Over the past four season, Ted Lilly has been the best pitcher in the Cubs rotation. However, he is now in the final year of his deal stuck on a team with hardly any chance of making the playoffs. Teams like Lilly, especially because he is one of the most competitive players in the league. He is a gamer, and the Cubs have really benefitted from his competitive nature.
If the Cubs don't move Lilly, it will be considered a big mistake for the club because they likely won't resign him beyond this year. However, he could be a Type-A free agent and net a team two draft picks.
The Cubs are reportedly looking for a pitching prospect or two in return.