Milwaukee Brewers vs Chicago Cubs Prediction 07/28/2025 Picks

The Chicago Cubs and the Milwaukee Brewers meet Monday 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 Matthew Boyd for the start here and Boyd is 11-3 with a 2.20 ERA and 108 strikeouts this season. In his career, Boyd is 1-1 with a 9.95 ERA and 14 strikeouts against the Brewers. Jacob Misiorowski will start for Milwaukee here and is 4-1 with a 2.45 ERA and 40 strikeouts this season. This will be Misiorowski’s first career start against the Cubs.

Chicago Cubs Recap

The Chicago Cubs come into this game looking to add on to their 5-4 win over the Chicago White Sox last time out to improve to 62-43 on the year. After this series, the Cubs will head home for a series against the Baltimore Orioles.

Cubs Win Back-To-Back Games

Ian Happ has 85 hits with 16 doubles, 14 home runs and 49 RBIs. Kyle Tucker has 105 hits including 20 doubles, 4 triples, 18 home runs and 58 RBIs while Seiya Suzuki also has 101 hits with 24 doubles and 26 home runs and 81 RBIs of his own. Pete Crow-Armstrong also has contributed 109 hits, 28 doubles, 4 triples, 27 home runs and 76 RBIs as well this season. Dansby Swanson has added 16 home runs and 49 RBIs, while also having 120 strikeouts and Suzuki has 119 strikeouts so far this season. Crow-Armstrong also has a team-high 29 stolen bases while Nico Hoerner has 19 stolen bases this season. Tucker’s also added 23 stolen bases while Michael Busch has also chipped in 15 doubles, 3 triples, 20 home runs and 60 RBIs this season.

Why the Chicago Cubs will win

• The Cubs have won each of their last four road games after playing the previous day.
• The Brewers have lost four of their last five night games against the Cubs following a win.
• The road team has covered the run line in each of the Brewers’ last nine games.
• The Brewers have failed to cover the run line in nine of their last 10 home games against NL Central opponents following a win.

Chicago Cubs Player Prop Facts

• Carson Kelly has hit a home run in each of his last two appearances against NL opponents that held a winning record.
• Matthew Boyd has recorded a win in each of his last five appearances.
• Matthew Boyd has recorded five or more strikeouts in each of his last four appearances.
• Nico Hoerner has recorded at least one hit in each of the Cubs’ last 12 games as road favorites.
• Matthew Boyd ranks T3rd in the league for Wins (11) this season.

Milwaukee Brewers Recap

The Milwaukee Brewers come into this game looking to build on their 3-2 win over the Miami Marlins last time out to sit at 62-43 on the year. After this series, the Brewers will head on the road for a series against the Washington Nationals.

Brewers Avoid Sweep Vs. Miami

Brice Turang has 105 hits with 6 home runs, 43 RBIs and 19 stolen bases while Jackson Chourio has 121 hits with a team-high 29 doubles, 18 stolen bases, 17 home runs and 67 RBIs and Sal Frelick has 102 hits as well as 3 triples, 7 home runs, 39 RBIs and 17 stolen bases so far this season. Christian Yelich also has 15 stolen bases with 19 homers and 66 RBIs while also adding 11 doubles. Yelich also has a team-high 115 strikeouts up to this point in the year. William Contreras has 6 homers and 42 RBIs as well this season. Rhys Hoskins has added 65 hits with 12 home runs, 42 RBIs and 12 doubles.

Why the Milwaukee Brewers will win

• The Brewers have won each of their last seven games as underdogs against National League opponents.
• The Cubs have lost each of their last seven Monday games as favorites against NL Central opponents.
• The Brewers have covered the run line in each of their last 17 games as underdogs.
• The Cubs have failed to cover the run line in each of their last seven Monday games as road favorites against National League opponents.

Milwaukee Brewers Player Prop Facts

• Andrew Vaughn has recorded at least one Double in each of his last three home appearances after playing the previous day.
• Jackson Chourio has recorded at least one hit in each of the Brewers’ last 20 games.
• Blake Perkins has hit a home run in two of his last three appearances with the Brewers as home underdogs against the Cubs.
• Jackson Chourio ranks 5th in the league in Hits (121) this season.

Total Runs Facts

• Four of the Brewers’ last five games as home underdogs have gone UNDER the total runs line.
• Each of the Cubs’ last three games against NL Central opponents have gone OVER the total runs line.

Chicago Cubs vs. Milwaukee Brewers Prediction

I’m on the under in this game. I get the case to be made for either side here but this is a heck of a pitching matchup with the form that Matthew Boyd is in and how Misiorowski has looked in his rookie campaign so far. The bullpens on both sides can be a bit shaky, maybe more so the Cubs, but I think this is still an interesting spot and I think that the under is in play with how much is at stake for both sides. Give me the under.