Boston Red Sox vs Chicago Cubs Prediction & Picks - MLB

USA - MLB

Boston Red Sox
9/25/26 17:35
Chicago Cubs

Prediction:

 

CHI Cubs ML

-115
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 by Edgar Jibran | in MLB Picks

This Friday brings MLB doubleheaders, so this weekend could be one of the most entertaining of the regular season. In this regard, two teams in a doubleheader will be the Chicago Cubs and the Boston Red Sox, teams that have already determined their futures this season.

On the one hand, the Chicago Cubs have already clinched a Wild Card spot in the National League, so this last series against the Red Sox should help Craig Counsell find a stellar lineup to face the most competitive teams in the National League during the playoffs. With that objective in mind, choosing David Peterson to start the second game against the Red Sox looks like a wise decision, as that will allow Peterson to keep a good pitching pace after three games without allowing more than one earned run.

On the other hand, the Boston Red Sox appear to share the same vision as the Cubs; however, the stats show that only three pitchers on the roster were truly competitive this season in terms of strikeouts. Given that, Brayan Bello is expected to take advantage of this second game against the Cubs to ratify that he will be one of the Red Sox’s main openers during the playoffs.

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Boston Red Sox vs Chicago Cubs Form

Table

Teams Pts P W L
7 Chicago Cubs
0.553 159 88 71
9 Boston Red Sox
0.535 159 85 74

Boston Red Sox and Chicago Cubs Latest Matches

Boston Red Sox
Boston Red Sox Latest matches
W L L L W L
Victories

2/6 (33%)

Defeats

4/6 (67%)

Sep 24, 2026 - MLB

Boston Red Sox
0 :  1
Cleveland Guardians

Sep 23, 2026 - MLB

Boston Red Sox
1 :  0
Cleveland Guardians

Sep 22, 2026 - MLB

Boston Red Sox
2 :  3
Cleveland Guardians

Sep 20, 2026 - MLB

Tampa Bay Rays
5 :  1
Boston Red Sox

Sep 19, 2026 - MLB

Tampa Bay Rays
2 :  1
Boston Red Sox

Sep 18, 2026 - MLB

Tampa Bay Rays
2 :  4
Boston Red Sox
L W W L W L
Victories

3/6 (50%)

Defeats

3/6 (50%)

Sep 24, 2026 - MLB

Boston Red Sox
0 :  1
Cleveland Guardians

Sep 23, 2026 - MLB

Boston Red Sox
1 :  0
Cleveland Guardians

Sep 22, 2026 - MLB

Boston Red Sox
2 :  3
Cleveland Guardians

Sep 13, 2026 - MLB

Boston Red Sox
4 :  1
Kansas City Royals

Sep 12, 2026 - MLB

Boston Red Sox
5 :  1
Kansas City Royals

Sep 11, 2026 - MLB

Boston Red Sox
2 :  3
Kansas City Royals
L L W W L L
Victories

2/6 (33%)

Defeats

4/6 (67%)

Sep 20, 2026 - MLB

Tampa Bay Rays
5 :  1
Boston Red Sox

Sep 19, 2026 - MLB

Tampa Bay Rays
2 :  1
Boston Red Sox

Sep 18, 2026 - MLB

Tampa Bay Rays
2 :  4
Boston Red Sox

Sep 17, 2026 - MLB

Texas Rangers
3 :  4
Boston Red Sox

Sep 16, 2026 - MLB

Texas Rangers
7 :  3
Boston Red Sox

Sep 15, 2026 - MLB

Texas Rangers
4 :  2
Boston Red Sox
Chicago Cubs
Chicago Cubs Latest matches
L W W L L W
Victories

3/6 (50%)

Defeats

3/6 (50%)

Sep 24, 2026 - MLB

Chicago Cubs
2 :  1
Miami Marlins

Sep 23, 2026 - MLB

Chicago Cubs
2 :  3
Miami Marlins

Sep 22, 2026 - MLB

Chicago Cubs
2 :  8
Miami Marlins

Sep 20, 2026 - MLB

Cincinnati Reds
1 :  9
Chicago Cubs

Sep 19, 2026 - MLB

Cincinnati Reds
2 :  5
Chicago Cubs

Sep 18, 2026 - MLB

Cincinnati Reds
6 :  4
Chicago Cubs
W L W L L W
Victories

3/6 (50%)

Defeats

3/6 (50%)

Sep 24, 2026 - MLB

Chicago Cubs
2 :  1
Miami Marlins

Sep 23, 2026 - MLB

Chicago Cubs
2 :  3
Miami Marlins

Sep 22, 2026 - MLB

Chicago Cubs
2 :  8
Miami Marlins

Sep 16, 2026 - MLB

Chicago Cubs
8 :  4
Atlanta Braves

Sep 15, 2026 - MLB

Chicago Cubs
3 :  6
Atlanta Braves

Sep 14, 2026 - MLB

Chicago Cubs
7 :  3
Atlanta Braves
L L L L W W
Victories

2/6 (33%)

Defeats

4/6 (67%)

Sep 20, 2026 - MLB

Cincinnati Reds
1 :  9
Chicago Cubs

Sep 19, 2026 - MLB

Cincinnati Reds
2 :  5
Chicago Cubs

Sep 18, 2026 - MLB

Cincinnati Reds
6 :  4
Chicago Cubs

Sep 9, 2026 - MLB

Milwaukee Brewers
8 :  6
Chicago Cubs

Sep 8, 2026 - MLB

Milwaukee Brewers
4 :  3
Chicago Cubs

Sep 7, 2026 - MLB

Milwaukee Brewers
4 :  3
Chicago Cubs

Boston Red Sox against Chicago Cubs : Head to Head (H2H)

Boston Red Sox

40 %

Chicago Cubs

60 %

Jul 19, 2025 - MLB

Chicago Cubs
6 :  0
Boston Red Sox

Jul 18, 2025 - MLB

Chicago Cubs
4 :  1
Boston Red Sox

Apr 27, 2024 - MLB

Boston Red Sox
17 :  0
Chicago Cubs

Apr 26, 2024 - MLB

Boston Red Sox
1 :  7
Chicago Cubs

Jul 14, 2023 - MLB

Chicago Cubs
3 :  8
Boston Red Sox
Boston Red Sox vs Chicago Cubs Picks

Boston Red Sox - Chicago Cubs Key Points

  1. The Chicago Cubs saw David Peterson record four or more strikeouts in his last six games started.
  2. The Boston Red Sox have seen an exponential improvement from Brayan Bello in strikeouts, as he recorded 7 or more in his last two starts.
  3. The Chicago Cubs will most likely face the San Diego Padres in the Wild Card round, so taking them down from the fourth seed would boost the Cubs’ motivation.
  4. The Boston Red Sox don’t have any hitter who has recorded at least 30 home runs this season, so they cannot be considered real contenders for the World Series Championship.
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Our Boston Red Sox vs Chicago Cubs Prediction

These teams are two of the most competitive in the league; however, the Chicago Cubs have been more consistent, thanks to their outstanding pitching. Despite this, the odds don’t suggest any of these teams as favorites to win this second game of the series.

In conclusion, both teams show a strong willingness to win the series; however, the Red Sox are likely to play at a slower pace, as facing the Yankees in the playoffs will require them to save energy. Therefore, the pick for the Chicago Cubs – Boston Red Sox is: CHI Cubs ML!

Prediction:

 

CHI Cubs ML

-115
$150 offered for betting!

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