Once again, the word “desperate” has popped up to describe the Chicago Cubs’ trade deadline pursuit of starting pitching.
In a recent summary of deadline chatter and updates, Bob Nightengale of USA Today mentioned the Cubs’ continued interest in the Pittsburgh Pirates’ Mitch Keller and how much they may be willing to give up for the right-hander.
Per Nightengale:
“The Cubs desperately want another starter at the deadline, targeting Mitch Keller of the Pirates, and would include outfield prospect Owen Caissie to make it work.”
Owen Caissie, trade bait

The 23-year-old Caissie, Chicago’s no. 1 prospect, is widely regarded as the team’s top piece of trade capital and has been rumored in deals since the offseason when the team pursued the Miami Marlins’ Jesus Luzardo before abandoning the deal due to a dubious Luzardo physical.
It’s been widely reported, though, that Cubs president of baseball operations Jed Hoyer is unwilling to move the power-hitting corner outfielder for a rental player. Caissie factors into the team’s plans when/if they can’t re-sign Kyle Tucker after this season and the Cubs would have to get a player with years of team control to give up that right field insurance policy.
Chicago Cubs pursuing team-controlled pitchers

The 29-year-old Keller is signed through 2028 on a contract worth about $55.5 million. He’s currently having a career year with a 3.53 ERA in 21 starts, but his career ERA is right around the 4.40 mark. His ground ball-inducing pitch arsenal is projected to go over well at Wrigley Field, with the elite-level Cubs defense working behind him. His durability is also a plus as he’s passed 30 appearances his last three seasons and is on pace to do so again this year.
Keller would look good slotted between lefties Shota Imanaga and Matthew Boyd and he’d definitely be an improvement over Colin Rea or Ben Brown in the rotation.
But the Pirates are surely fielding other offers for Keller and the asking price will go up as high-end starters begin to disappear off the trade market.
Feeling the heat

No doubt, the Cubs are feeling the heat, though.
One source of heat is coming from the Milwaukee Brewers, who caught the Cubs atop the NL Central Division, passed them, and now are tied with them in first place.
The other heat is coming from the ticking clock as the July 31 trade deadline nears and they’ve yet to fill any of the roster holes targeted.
The goal for much of the season, once it was established that this Cubs team had some magic motoring them, was a deep playoff run and maybe even a World Series appearance. The goal right now is to stave off the red-hot Brewers and actually GET to the postseason.
Either way, the team needs some key pickups to ensure they get where they want to go.
Chief among their needs is starting pitching, as the battered and strained rotation has started to come apart at the seams.
There’s little hope for big postseason success when everything past your top two starters is a question mark and/or a cross-your-fingers proposition. The Cubs are in an especially precarious situation when one of those two top starters, Boyd, has a history of injury and hadn’t thrown more than 100 innings since 2019 and the other, Imanaga, showed a 2 mph dip in velocity during his most recent (awful) outing.
The feeling is that something will give when it comes to the Cubs’ pursuit of starting pitching. They should get somebody to plug up a hole there and they’ll most likely give up Owen Caissie in order to do that.
For More Great Chicago Sports Content
Get the latest Chicago sports news, analysis, and breaking stories on the Bears, Bulls, Blackhawks, Cubs, White Sox, Sky, and more! Tap the star to add us to your favorites on Google News, so you never miss a story on your favorite Chicago teams.
Follow us on Twitter at @chicitysports23 for more great content. We appreciate you taking time to read our articles. To interact more with our community and keep up to date on the latest in Chicago sports news, JOIN OUR FREE FACEBOOK GROUP by CLICKING HERE