See Picks and Betting Line for Cubs vs Pirates – Wednesday, May 27, 2026

Chicago Cubs logo

Chicago Cubs

@
Pittsburgh Pirates logo

Pittsburgh Pirates

+105O/U: 8.5
(-120/+100)
-125

Chicago Cubs Insights

  • Chicago Cubs – Moneyline (+105)
    Among every team on the slate today, the 2nd-best infield defense is that of the the Chicago Cubs.
    Explain: Defense is an integral part of preventing hits and runs.
  • Moises Ballesteros – Over/Under 0.5 Total Bases (-135/+105)
    Based on Statcast data, the leading projection system (THE BAT X)’s version of Expected HR per 600 plate appearances (11.4) implies that Moises Ballesteros has been very fortunate since the start of last season with his 23.5 actual HR/600.
    Explain: xHR uses highly advanced Statcast data to measure a player’s home run ability more accurately than actual home runs can.
  • The Chicago Cubs have hit 32.2% of their balls in the air at least 100 mph this year, making them the #7 squad in MLB by this stat.
    Explain: To hit a home run, the ball must be hit in the air and hit hard enough to clear the fence. This metric is a strong indicator of this kind of power.

Pittsburgh Pirates Insights

  • Bubba Chandler – Over/Under 14.5 Pitching Outs (-185/+140)
    Tallying 14.1 outs per game per started this year on average, Bubba Chandler falls in the 15th percentile.
    Explain: A pitcher who averages more outs per start than his Outs prop may be a good bet to go over, and visa-versa for the under.
  • Marcell Ozuna – Over/Under 0.5 Hits (-170/+130)
    Marcell Ozuna has primarily hit in the top-half of the lineup this season (74% of the time), but he is penciled in 7th on the lineup card today.
    Explain: The lower in the order a player bats, the fewer plate appearances he will get and the fewer opportunities he will get to hit the Over for every market. A player who hits lower in the order than he normally does may provide extra value opportunity since the market may be based on him hitting higher.
  • Spencer Horwitz – Over/Under 1.5 Total Bases (+120/-155)
    In today’s matchup, Spencer Horwitz is at a disadvantage facing the league’s 10th-deepest LF fences given that he hits his flyballs to the opposite field at a 35.2% rate (89th percentile).
    Explain: This player’s skill set does not match up particularly well with the park he’s in today, which may lead to worse-than-usual performance.

Betting Trends

  • Pittsburgh Pirates – 1st Five Innings (F5) Run Line -0.5 (+105)
    The Pittsburgh Pirates have hit the 1st Five Innings (F5) Run Line in 13 of their last 20 games (+5.40 Units / 23% ROI)
  • Chicago Cubs – Over/Under 4.5 Team Total (+105/-135)
    The Chicago Cubs have hit the Team Total Under in 13 of their last 19 games (+6.20 Units / 27% ROI)
  • Spencer Horwitz – Over/Under 0.5 Hits (-250/+190)
    Spencer Horwitz has hit the Hits Over in 20 of his last 25 games (+12.20 Units / 29% ROI)