Cubs’ perfect trade offer for $77 million Pirates star having career season

At the moment, a lot of events have gone the way of the Chicago Cubs. The team’s massive trade for superstar outfielder Kyle Tucker has paid off nicely. Center fielder Pete Crow-Armstrong has become one of the front runners for the NL MVP in his second big-league season. Japanese ace Shota Imanaga recently returned from a long IL stint. The North Siders are first in the NL Central. So far, pretty good for the Cubbies.

However, it is clear that reinforcements are needed. President of baseball operations Jed Hoyer knows this. He’s also in the final season of his contract, so any moves he could try and pull before the upcoming MLB trade deadline could directly affect his future. Of course, if Hoyer decides to stay pat like he has in the past, then another opportunity for Chicago to capture a World Series title could certainly pass them by.

One area that needs help is the starting rotation. Imanaga is back, but left-hander Justin Steele is out for the foreseeable future due to Tommy John surgery. Veteran Jameson Taillon is also on the shelf, and Javier Assad is still dealing with a strained oblique. It’s safe to say that Imanaga, Matthew Boyd and prized rookie Cade Horton need help. There is one arm that Hoyer and the Cubs’ brass should target. That arm is none other than Pittsburgh Pirates veteran Mitch Keller, who is in the midst of a career season. What type of package would it take to bring Keller to Wrigley Field?

Mitch Keller could provide big boost to Cubs rotation

Cubs' perfect trade offer for $77 million Pirates star having career season
Mandatory Credit: Kamil Krzaczynski-Imagn Images

The trade market for starting pitching does look a bit thin heading into the deadline. The top arm is likely Miami Marlins ace Sandy Alcantara, even with his inflated ERA in addition to his ups and downs. Although Alcantara is under contract for the next couple of seasons, there’s no telling if he will ever return to his previous Cy Young form. That is why an arm like Keller, who has long been a dependable option, might be worth a bit more in this season’s market.

The current Pittsburgh rotation staple is under contract for the next four seasons, so it would give the Cubs plenty of time to see if this career year he’s currently having is sustainable. The good news is that Hoyer and his front office still has a solid farm system. There are plenty of options that the Pirates would love to have. For example, a package centered around one of their Triple-A outfielders in Owen Caissie or Kevin Alcantara, plus a young pitcher who has shown flashes in the majors, like Jordan Wicks or Ben Brown, would be a good start to offer Pittsburgh.

It would likely take a little more than that to get Keller in the door, particularly before this year’s trade deadline. One or two more pieces, particularly younger names such as MLB.com top 30 ranked Jaxon Wiggins (ranked eighth, in Double-A) and infielder Ben Cowles (number 22, in Triple-A as well), could be enough for Hoyer to bring Keller to Wrigley Field. If that type of deal does go down, then the Cubs’ chances at another World Series run should increase considerably.

Related Posts

🚨 PROSPECT WATCH HEATS UP: The 2026 South Side Sox Prospect Vote has officially reached Round 30, and the conversation is getting louder — and more divided — than anyone expected. Names once flying under the radar are suddenly gaining momentum. Fan perception, upside debates, and long-term projection are colliding in real time. This round could quietly redefine how the Chicago White Sox’ future is viewed 👇

White Sox Prospect Vote Update: Juan Carela Climbs Back Into the Spotlight as No. 29, While Nico Hoerner Style Jumps From Veterans Fuel the Ballot Juan Carela…

🚨 UNDER-THE-RADAR ADDITION WITH BIG IMPLICATIONS: The Cincinnati Reds quietly strengthened their pitching staff by signing a reliable former Atlanta Braves arm in free agency. It’s not the flashiest move — but insiders say it’s the kind contenders swear by. Consistency, experience, and clubhouse trust all factor into this decision. Sometimes the smartest upgrades happen without headlines 👇

Reds Double Down on Playoff Push by Adding Pierce Johnson, Borrowing a Page From Braves’ Bullpen Blueprint After breaking through and reaching the postseason in 2025, the…

🚨 INSIDE MOVE AMID THE NOISE: The Boston Red Sox quietly signed a reliever with ties to the Houston Astros and Miami Marlins — and the timing is impossible to ignore. While the Alex Bregman drama dominates headlines, this under-the-radar move hints at deeper planning. Insiders say Boston isn’t distracted — they’re multitasking. Sometimes the real story isn’t the loudest one 👇

Red Sox Face Mounting Scrutiny After Quiet Free Agency as Seth Martinez Signing Does Little to Ease Fan Frustration The Boston Red Sox have experienced one of…

🚨 REPORT | FREE AGENCY PIVOT STUNS LEAGUE: The New York Yankees have reportedly made a jarring pivot in their pursuit of Kyle Tucker, and it’s catching rival executives off guard. What once felt like a straight-line chase has abruptly changed direction. Insiders suggest new priorities — not price — triggered the shift. One unexpected turn may have just rewritten the Yankees’ entire offseason script 👇

Yankees Shift Offseason Strategy as Cody Bellinger Talks Stall and Kyle Tucker Emerges as Serious Alternative The New York Yankees entered the offseason with a clear priority….

🚨 FINANCIAL PRESSURE IGNITES TRADE TALK: A $35M infielder with the Chicago Cubs is suddenly staring at real trade danger — and it all traces back to Tom Ricketts’ growing reluctance to cross the CBT line after Alex Bregman’s hefty deal. What once felt like roster stability is now cracking under financial tension. Insiders say this isn’t about talent, but tolerance for spending. One contract elsewhere may have quietly put this Cub on the clock 👇

Cubs’ Alex Bregman Blockbuster Could Trigger Major Roster Shake-Up as Nico Hoerner Emerges in Trade Rumors Landing Alex Bregman stands as one of the most significant moves…

🚨 GAME CHANGER: Milwaukee Brewers vs Chicago White Sox at American Family Field – You Won’t Believe the New Kickoff Time!

🚨 GAME CHANGER: Milwaukee Brewers vs Chicago White Sox at American Family Field – You Won’t Believe the New Kickoff Time! The Major League Baseball schedule for…