On December 20, 2007, he signed with the Philadelphia Phillies to compete for a spot in their starting rotation. Though he lost out to Adam Eaton for a starting spot, Durbin enjoyed a strong season out of the bullpen for the eventual World Series Champions. In 2009, Durbin earned the first two postseason victories of his career, as he was the winning pitcher in Game 3 of the NLDS against the Colorado Rockies and Game 5 of the NLCS against the Los Angeles Dodgers. The latter clinched a second straight trip to the World Series for the Phillies, where they'd lose to the New York Yankees in six games. Durbin spent one more season with the Phillies before rejoining the Indians as a free agent on March 1, 2011.