As hard as it may be to watch, the Chicago Cubs should be locked in on the World Series. Not only should it serve as a learning opportunity as they look to return to the championship round themselves, but you never know what opportunities may arise in free agency.

With plenty of money to spend, the Cubs are expected to be a serious player on the free-agent market in a matter of months. The Brewers and Rays may not be overflowing with available talent, but they each have at least one name who could be worth pursuing for the Cubs.

Let's go over a free-agent-to-be from each team that the Cubs should have their eye on this winter.

Freddy Peralta

Oct 19, 2026; St. Petersburg, Florida, USA; Tampa Bay Rays pitcher Freddy Peralta (51) speaks in a press conference after defeating the Cleveland Guardians in game six of the ALCS for the 2026 MLB Playoffs at Tropicana Field.…