The Padres made the postseason for the first time as a franchise in 1984, with Lollar going 11–13 with a 3.91 ERA. He made two postseason starts—one each in the NLCS and the World Series—but did not make it out of the fifth inning in either one. In the third game of the World Series, against the Detroit Tigers, Lollar pitched just 1.2 innings, giving up four runs, including a home run to Marty Castillo. After the season, he was traded to the White Sox, along with Ozzie Guillén, Bill Long and Luis Salazar, primarily in exchange for LaMarr Hoyt.