Chicago Cubs vs Milwaukee Brewers Prediction 6/27/2026 Today’s MLB Picks

The Chicago Cubs and the Milwaukee Brewers meet Saturday in MLB action from American Family Field. We will look at this from a betting perspective and determine the best bets for this game. Here’s a Chicago Cubs vs. Milwaukee Brewers prediction.

Starting Pitching Matchup

The Chicago Cubs will send out David Peterson for the start here and Peterson is 3-6 with a 6.09 ERA and 63 strikeouts this season. Kyle Harrison will start for San Francisco and is 8-1 with a 2.50 ERA and 87 strikeouts this season.

Chicago Cubs Recap

The Chicago Cubs come into this game looking to bounce back from a 6-2 loss at the hands of Milwaukee last time out to sit at 44-38 this season. After this series, the Cubs will head home for a series against the San Diego Padres.

Cubs Have Four-Game Win Streak Snapped

Ian Happ has 66 hits with 15 doubles and 16 home runs and 38 RBIs while Alex Bregman has 77 hits with 11 doubles, a triple, 6 home runs and 26 RBIs. Nico Hoerner’s added 76 hits with 21 doubles, 4 home runs and 35 RBIs and Moises Ballesteros has 36 hits with 6 home runs and 23 RBIs. Pete Crow-Armstrong’s also added 88 hits with 13 doubles, 4 triples, 17 home runs and 45 RBIs as well on the year. Carson Kelly has also contributed 52 hits with 9 doubles, 4 home runs and 29 RBIs. Michael Busch has 70 hits wtih 13 doubles, 9 home runs and 44 RBIs. Dansby Swanson also has 51 hits with 11 home runs and 46 RBIs.

Milwaukee Brewers Recap

The Milwaukee Brewers come into this game looking to add on to their win over Chicago from Friday to sit at 50-29 this season. After this series, the Brewers will take on the Cincinnati Reds in a series at home.

Brewers Win 5 In A Row

William Contreras has 89 hits with 12 doubles, 9 home runs and 50 RBIs while Brice Turang’s added 75 hits with 16 doubles, 3 triples, 11 homers and 47 RBIs. Jake Bauers has 64 hits with 12 doubles, 14 home runs and 48 RBIs and Sal Frelick’s added 54 hits with 3 home runs and 29 RBIs this season. Luis Rengifo’s added 38 hits with 9 doubles and 19 RBIs and Garrett Mitchell has 54 hits with 14 doubles and 36 RBIs this season. 

The Chicago Cubs @ Milwaukee Brewers Betting Trends: June 27, 2026

• Probable Starting Pitcher: Kyle Harrison      Record this season: 8-1      ERA: 2.50
• Home Record: 5-1
• Last 5 against Cubs: 1-0

Why the Milwaukee Brewers will win

• The Brewers have won each of their last 11 games against NL Central opponents.
• The Cubs have lost seven of their last eight games at American Family Field.
• The Brewers have covered the run line in nine of their last 10 games against the Cubs.
• The Cubs have failed to cover the run line in seven of their last eight games at American Family Field.
• The Brewers have led after 3 innings in three of their last four games against the Cubs.
• The Brewers have led after 5 innings in four of their last five games against the Cubs.

• Probable Starting Pitcher: David Peterson      Record this season: 3-6      ERA: 6.09
• Road Record: 2-3
• Last 5 against Brewers: 3-0

Why the Chicago Cubs will win

• The Brewers have lost four of their last five games as home favorites after playing the previous day.
• The Cubs have won each of their last four games following a loss.
• The underdogs have covered the run line in seven of the Brewers’ last eight games.
• The Brewers have failed to cover the run line in seven of their last eight games as favorites after playing the previous day.

Total Runs Facts

• Seven of the Cubs’ last eight games have gone OVER the total runs line.
• Six of the last seven games between the Cubs and Brewers at American Family Field have gone OVER the total runs line.
• There has been no run scored during the first inning in each of the Cubs’ last six games.
• There has been no run scored during the first inning in each of the Brewers’ last six games against NL Central opponents.

Milwaukee Brewers Player Prop Facts

• William Contreras has hit at least one home run in four of the Brewers’ last five home games against the Cubs.
• Kyle Harrison has recorded a win in seven of his last eight appearances against NL opponents.
• Kyle Harrison has recorded seven or more strikeouts in three of his last four appearances with the Brewers as home favorites.
• Christian Yelich has recorded at least one hit in each of his last nine home appearances after playing the previous day.
• William Contreras is one of only three players to hit over .300 and have 45+ RBIs this season.

Chicago Cubs Player Prop Facts

• Seiya Suzuki has hit a home run in each of the Cubs’ last three road games against the Brewers.
• Alex Bregman has recorded at least one hit in each of the Cubs’ last 15 road games against opponents that held a winning record.
• Pete Crow-Armstrong is one of only two players to record 10+ Home Runs and 4+ Triples this season.

Matchup/League Facts

• The Brewers rank T1st in the league for runs allowed this season (286).
• The Brewers rank 2nd in the league for on-base percentage this season (.338).
• The Cubs rank 1st in the league for walks this season (362).
• The Cubs rank 30th in the league for home runs allowed this season (125).

Chicago Cubs vs. Milwaukee Brewers Prediction

I’m on the Brewers in this one. Kyle Harrison has been really solid at home this season and while the Cubs have some strong numbers against left-handed pitching in recent weeks, they’re not as strong away from Wrigley Field and I still like what Harrison’s brought to the table. David Peterson makes his Cubs debut, but it wasn’t much of an add in my opinion and the Brewers bats are still some of the most consistent in all of baseball and I look for them to get the job done in this one too. Give me Milwaukee.

Chris Ruffolo's Pick: Milwaukee -160