Milwaukee Brewers vs Chicago Cubs Prediction & Picks - MLB

USA - MLB

Milwaukee Brewers
10/4/25 14:08
Chicago Cubs

Prediction:

 

The Cubs will win

+129
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 by Lou Aguila | in MLB Picks

The Milwaukee Brewers and the Chicago Cubs kick off their National League Divisional Series on Saturday at American Family Field.

The Brewers, the NL Central Champion and the top team in the regular-season, are the home favorites at -157 for Game 1 against the Cubs, who are fresh from a hard-fought wild card series against the San Diego Padres.

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The Brewers clinched a spot in the NLDS berth after finishing with a 97-65 record, the best mark in the MLB during the regular season. Milwaukee is potent on both ends throughout the season. They posted the third highest total run tally in the MLB at 806 while parading an outstanding batting split of .258/.332/.403. They also logged the second-best ERA in baseball at 3.58 and maintained a top-10 numbers in WHIP (1.23) and BAA (2.30).

The Cubs conceded the NL Central title to the Brewers by five games, relegating them to the wild card series. Chicago demonstrated exceptional postseason pitching in the three-game series with the Padres. The Cubs, who logged the 9th-best ERA in the regular season at 3.79, surrendered only four earned runs to the Padres. They blanked San Diego 3-0 in Game 1, surrendered three runs in a 0-3 Game 2 loss and held to one run in a gutsy 3-1 victory in the decider.

Starting Pitchers Matchup: Cubs LHP Matthew Boyd (14-8, 3.81 ERA) vs. Brewers RHP Freddy Peralta (17-6, 2.75 ERA)

Matthew Boyd has won his last four starts and carried a 4.74 ERA across his last five mound appearances. In his postseason start against the Padres on September 30, Boyd surrendered one earned run over 4.1 innings to help the Cubs earn a 3-0 win in Game 1. Boyd is 2-1 in his three starts vs. the Brewers this season, averaging 2.3 earned runs over 3.1 innings.

Freddy Peralta hits the mound after getting a well-deserved rest. Peralta collected 17 wins this season and has gone 2-3 with a 3.52 ERA in his last five starts. He posted six scoreless innings in Milwaukee’s 7-0 win against the Cubs on August 18, bouncing back from a dreadful July 30 start (5 earned runs over 4.1 innings) vs. the same team.

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Milwaukee Brewers vs Chicago Cubs Form

Milwaukee Brewers and Chicago Cubs Latest Matches

Milwaukee Brewers
Milwaukee Brewers Latest matches
L L W L L W
Victories

2/6 (33%)

Defeats

4/6 (67%)

Sep 28, 2025 - MLB

Milwaukee Brewers
4 :  2
Cincinnati Reds

Sep 27, 2025 - MLB

Milwaukee Brewers
4 :  7
Cincinnati Reds

Sep 26, 2025 - MLB

Milwaukee Brewers
1 :  3
Cincinnati Reds

Sep 24, 2025 - MLB

San Diego Padres
1 :  3
Milwaukee Brewers

Sep 23, 2025 - MLB

San Diego Padres
7 :  0
Milwaukee Brewers

Sep 22, 2025 - MLB

San Diego Padres
5 :  4
Milwaukee Brewers
W W W L L W
Victories

4/6 (67%)

Defeats

2/6 (33%)

Sep 28, 2025 - MLB

Milwaukee Brewers
4 :  2
Cincinnati Reds

Sep 27, 2025 - MLB

Milwaukee Brewers
4 :  7
Cincinnati Reds

Sep 26, 2025 - MLB

Milwaukee Brewers
1 :  3
Cincinnati Reds

Sep 18, 2025 - MLB

Milwaukee Brewers
5 :  2
Los Angeles Angels

Sep 17, 2025 - MLB

Milwaukee Brewers
9 :  2
Los Angeles Angels

Sep 16, 2025 - MLB

Milwaukee Brewers
9 :  2
Los Angeles Angels
L W L L L W
Victories

2/6 (33%)

Defeats

4/6 (67%)

Sep 24, 2025 - MLB

San Diego Padres
1 :  3
Milwaukee Brewers

Sep 23, 2025 - MLB

San Diego Padres
7 :  0
Milwaukee Brewers

Sep 22, 2025 - MLB

San Diego Padres
5 :  4
Milwaukee Brewers

Sep 21, 2025 - MLB

St. Louis Cardinals
5 :  1
Milwaukee Brewers

Sep 20, 2025 - MLB

St. Louis Cardinals
2 :  3
Milwaukee Brewers

Sep 19, 2025 - MLB

St. Louis Cardinals
7 :  1
Milwaukee Brewers
Chicago Cubs
Chicago Cubs Latest matches
W W W W L W
Victories

5/6 (83%)

Defeats

1/6 (17%)

Oct 2, 2025 - MLB

Chicago Cubs
3 :  1
San Diego Padres

Oct 1, 2025 - MLB

Chicago Cubs
0 :  3
San Diego Padres

Sep 30, 2025 - MLB

Chicago Cubs
3 :  1
San Diego Padres

Sep 28, 2025 - MLB

Chicago Cubs
2 :  0
St. Louis Cardinals

Sep 27, 2025 - MLB

Chicago Cubs
7 :  3
St. Louis Cardinals

Sep 26, 2025 - MLB

Chicago Cubs
12 :  1
St. Louis Cardinals
W W W W L W
Victories

5/6 (83%)

Defeats

1/6 (17%)

Oct 2, 2025 - MLB

Chicago Cubs
3 :  1
San Diego Padres

Oct 1, 2025 - MLB

Chicago Cubs
0 :  3
San Diego Padres

Sep 30, 2025 - MLB

Chicago Cubs
3 :  1
San Diego Padres

Sep 28, 2025 - MLB

Chicago Cubs
2 :  0
St. Louis Cardinals

Sep 27, 2025 - MLB

Chicago Cubs
7 :  3
St. Louis Cardinals

Sep 26, 2025 - MLB

Chicago Cubs
12 :  1
St. Louis Cardinals
W W L L L L
Victories

2/6 (33%)

Defeats

4/6 (67%)

Sep 21, 2025 - MLB

Cincinnati Reds
1 :  0
Chicago Cubs

Sep 20, 2025 - MLB

Cincinnati Reds
6 :  3
Chicago Cubs

Sep 19, 2025 - MLB

Cincinnati Reds
7 :  4
Chicago Cubs

Sep 18, 2025 - MLB

Cincinnati Reds
1 :  0
Chicago Cubs

Sep 17, 2025 - MLB

Pittsburgh Pirates
4 :  8
Chicago Cubs

Sep 16, 2025 - MLB

Pittsburgh Pirates
1 :  4
Chicago Cubs

Milwaukee Brewers against Chicago Cubs : Head to Head (H2H)

Milwaukee Brewers

33 %

Chicago Cubs

67 %

Aug 21, 2025 - MLB

Chicago Cubs
1 :  4
Milwaukee Brewers

Aug 20, 2025 - MLB

Chicago Cubs
4 :  3
Milwaukee Brewers

Aug 19, 2025 - MLB

Chicago Cubs
4 :  1
Milwaukee Brewers

Aug 19, 2025 - MLB

Chicago Cubs
6 :  4
Milwaukee Brewers

Aug 18, 2025 - MLB

Chicago Cubs
0 :  7
Milwaukee Brewers

Jul 30, 2025 - MLB

Milwaukee Brewers
3 :  10
Chicago Cubs

Milwaukee Brewers - Chicago Cubs Key Points

  1. Milwaukee is 2-5 SU in its last 7 games.
  2. Milwaukee is 6-3 SU in its last 9 games at home.
  3. Chicago Cubs is 5-1 SU in its last 6 games.
  4. Chicago Cubs is 4-2 SU in its last 6 games against Milwaukee.
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Our Milwaukee Brewers vs Chicago Cubs Prediction

Upset Alert: The Cubs are my pick to win Game 1 over the Brewers. Chicago arrived in Milwaukee armed with a battle-ready mentality following a difficult series with the Padres. Moreover, the Cubs are 4-2 SU in its last 6 games against Milwaukee and 5-1 SU in its last 6 games.

Matthew Boyd gave the Cubs a much-needed head start with a terrific outing in Game 1 against the Padres, and I expect him to do so, with some help from the offense and the bullpen, putting Chicago in a position to win the match.

Freddy Peralta has had an outstanding season. However, it’s worth mentioning that he only carries a 4.00 ERA in the postseason and logged a 5.40 ERA in two mound appearances during Milwaukee’s postseason run last year. It also doesn’t help that Milwaukee is 2-5 SU in its last 7 games.

Our betting prediction for the Milwaukee Brewers vs. the Chicago Cubs: the Cubs will win

Prediction:

 

The Cubs will win

+129
$250 offered for betting!

All tips are fully researched and given in good faith, but profits cannot be guaranteed.

Milwaukee Brewers vs Chicago Cubs Picks