TOP
OKC @ SA
U
TOP
O/U
MIN @ CHW
ATL @ BOS
TOR @ BAL
CHC @ PIT
HOU @ TEX

Chicago Cubs vs Pittsburgh Pirates MLB Predictions – 28.05.26

Last Updated: May 27, 2026 11:28 PM
Thursday, 28 May 2026 PIT -175
Chicago Cubs

Chicago Cubs

30-26
C. Rea
VS 6:40 PM
Pittsburgh Pirates

Pittsburgh Pirates

29-27
P. Skenes

Match Winner

Pittsburgh Pirates

Total Runs

Under 7.5

Tale of the Tape

Chicago Cubs CHC
Stat Comparison
PIT Pittsburgh Pirates
4.73 R/G 4.89
8.05 H/G 8.73
.238 BA .252
4.22 ERA 3.81

Key Matchup: Starting Pitchers

VS
C. Rea

C. Rea

4.83 ERA
4-3
P. Skenes

P. Skenes

3.00 ERA
6-4

Detailed Analysis

Who will win today? Chicago Cubs vs Pittsburgh Pirates MLB Preview

The Pittsburgh Pirates will secure the win because Paul Skenes and his 3.00 ERA are “lights out” at home, providing the necessary stopper to halt a Chicago Cubs offense that remains inconsistent despite their winning record. While the Cubs (30-26) have flashes of brilliance, they often struggle when facing elite velocity and high-leverage arms.

The Starter Showdown: C. Rea vs P. Skenes

Paul Skenes enters this game on a warpath, boasting a 3.00 ERA and an elite strikeout rate that leaves hitters guessing. His ability to maintain high velocity late into games makes him a nightmare for a Chicago Cubs lineup that can be prone to “fading” against top-tier prospects.

On the flip side, Colin Rea carries a 4.83 ERA and has been “shelled” in recent outings when his command wavers. The metrics suggest Rea is struggling with his hard-hit rate, which is a dangerous recipe when facing a Pittsburgh Pirates (29-27) squad hungry to defend their home turf.

Offensive Trends & Lineup Depth

The Chicago Cubs are coming off a high-scoring performance, but their history shows they often follow a big night with a “small ball” struggle. Their .245 AVG as a team indicates they rely heavily on stringing hits together, which is difficult against a pitcher like Skenes who limits base runners.

The Pittsburgh Pirates are looking to bounce back from a rough defensive showing and will likely rely on situational hitting to support their ace. With Skenes on the mound, the psychological momentum shifts heavily toward the Pirates, as the dugout knows they only need a few runs to secure the “rubber match.”

Looking for more action? See our More MLB Picks.

Our Final Verdict

The disparity in the pitching matchup is too wide to ignore, as Paul Skenes is currently pitching at a level that Colin Rea simply cannot match. Expect the Pittsburgh Pirates to control the tempo from the first pitch, keeping the Cubs bats quiet and ensuring the total stays low.

Pick to Win: Pittsburgh Pirates

Total Runs (Over/Under): under (Line: 7.5)

Last 5 Games: CHC

Form:
LLLLL
VS @PIT
L 1-12
VS @PIT
L 1-2
VS vs HOU
L 5-8
VS vs HOU
L 0-3
VS vs HOU
L 2-4

Last 5 Games: PIT

Form:
LWWWL
VS vs CHC
L 4-10
VS vs CHC
W 12-1
VS vs CHC
W 2-1
VS @TOR
W 4-1
VS @TOR
L 2-5

Written by Matt Dorsey

5 YEARS EXPERIENCE

Matt Dorsey turned his obsession with sports into a career five years ago, and he hasn't looked back. By combining a fan's passion with a veteran’s analytical eye, Matt provides reliable insights for the NBA, NHL, and NFL. He knows you’re looking for more than just a pick; you’re looking for a reason to trust the play. That’s why his work is always transparent, researched, and rooted in five years of proven results.

More MLB Action Today