The Chicago Cubs are actively pursuing Mitch Keller to strengthen their starting rotation as the trade deadline approaches this Thursday. With playoff aspirations intensifying, the Cubs aim to enhance their pitching staff to compete more effectively, particularly in light of Justin Seele’s season-ending injury.
While Cubs starting pitchers have maintained a 3.93 ERA so far this season, this performance trails behind division leaders the Milwaukee Brewers. To close the gap and boost their chances for a postseason berth, Chicago’s front office is considering bold moves to upgrade their rotation.
Targeting Mitch Keller from the Pittsburgh Pirates
The Cubs are exploring potential trade opportunities with the Pittsburgh Pirates, focusing on acquiring Mitch Keller. Although the Pirates are unlikely to part with their top prospect Paul Skenes, Keller has emerged as a valuable player under a lucrative five-year, $77 million contract inked in 2024.
In 21 starts this season, Keller has posted a solid 3.53 ERA and was recognized as an All-Star in 2023, combining reliability with multiple years of team control. His track record gives the Cubs a potential rotation boost, but the cost is expected to be high.
Balancing Talent Exchange: Owen Caissie’s Role in Trade Talks
Reports suggest that the Cubs may have to offer Owen Caissie, their top prospect, along with Cristian Hernandez, the No. 11 prospect, to acquire Keller. Caissie, 23, has impressed at Triple-A with a .278 batting average, .379 on-base percentage, and .569 slugging percentage, including 23 doubles and 20 home runs this season.
Given his offensive potential, Caissie represents a major asset who could fulfill significant needs for the Pirates, who currently rank at the bottom of the league in runs and home runs scored. This steep price forces the Cubs to carefully consider whether trading such a promising player aligns with their playoff objectives.
Evaluating the Risks and Rewards of the Proposed Deal
Baseball analyst Jim Bowden has pointed to the Pirates’ urgent need for power hitters, making Caissie a highly attractive target for Pittsburgh. This scenario places pressure on the Cubs’ management to decide if sacrificing a top prospect like Caissie is justified by the immediate improvement Keller could bring to their rotation.
“The Pirates need help in their lineup, and Caissie could be the piece that fills that gap.” —Jim Bowden, Baseball Analyst
As the trade deadline nears, the Cubs must weigh their options carefully, balancing the desire to strengthen their playoff push with the long-term value represented by their promising prospects. The outcome of these negotiations will significantly influence the team’s direction for the remainder of the season.