Cubs vs. Brewers Prediction, MLB Picks for Monday, September 7

The Chicago Cubs and the Milwaukee Brewers will begin a three-game series on Monday, September 7, at 2:10 p.m. ET. Ahead of the first pitch, the Brewers are a home favorite and return a 1.75x payout with a victory on PrizePicks.

Both Chicago and Milwaukee have 18 games remaining on their schedule, and the Cubs are seven games behind the Brewers in the National League Central. While Milwaukee is in the driver’s seat, Chicago is still 0.5 games ahead of the Philadelphia Phillies for the top NL Wild Card spot.

Below, we'll break down our Cubs vs. Brewers prediction and picks for Monday’s MLB contest, including the run line, over/under, and key player picks for PrizePicks.

Make your Cubs vs. Brewers prediction and picks on PrizePicks now!

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Cubs vs. Brewers Prediction, Winner Payout, Over/Under – Monday, September 7

For the first game of the series, Cubs SP Matthew Boyd (4.38 xFIP across 102.1 IP) and Brewers SP Robert Gasser (4.33 xFIP across 86.2 IP) will square off on the mound.

Although Boyd is recording a 4.05 ERA, he sits in the 20th percentile in xERA (4.86) and 16th percentile in xBA (.265), per Baseball Savant. Besides struggling to miss bats with his 25th-percentile strikeout rate (18.7%), Boyd also has a concerning 16th-percentile barrel rate (9.5%).

On the other hand, Gasser is in the 44th percentile in xERA (4.15) with a 4.57 ERA across his first 16 starts. In addition to being in the 34th percentile in xBA (.251), Gasser also doesn’t excel in the swing-and-miss category with a 43rd-percentile strikeout rate (21.8%).

With the season winding down, the Cubs are posting the best wRC+ (137), best wOBA (.371), and best ISO (.241) over the last 14 days, per FanGraphs. The Brewers have also been strong at the plate recently, logging the third-best wRC+ (122) and fourth-best wOBA (.349) in the same two week-span. 

Entering Monday’s matchup, Chicago returns the seventh-lowest payout to win the World Series (11.11x) on PrizePicks Team Picks. Meanwhile, Milwaukee has the second-lowest payout (5.88x) in the same market.

Cubs vs. Brewers Winner Payout, Over/Under – Monday, September 7

The Brewers enter Monday’s game as a home favorite against the Cubs, returning a 1.75x payout if they win outright on PrizePicks.

Here are the full payouts for the Cubs vs. Brewers game on PrizePicks.

Make your Cubs vs. Brewers prediction on spread or over/under on PrizePicks now!

Team Picks data is live at the time of writing and is subject to change.

Cubs vs. Brewers Prediction on Over/Under – 9/7/26

Here are the key game stats and trends behind our Cubs vs. Brewers prediction on the total runs scored for Monday, September 7.

• The Cubs and Brewers have gone over the listed total in five of their last seven head-to-head meetings in 2026, and there have been at least 10 total runs scored in four of the last six.
• Additionally, Chicago is 8-2 to the over in their last 10 games, while Milwaukee is 6-3-1 in the same span.
• Aside from Boyd giving up at least 3 ER in four of his last six starts, he surrendered 3 ER and 7 hits while striking out 3 batters in 5.1 IP against Milwaukee on September 1.
• Across the last month, the Brewers have accrued the 11th-best wRC+ (106), 11th-best wOBA (.324), and 12th-best ISO (.158) against left-handed pitching.
• Gasser has coughed up multiple ER in 12 of his 16 starts in 2026, including in his most recent outing against Chicago on September 1.
• In the same 30-day sample from above, the Cubs have tallied the third-best wRC+ (128), third-best wOBA (.358), and best ISO (.260) against lefty hurlers.

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Cubs vs. Brewers Picks, Player Stats for PrizePicks: 9/7/26

Here are the top Cubs vs. Brewers picks to target on Monday, September 7. Today’s MLB picks for PrizePicks include Pete Crow-Armstrong and William Contreras.

Cubs CF Pete Crow-Armstrong vs. Brewers: 1.5 Hits + Runs + RBI

• Despite Crow-Armstrong being in a lefty-lefty matchup against Gasser, he has a 163 wRC+, .409 wOBA, and .253 ISO in that split this season.
• During August, Crow-Armstrong had a 185 wRC+, .442 wOBA, and .424 ISO.
• Crow-Armstrong has achieved at least 2 hits + runs + RBI in 9 of his last 10 games.
• As the leadoff hitter on the visiting team, Crow-Armstrong has an increased chance to see more plate appearances.

Add Pete Crow-Armstrong to your PrizePicks lineup now.

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Brewers C William Contreras vs. Cubs: 1.5 Hits + Runs + RBI

• On the season, Contreras owns a 118 wRC+, .344 wOBA, and just a 15.4% strikeout rate against lefty pitching.
• Contreras has a 116 wRC+ and .338 wOBA at home compared to a 98 wRC+ and .317 wOBA on the road this year.
• Across his last eight games, Contreras has earned at least 2 hits + runs + RBI in six of them.
• Boyd is registering a 4.55 xFIP and 1.70 HR/9 to righties versus a 3.93 xFIP and 0.32 HR/9 to lefties in 2026.

Add William Contreras to your PrizePicks lineup now.

Make Cubs vs. Brewers Picks on PrizePicks

Runs have been common when the Cubs and Brewers have faced each other this season. With Chicago and Milwaukee both setting their sights on a World Series run, who will come out on top in Monday’s contest?

Don’t wait until the first pitch happens — make your Cubs vs. Brewers picks on PrizePicks now and earn real money if you’re right.

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