Chicago Cubs’ big second-half pitching hopes may center on recoveries, not trades

The Chicago Cubs are riding high right now, carried to a somewhat comfortable first-place spot in the NL Central Division by their league-best offense.

Their formerly shaky bullpen has also solidified in recent weeks, making it one of the most reliable relief corps in baseball at the moment.

The live-or-die aspect of the team, though, may be its starting pitching.

The Cubs lost their ace Justin Steele to an elbow injury back in early April, and they won’t have him back until May-June of next year, at the earliest. Then, they lost co-ace lefty Shota Imanaga to a hamstring injury in early May. And, before all of that, Javier Assad was lost due to an oblique issue.

For those keeping tabs, that makes 60% of their starting rotation lost for all, or most, of the season thus far.

The Chicago Cubs’ Starting Rotation Has Held Together, Somewhat

MLB: Philadelphia Phillies at Chicago Cubs Apr 27, 2025; Chicago, Illinois, USA; Chicago Cubs pitcher Jameson Taillon (50) throws the ball against the Philadelphia Phillies during the first inning at Wrigley Field. Mandatory Credit: David Banks-Imagn Images

Despite the losses and setbacks, the Cubs’ rotation has actually held together quite well. With Jameson Taillon and free agent acquisition Matthew Boyd leading the way, along with veteran Colin Rea, sophomore Ben Brown, and top pitching prospect Cade Horton, the staff has been outstanding in spots and iffy in others. Overall, though, they’ve been good enough not to be a liability.

But “good enough to not be a liability” won’t be good enough in the postseason or even in the late-season drive to make postseason play. The Cubs need starting pitching.

The big hope among fans is that the front office will pull off some big deal by trade deadline, bringing over a stud top-of-rotation starter for the playoff race.

The Realities Of The Deadline Trade Market

MLB: Chicago Cubs Press Conference Chicago Cubs president of baseball operations Jed Hoyer talks to the media after introducing pitcher Shota Imanaga (not pictured) during a press conference at Loews Chicago Hotel. Mandatory Credit: Kamil Krzaczynski-Imagn Images

But the trade market looks like it will be pretty slim this year, especially when it comes to high-end starters. Of the few who may be available, some, like Miami’s Sandy Alcantara and Arizona’s Zac Gallen, are performing poorly and may not be desirable fits because of it. The remaining starters will require a hefty haul in return, as it will most definitely be a seller’s market.

And given that the Cubs have not been generally known for big, bold in-season trades, the team may find itself on the losing end of trade bidding wars.

So, what does that mean for Chicago’s push to bring in an ace-level starting pitcher?

They may NOT get one, at least not from the outside.

The Cubs May Have To Look Internally For Second-Half Pitching Help

MLB: Chicago Cubs at Arizona Diamondbacks Mar 29, 2025; Phoenix, Arizona, USA; Chicago Cubs pitcher Shota Imanaga (18) reacts after the seventh inning against the Arizona Diamondbacks at Chase Field. Mandatory Credit: Rick Scuteri-Imagn Images

The Cubs may have to settle for returning assets to be their rotation-fortifying additions. Notably, Imanaga.

According to Andy Martinez of Marquee Sports Network, Imanaga has flown to Arizona to face live hitters. This news comes after the news that the Japanese star had pitched back-to-back bullpen sessions without discomfort.

These are positive updates when it comes to Imanaga’s return and, with a short rehab stint in Iowa, it means that they could get him back at full strength somewhere around the all-star break.

The progress of Assad is a bit hazier, with the last word being that he had started playing catch about a week ago. Optimistically, the Cubs could hope to have him back in some capacity by late summer, just in time to help eat some innings in long relief and/or possibly spot start.

If the high-end trade market proves to be too unfriendly, the team may have to settle on a second-tier pitching addition or two for the sake of depth and to give manager Craig Counsell flexibility and maneuverability to make the most with what he has.

More and more, it appears that this might be the path the Cubs will have to take as the real playoff race takes shape. For now, everyone will just cross their fingers that Imanaga gets back, Assad can contribute something, and that no other pitchers go down to injury.