Cubs vs Pirates Prediction, Odds & Player Prop Bets Today – MLB, May 27

Pittsburgh Pirates' Spencer Horwitz rounds the bases after hitting a solo home run in the seventh inning of a baseball game against the Atlanta Braves, Friday, Sept. 26, 2025, in Atlanta. (AP Photo/Colin Hubbard)
(AP Photo/Colin Hubbard)
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  • The Cubs are -110 favorites vs the Pirates
  • Cubs vs Pirates Over / Under today: 8.5 Runs
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The Chicago Cubs (-110) visit PNC Park to take on the Pittsburgh Pirates (-110) on May 27, 2026. First pitch is scheduled for 6:40 pm in Pittsburgh, PA.

This season, the Cubs are 29-26 against the spread (ATS), while the Pirates are 29-25 ATS.

Cubs vs Pirates Starting Pitchers Today:

  • Cubs starting pitcher: Jameson Taillon 2-4, 5.18 ERA
  • Pirates starting pitcher: Bubba Chandler 1-6, 4.76 ERA

Cubs vs. Pirates Odds, Run Line, Over/Under & Moneyline

SpreadOver / UnderMoneyline
Cubs-1.5 +150O 8.5 +100-110
Pirates +1.5 -185U 8.5 -120-110

Cubs vs Pirates Prediction for Today’s Game

Based on recent trends the model predicts the Pirates will win Wednesday‘s MLB game with 52.5% confidence, factoring in game simulations, recent player performances, starting pitchers and injuries.


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We’ve highlighted some favorite MLB player prop bets for Cubs players for Wednesday‘s game, looking at profitable historical betting trends:

Best Cubs Player Prop Bets Today:

  • Nico Hoerner has hit the Hits Under in 21 of his last 25 games (+16.15 Units / 31% ROI)
  • Dansby Swanson has hit the Singles Under in 20 of his last 25 away games (+12.25 Units / 32% ROI)
  • Michael Busch has hit the Walks Over in 17 of his last 25 games (+12.00 Units / 47% ROI)
  • Alex Bregman has hit the RBIs Under in 21 of his last 25 away games (+12.00 Units / 20% ROI)
  • Ian Happ has hit the Total Bases Under in 15 of his last 20 games (+10.85 Units / 41% ROI)

And here are some favorite MLB player prop bets for Pirates players for Wednesday‘s game, looking at profitable historical betting trends:

Best Pirates Player Prop Best Bets Today:

  • Spencer Horwitz has hit the Home Runs Over in 3 of his last 7 games (+22.50 Units / 321% ROI)
  • Konnor Griffin has hit the Runs Over in 16 of his last 25 games (+15.00 Units / 60% ROI)
  • Henry Davis has hit the Singles Under in 21 of his last 25 games (+13.80 Units / 30% ROI)
  • Spencer Horwitz has hit the Total Bases Over in 13 of his last 15 games (+13.70 Units / 65% ROI)
  • Spencer Horwitz has hit the Hits Over in 20 of his last 25 games (+12.20 Units / 29% ROI)
  • The Chicago Cubs have hit the 1st Five Innings (F5) Team Total Under in 13 of their last 16 games (+9.95 Units / 52% ROI)
  • The Chicago Cubs have hit the Team Total Under in 13 of their last 16 games (+9.70 Units / 49% ROI)
  • The Chicago Cubs have hit the Game Total Over in 15 of their last 24 away games (+6.35 Units / 24% ROI)
  • The Chicago Cubs have hit the Moneyline in 22 of their last 40 games (+1.80 Units / 3% ROI)
  • The Pittsburgh Pirates have covered the 1st Five Innings (F5) Run Line in 31 of their last 50 games (+9.10 Units / 15% ROI)
  • The Pittsburgh Pirates have covered the Run Line in 28 of their last 50 games at home (+7.60 Units / 12% ROI)
  • The Pittsburgh Pirates have hit the 1st Five Innings (F5) Team Total Over in 30 of their last 50 games at home (+7.40 Units / 12% ROI)
  • The Pittsburgh Pirates have hit the Game Total Over in 15 of their last 24 games at home (+5.10 Units / 19% ROI)
  • The Pittsburgh Pirates have hit the 1st Five Innings (F5) Moneyline in 14 of their last 23 games (+5.05 Units / 16% ROI)

Cubs Against the Spread (ATS) Record

Against the spread this season, the Cubs are 21-34 against the Run Line (-14.6 Units / -22.6% ROI).

  • 29-26 when betting on the Moneyline for -3.55 Units / -4.74% ROI
  • 30-24 when betting on the total runs Over for +4.2 Units / 6.98% ROI
  • 24-30 when betting on the total runs Under for -8.95 Units / -14.67% ROI

Pirates Against the Spread (ATS) Record

Against the spread this season, the Pirates are 29-25 against the Run Line (+4.85 Units / 7.08% ROI).

  • 29-26 when betting on the Moneyline for -2 Units / -2.84% ROI
  • 28-25 when betting on the total runs Over for +0.3 Units / 0.49% ROI
  • 25-28 when betting on the total runs Under for -5.55 Units / -9.24% ROI

Pirates vs Cubs Home Run Prop Bets Today

Yes
Brandon Lowe +270
Oneil Cruz +350
Mike Busch +450
Marcell Ozuna +450
Seiya Suzuki +525

Pirates vs Cubs Total Hits Prop Bets Today

Over Under
Spencer Horwitz 0.5 -250 0.5 +180
Nico Hoerner 0.5 -250 0.5 +185
Nick Gonzales 0.5 -250 0.5 +185
Brandon Lowe 0.5 -225 0.5 +165
Bryan Reynolds 0.5 -220 0.5 +160

Pirates vs Cubs Strikeout Prop Bets Today

Over Under
Mike Busch 0.5 -250 0.5 +180
Marcell Ozuna 0.5 -200 0.5 +145
Konnor Griffin 0.5 -190 0.5 +140
Bryan Reynolds 0.5 -190 0.5 +140
Dansby Swanson 0.5 -190 0.5 +140

Cubs Keys to the Game vs. the Pirates

The Cubs are 22-0 (1.000) when leading entering the 7th inning this season — tied for best in MLB; League Avg: .864.

The Cubs are 23-0 (1.000) when leading entering the 8th inning this season — tied for best in MLB; League Avg: .898.

The Cubs are 8-1 (.889) when they’ve scored in the first inning this season — best in MLB; League Avg: .640.

The Cubs are 9-0 (1.000) when they’ve had 5 or more XBH this season — tied for best in MLB; League Avg: .788.

Pirates Keys to the Game vs. the Cubs

The Pirates are just 1-13 (.071) when allowing 10 or more hits this season — 2nd lowest in MLB; League Avg: .243.

The Pirates are just 2-23 (.080) when allowing 5 or more runs this season — lowest in MLB; League Avg: .208.

The Pirates are 27-3 (.900) when allowing 4 or fewer runs this season — 2nd best in MLB; League Avg: .719.

The Pirates are just 0-20 (.000) when trailing entering the 9th inning this season — tied for lowest in MLB; League Avg: .053.

Cubs hitters have an OBP of .347 (627 PA’s) against LHP this season — 2nd best in MLB.

Cubs hitters have drawn walks in 12% of their PA’s against RHP this season — best in MLB.

Cubs hitters have drawn walks in 11% of their PA’s against LHP this season — 5th best in MLB.

Cubs hitters have drawn walks in 14% of their PA’s when leading off an inning this season — best in MLB.

Pirates hitters have struck out in 27% of their PA’s against LHP this season — 3rd highest in MLB.

The Pirates are batting .316 when facing the starting pitcher for the 3rd time in a game this season — best in MLB.

The Pirates are batting .278 at home this season — best in MLB.

Pirates hitters have 36 extra-base hits out of 145 total hits (just 25%) against LHP this season — lowest in MLB.

Cubs pitchers have walked 8% of batters this season — 5th best in MLB.

Opponents have a groundball batting average of just .202 against Cubs pitchers with runners on base this season — best in MLB.

Cubs pitchers have picked-off 9 runners from first base this season — tied for most in MLB.

Cubs pitchers have allowed an exit velocity over 105 MPH 153 times this season — 4th most in MLB.

Pirates pitchers have walked 11% of batters when facing the leadoff batter in the inning this season — 4th highest in MLB.

Opponents have a groundball batting average of just .211 against Pirates pitchers this season — best in MLB.

Pirates pitchers have allowed a slugging percentage of just .362 this season — 5th best in MLB.

Pirates pitchers have allowed 47 home runs this season — tied for 3rd fewest in MLB.

More MLB Reading:


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Our BetMGM betting authors are experts who focus on individual game matchups & player prop bets with an emphasis on betting odds, lines & predictions.

Our BetMGM betting authors are experts who focus on individual game matchups & player prop bets with an emphasis on betting odds, lines & predictions.