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Phillies vs Cubs MLB Baseball Odds & Expert Parlay Picks

Wrigley Field has a contest on tap as Philadelphia and Chi. Cubs will both be trying to pick up a win.

(Photo by Getty Images) Jameson Taillon

Philadelphia (14-13) at Chi. Cubs (17-11)

  • When: Apr 27 2025, 7:10 PM
  • Where: Wrigley Field, Chicago
  • Where to watch: ESPN

Phillies vs. Cubs Betting Preview, Expert Prediction & Player Prop Picks

Moneyline: Cubs -118 | Total: 8.5

Philadelphia Phillies Outlook

The Phillies desperately needed a spark, and they finally got it Saturday by unloading for a 10-4 victory over the Cubs. After being shut out in the series opener, Philadelphia’s offense erupted, fueled by a six-run fourth inning and clutch hitting with runners in scoring position. Bryce Harper, Max Kepler, and Kyle Schwarber all delivered multi-RBI games, providing a glimpse of what this lineup is capable of when it clicks.

Now, Aaron Nola will look to ride that momentum and snap his personal losing skid. Nola enters Sunday’s matchup at a brutal 0-5 with a 6.43 ERA, and the long ball has been his biggest enemy. However, facing the Cubs could be just what he needs—Nola holds a 7-2 career record against Chicago, even if his ERA sits higher than he’d like.

Philadelphia’s offense seems to have found a rhythm again, and if Nola can limit the damage, the Phillies are live underdogs with value to pull the minor upset.

Phillies Prop Picks:
Bryce Harper Over 1.5 Total Bases
Aaron Nola Over 5.5 Strikeouts
Kyle Schwarber to Record an RBI

Chicago Cubs Outlook

The Cubs still hold the slight edge as -118 favorites but are coming off a rough loss where their pitching staff got rocked. Jameson Taillon will try to steady the ship Sunday night. He’s been decent lately, posting three straight outings with only one earned run allowed. However, his career struggles against Philadelphia are glaring—2-4 with an ugly 7.41 ERA across eight starts.

Offensively, Chicago has some bright spots. Seiya Suzuki is on a tear, racking up 23 RBIs over his last 19 games. Jon Berti has stepped up nicely at third base, providing some consistency after roster shakeups. However, veteran Justin Turner continues to scuffle, hitting just .163, and the Cubs will need more from the bottom of their lineup to back up Taillon properly.

Chicago’s best path to cashing as a favorite will be jumping on Nola early and hoping Taillon can navigate through the heart of the Phillies’ order.

Cubs Prop Picks:
Seiya Suzuki Over 0.5 RBIs
Jameson Taillon Over 17.5 Pitcher Outs
Nico Hoerner Over 1.5 Hits + Walks

Expert MLB Prediction

Philadelphia’s bats finally woke up, and with Nola’s strong history against the Cubs, they could carry the momentum into a series win. Chicago’s shaky bullpen and Taillon’s history vs. Philly are concerns.

Pick: Phillies ML (-102)
Prediction: Philadelphia 5, Chicago 4
Lean: Over 8.5 – Both pitchers can give up runs, and the ball could fly early at Wrigley.

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