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Milwaukee Brewers at Chicago Cubs Betting Tips – Brewers To Seal 3rd Straight Windy City Win In MLB

leigh-copson
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Last updated: Thu 03 Sep 2026 09:14
The Milwaukee Brewers have the momentum going into their final game against the Chicago Cubs, having won 12 of their last 17 games and leading the all-time series. Milwaukee's starter Logan Henderson (9-2, 2.48 ERA) has a solid edge over Cubs' Kevin Gausman, who has struggled all season. With the Brewers' offense running hot and the Cubs reeling from losses in six of their last eight games, Milwaukee is tipped to win, with over 8.5 runs a strong possibility for bettors.
Leigh Copson 1 hour ago
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  • Brewers are hot: 12 wins in last 17, lead all-time series 239-231
  • Pitching advantage: Henderson (9-2, 2.48 ERA) vs Gausman (8-11, 4.52 ERA)
  • Recommended bet: Milwaukee win (Moneyline) & Over 8.5 Total Runs
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Milwaukee are tipped to win the third consecutive meeting between these two rivals.

Cubs starter Kevin Gausman has been hittable all season long, and that spells trouble against the Brewers bats, which have been firing throughout this series so far.

Key Numbers – Can Brewers Make It 13 Wins In 18 Games?

  • Milwaukee Brewers have won 12 of their last 17 games
  • Milwaukee starter Logan Henderson is 9-2 with a 2.48 ERA this season
  • Chicago pitcher Kevin Gausman is 8-11 with a 4.52 ERA
  • The Over has cashed in 10 of Milwaukee’s last 12 games

Brewers Lead All-Time Head-To-Head; Won Last Meeting

  • Milwaukee Brewers lead the all-time series 239-231
  • Milwaukee Brewers won 9-5 when the two teams last met on September 2

Milwaukee Brewers Form – Last 10 Games

Milwaukee go into the final game of this series in Chicago having won back-to-back meetings with the Cubs, and having now won six of their last eight games overall.

DateOppositionW/LScore
Aug-23 vs Atlanta Braves L 2-4
Aug-25 at New York Mets L 2-3 W/O
Aug-26 at New York Mets W 8-1
Aug-27 at New York Mets W 8-2
Aug-28 vs Texas Rangers W 6-1
Aug-29 vs Texas Rangers W 5-3
Aug-30 vs Texas Rangers L 4-7
Aug-31 at Chicago Cubs L 3-17
Sep-01 at Chicago Cubs W 9-4
Sep-02 at Chicago Cubs W 9-5

Chicago Cubs Form – Last 10 Games

Chicago enter the final game of this series in disappointing form, having just lost for the sixth time in their last eight games.

DateOppositionW/LScore
Aug-23 at Seattle Mariners W 19-2
Aug-24 at Arizona Diamondbacks W 7-0
Aug-25 at Arizona Diamondbacks L 4-5 W/O
Aug-26 at Arizona Diamondbacks L 0-2
Aug-28 vs Cincinnati Reds L 8-10
Aug-29 vs Cincinnati Reds W 17-5
Aug-30 vs Cincinnati Reds L 5-7
Aug-31 vs Milwaukee Brewers W 17-3
Sep-01 vs Milwaukee Brewers L 4-9
Sep-02 vs Miilwaukee Brewers L 5-9

Starting Pitchers

PlayerTeamRecordERAStrikeoutsInnings
Logan Henderson Milwaukee Brewers 9-2 2.48 86 76.1
Kevin Gausman Chicago Cubs 8-11 4.52 156 155.1

Verdict

Milwaukee have momentum firmly on their side and have a big pitching advantage here.

While Henderson has not given up a lot this season, Gausman has been hittable throughout the campaign, and this red-hot Brewers offense can take full advantage.

Best Bet1: Milwaukee Win Moneyline @5/6 at bet365 - 4 Units
Best Bet2: Over 8.5 Total Runs @9/10 at dabble - 2 Units
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leigh-copson
Leigh Copson

Sports Editor • 25+ Years Experience, US & Combat Sports Specialist

During his career he has covered some of the biggest sporting events on the planet, including the Super Bowl, the Champions League Final and the World Cup Final. He has also covered almost every major boxing match and UFC fight card during this time.. His specialist sports are American Football, Basketball, Ice Hockey, Boxing, Mixed Martial Arts and Football.


Follow more of Leigh's work on Muckrack.

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