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MLB Prop Bets: Chicago Cubs vs Milwaukee Brewers (May 20, 2026)

The Milwaukee Brewers (28-18) face the Chicago Cubs (29-20) at Wrigley Field on Wednesday at 7:40pm (ET). Let's take a look at the MLB Prop Bets for the matchup. Kyle Harrison is the probable pitcher for the Brewers, while Edward Cabrera is the probable pitcher for the Cubs. The Cubs are favored to win at -117, while the Brewers are at -103. The total runs line is set at 6.5, with OVER at -110 and UNDER at -110.

  • The Brewers (+167) have a 27-19 Run Line record this season, while the Cubs (-204) hold a record of 22-27.
  • The Brewers have a 22-23-1 O/U record this season (meaning 22 games have gone over the total runs line, 23 have gone under and one has resulted in a push). The Cubs have a 27-20-2 O/U record.

Scoring Insights

  • The Brewers are averaging 5.0 runs per game this season (5th in the league). Comparatively, the Cubs are averaging 5.0 (6th).
  • In the field, the Brewers are allowing only 3.5 runs per game this season (3rd in the league), while the Cubs are allowing an average of 4.3 runs (T12th).

Let's take a look at how these teams perform in some other key statistical areas.

Batting Insights:

Batting Average

  • Looking at their batting averages this season, the Brewers are at .247 (ranking 9th in the Major leagues), while the Cubs are batting .245 (10th).

Home Runs

  • In terms of total home runs this season, the Cubs have hit 58 (9th in the Major Leagues). Meanwhile, the Brewers have managed 33 (30th).

Runs Batted In

  • Finally, looking at their runs batted in, the Brewers have recorded 221 RBIs to rank 6th in the MLB this season. Comparatively, the Cubs have recorded 227 RBIs to rank 5th.

Pitching Insights:

Earned Run Average

  • The Cubs have an earned run average of 4.11 this season (16th in the Majors), while The Brewers have an ERA of 3.25 (3rd).

Strikeouts

  • Turning our attention to total strikeouts, the Brewers have recorded 449 this season, ranking 4th in the MLB. Meanwhile, the Cubs rank T18th for total strikeouts, recording 393.

Opponent Batting Average

  • Opponents are batting an average of .236 against the Cubs this season (12th in the Major Leagues). Comparatively, the Brewers' opponents are at .224 (4th).

First Innings Moneyline

  • Here are their first innings moneyline records in 2026.
    Total Home Road Favorite Underdog Neutral Last 10
    Brewers 12-11-23 5-7-12 7-4-11 10-7-14 2-4-9 0-0-0 3-3-4
    Cubs 9-9-31 5-4-16 4-5-15 8-4-21 1-5-10 0-0-0 2-2-6

Lead After Three Innings

  • Here are their records after the first three innings in 2026.
    Total Home Road Favorite Underdog Neutral Last 10
    Brewers 20-16-10 10-8-6 10-8-4 14-9-8 6-7-2 0-0-0 5-4-1
    Cubs 22-15-12 13-7-5 9-8-7 17-8-8 5-7-4 0-0-0 1-5-4

NRFI/YRFI

  • The NRFI is 23-23 in Brewers games this season. The Cubs have a 31-18 NRFI record.

Last Time They Met

The Brewers recorded a 5-2 victory over the Cubs at Wrigley Field yesterday. Brice Turang dominated at the plate in that matchup, notching 1 home run, 2 singles and 2 RBIs. The Brewers have now won three straight against the Cubs.