Skip to main content

Cubs trading Jameson Taillon to Blue Jays gives them surprising trade deadline flexibility

They found a taker.
May 22, 2026; Chicago, Illinois, USA; Chicago Cubs starting pitcher Jameson Taillon (50) delivers a pitch against the Houston Astros during the first inning at Wrigley Field. Mandatory Credit: Kamil Krzaczynski-Imagn Images
May 22, 2026; Chicago, Illinois, USA; Chicago Cubs starting pitcher Jameson Taillon (50) delivers a pitch against the Houston Astros during the first inning at Wrigley Field. Mandatory Credit: Kamil Krzaczynski-Imagn Images | IMAGN IMAGES via Reuters Connect

As the Chicago Cubs are still plotting a move of consequence ahead the trade deadline, there's been finality provided on Jameson Taillon's status. The Cubs are trading the veteran starting pitcher to the Toronto Blue Jays in exchange for cash considerations.

Taillon was designated for assignment by the Cubs last week when it became clear that he was no longer a viable option for the starting rotation. Through 15 starts this season, Taillon sat with an ERA of 5.92 while giving up 25 home runs.

Cubs finding a taker for Jameson Taillon adds some added financial flexibility at trade deadline

The exact figure hasn't been disclosed, but the Blue Jays absorbing some of Taillon's remaining money does offer the Cubs additional room at the deadline. The Cubs have already crossed into the luxury tax for the 2026 season, and are estimate to be around $13 million under the second threshold.

Of course, the biggest goal the Cubs have as the deadline approaches is replacing Taillon's spot in the rotation. Even before his departure, the expectation was that the Cubs would focused on bolstering the starting rotation. Now, it would seem there's a possibility the Cubs add two starting pitchers and a relief pitcher before the deadline.

Options are starting to dwindle. On Saturday night, Luis Castillo was traded to the Chicago White Sox, and Tarik Skubal landed with the Los Angeles Dodgers. The Cubs were connected to Skubal over the past week, but reporting indicated that as talks advanced on Saturday, Chicago fell to the back of the pack.

Freddy Peralta was another target for the Cubs, and he was dealt to the Tampa Bay Rays on Sunday.

There's no need to panic yet, considering the number of available starting pitcher that remain available. Even after the trade of Castillo, the Seattle Mariners are believed to be open to the idea of moving one of George Kirby or Reid Detmers. Reid Detmers and Jose Soriano are still available with the Los Angeles Angels, and Kevin Gausman and Robbie Ray are among the rentals still on the board. Not to mention Clay Holmes, who also is on the Cubs' radar ahead of Monday's deadline.

The path is certainly narrowing, but not to the extent that the Cubs can't still have a successful deadline. Though, Jed Hoyer and Carter Hawkins don't exactly have the benefit of the doubt with the fanbase.

Add us as a preferred source on Google

Loading recommendations... Please wait while we load personalized content recommendations