Cubs get massive update on Tarik Skubal free agency chase

The Chicago Cubs are expected to "make a run" at two-time Cy Young Award winner Tarik Skubal this offseason, according to MLB insider Jim Bowden.

Speaking on CBS Sports, Bowden addressed the Cubs' chances of landing the 29-year-old left-hander.

"They absolutely do have the money, without a doubt," Bowden said.

"Will the Cubs make a run? We're hearing yes."

The Cubs are coming off an 89-73 season in 2026.

They are looking to improve their roster for 2027.

Starting pitching is a clear priority this winter.

Five pitchers from the 2026 roster are heading into free agency.

MLB insider Ken Rosenthal recently said the team will be active in the starting pitching market.

Rosenthal predicted the Cubs will "sign or acquire at least two starting pitchers" this offseason.

He briefly mentioned Skubal as a possibility.

"I don't expect them to sign Skubal, but it's not as if they are looking in a market barren for the teams looking for offense," Rosenthal said on "Foul Territory."

Skubal was traded to the Los Angeles Dodgers last season.

He spent nearly seven years with the Detroit Tigers before the deal.

In 26 combined starts in 2026, Skubal posted a 2.72 ERA.

He recorded 186 strikeouts and a 12-7 record.

He is a two-time AL Cy Young Award winner.

Bowden emphasized that Skubal will command a historic contract.

"One thing that we do know, when it's all said and done, there will not be a pitcher in baseball that makes more money ever in the history of the game than Tarik Skubal," Bowden continued.

Other teams are also pursuing Skubal.

The New York Mets and New York Yankees are considered front-runners.

The San Diego Padres have emerged as a dark-horse suitor under new ownership.

ESPN's Kiley McDaniel reported that some around the league believe Skubal will land a long-term deal in the "$325-400 million area" or a short-term pact with a high annual average, "such as three years, $150 million with two opt-outs."

A lockout is expected to begin on Dec. 1.

Many predict a flurry of activity before new payroll rules take effect under a new collective bargaining agreement.

The Cubs have the financial flexibility to compete for Skubal.

Bowden made clear that money is not an obstacle for Chicago.

Whether the Cubs ultimately land Skubal remains to be seen.