and Jake Bauers have combined for 138 hits and 95 RBI.

Brandon Woodruff gets the ball for the Milwaukee Brewers, and he is 2-1 with a 3.00 ERA and 35 strikeouts this season. Woodruff is 2-3 with a 3.28 ERA and 112 strikeouts in his career against the Chicago Cubs.

Why the Milwaukee Brewers will win

Why the Chicago Cubs will win

Total Runs Facts

Milwaukee Brewers Player Prop Facts

Chicago Cubs Player Prop Facts

Matchup/League Facts

Chicago Cubs vs Milwaukee Brewers Prediction


The Brewers are going to get the benefit of the doubt at home, and we know what Woodruff is capable of when he’s right. Woodruff has a 0.89 WHIP through 36 innings. However, we’re getting more than 1.5 times our money with a solid Cubs team and a pitcher in Rolison who has a 1.82 ERA and 1.11 WHIP through 29.2 innings. Sure, Rolison is a relief pitcher who isn’t going to go deep into games, but he hasn’t allowed a run in his last 13 innings, and the Cubs are 5-4 with him on the mound this month. This line feels disrespectful towards the Cubs. I’ll take the road dog.

Randy Chambers's Pick: Chicago Cubs

Exit mobile version