Milwaukee Brewers vs Chicago Cubs Prediction & Picks - MLB

USA - MLB

Milwaukee Brewers
8/19/25 20:05
Chicago Cubs

Prediction:

 

Brewers -1.5

+160
$300 offered for betting!

New customers only | Commercial content | 21+ age limit | T&Cs apply

 by Travis Pulver in MLB Picks

The Milwaukee Brewers and Chicago Cubs are scheduled to play a doubleheader today in the Windy City, with the second game set to get underway at 8:05 p.m. EST at Wrigley Field. Game One was scheduled for 2:20 p.m. EST.

Milwaukee currently has a nine-game lead on the Cubs in the NL Central. It’s a tough deficit for Chicago to overcome, but with 35+ games left to play, including two more against the Brewers, it’s not impossible if Milwaukee goes into a tailspin for a long enough stretch and the Cubbies can go on a run. But if they don’t, that’s okay. Chicago has a comfortable lead in the wild-card chase. Brandon Woodruff is set to start for the Brewers. He is 4-0 in seven starts this season with a  2.06 ERA. .74 WHIP, and .152 OBA. Woodruff has been at his best on the road, where he is 3-0 in three starts with a 1.50 ERA and .085 OBA. Jameson Taillon is expected to come off the IL to start the game for the Cubs. Taillon has gone 7-6 in 17 starts with a 4.44 ERA, 1.11 WHIP, and .236 OBA. He’s had his best stuff at home, where he’s gone 3-2 in eight starts with a .208 OBA.

Milwaukee Brewers vs Chicago Cubs Form

Table

Teams % P W L
1
Milwaukee Brewers
Milwaukee Brewers
0.625 128 80 48
5
Chicago Cubs
Chicago Cubs
0.57 128 73 55

Milwaukee Brewers and Chicago Cubs Latest Matches

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

5/6 (83%)

Defeats

1/6 (17%)

Aug 18, 2025 - MLB

Milwaukee Brewers
7 :  0
Chicago Cubs

Aug 17, 2025 - MLB

Milwaukee Brewers
2 :  3
Cincinnati Reds

Aug 16, 2025 - MLB

Milwaukee Brewers
6 :  5
Cincinnati Reds

Aug 15, 2025 - MLB

Milwaukee Brewers
10 :  8
Cincinnati Reds

Aug 13, 2025 - MLB

Pittsburgh Pirates
5 :  12
Milwaukee Brewers

Aug 12, 2025 - MLB

Pittsburgh Pirates
0 :  14
Milwaukee Brewers
W W W W W W
Victories

6/6 (100%)

Defeats

0/6 (0%)

Aug 13, 2025 - MLB

Pittsburgh Pirates
5 :  12
Milwaukee Brewers

Aug 12, 2025 - MLB

Pittsburgh Pirates
0 :  14
Milwaukee Brewers

Aug 11, 2025 - MLB

Pittsburgh Pirates
1 :  7
Milwaukee Brewers

Aug 10, 2025 - MLB

New York Mets
6 :  7
Milwaukee Brewers

Aug 9, 2025 - MLB

New York Mets
4 :  7
Milwaukee Brewers

Aug 8, 2025 - MLB

New York Mets
2 :  3
Milwaukee Brewers
W W W L W L
Victories

5/6 (83%)

Defeats

1/6 (17%)

Aug 18, 2025 - MLB

Milwaukee Brewers
7 :  0
Chicago Cubs

Aug 17, 2025 - MLB

Milwaukee Brewers
2 :  3
Cincinnati Reds

Aug 16, 2025 - MLB

Milwaukee Brewers
6 :  5
Cincinnati Reds

Aug 15, 2025 - MLB

Milwaukee Brewers
10 :  8
Cincinnati Reds

Aug 6, 2025 - MLB

Milwaukee Brewers
5 :  4
Atlanta Braves

Aug 5, 2025 - MLB

Milwaukee Brewers
7 :  2
Atlanta Braves
Chicago Cubs
Chicago Cubs Latest matches
L L W W L W
Victories

3/6 (50%)

Defeats

3/6 (50%)

Aug 18, 2025 - MLB

Milwaukee Brewers
7 :  0
Chicago Cubs

Aug 17, 2025 - MLB

Pittsburgh Pirates
3 :  4
Chicago Cubs

Aug 16, 2025 - MLB

Pittsburgh Pirates
1 :  3
Chicago Cubs

Aug 15, 2025 - MLB

Pittsburgh Pirates
3 :  2
Chicago Cubs

Aug 14, 2025 - MLB

Chicago Cubs
1 :  2
Toronto Blue Jays

Aug 13, 2025 - MLB

Chicago Cubs
4 :  1
Toronto Blue Jays
L L W W L W
Victories

3/6 (50%)

Defeats

3/6 (50%)

Aug 18, 2025 - MLB

Milwaukee Brewers
7 :  0
Chicago Cubs

Aug 17, 2025 - MLB

Pittsburgh Pirates
3 :  4
Chicago Cubs

Aug 16, 2025 - MLB

Pittsburgh Pirates
1 :  3
Chicago Cubs

Aug 15, 2025 - MLB

Pittsburgh Pirates
3 :  2
Chicago Cubs

Aug 6, 2025 - MLB

Cincinnati Reds
1 :  6
Chicago Cubs

Aug 5, 2025 - MLB

Cincinnati Reds
5 :  1
Chicago Cubs
W L L L W L
Victories

2/6 (33%)

Defeats

4/6 (67%)

Aug 14, 2025 - MLB

Chicago Cubs
1 :  2
Toronto Blue Jays

Aug 13, 2025 - MLB

Chicago Cubs
4 :  1
Toronto Blue Jays

Aug 12, 2025 - MLB

Chicago Cubs
1 :  5
Toronto Blue Jays

Aug 10, 2025 - MLB

Chicago Cubs
2 :  3
St. Louis Cardinals

Aug 9, 2025 - MLB

Chicago Cubs
9 :  1
St. Louis Cardinals

Aug 8, 2025 - MLB

Chicago Cubs
0 :  5
St. Louis Cardinals

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

Milwaukee Brewers

67 %

Chicago Cubs

33 %

Aug 18, 2025 - MLB

Milwaukee Brewers
7 :  0
Chicago Cubs

Jul 30, 2025 - MLB

Chicago Cubs
10 :  3
Milwaukee Brewers

Jul 29, 2025 - MLB

Chicago Cubs
3 :  9
Milwaukee Brewers

Jul 28, 2025 - MLB

Chicago Cubs
4 :  8
Milwaukee Brewers

Jun 19, 2025 - MLB

Milwaukee Brewers
8 :  7
Chicago Cubs

Jun 17, 2025 - MLB

Milwaukee Brewers
3 :  5
Chicago Cubs

Milwaukee Brewers - Chicago Cubs Key Points

  1. The Chicago lineup has hit .264 vs. Woodruff in 91 at-bats (24 ,hits including five home runs).
  2. Taillon last faced the Brewers on June 19 in Chicago. He lasted four innings, giving up eight hits (including two home runs) and five earned runs. The Cubbies went on to lose 8-7.
  3. Milwaukee has hit .271 over the last week with 37 runs scored across five games.
  4. Chicago has hit .190 over the last week with 14 runs scored across six games.

Our Milwaukee Brewers vs Chicago Cubs Prediction

Overall, both clubs have good teams. However, while that is true, one is clearly better than the other. Milwaukee has been the hottest team in baseball since the All-Star break. The Cubs are not going to slow them down by putting a pitcher on the mound who gave up a pair of home runs and five runs the last time he faced the Brewers. Woodruff will take care of business as the lineup makes sure Milwaukee wins comfortably.

Our Brewers vs. Cubs Pick: Milwaukee -1.5

Prediction:

 

Brewers -1.5

+160
$300 offered for betting!

Grab an extra $300 for your Milwaukee Brewers vs Chicago Cubs wager!

Bet $5, Get $300

Get ready to experience the thrill of the game with FanDuel's exciting welcome offer, available for use on the Milwaukee Brewers vs Chicago Cubs matchup!

A minimum bet of $5 will qualify for $300 in bonus bets if your bet wins! This offer is a golden opportunity for new users. Don't miss out on this limited-time deal to enhance your sports betting experience with some extra oomph! Jump into the action today and let FanDuel take your sports engagement to the next level!

$300 available for Milwaukee Brewers vs Chicago Cubs

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

Milwaukee Brewers vs Chicago Cubs Picks