After Possum, Trey congratulated the hometown Chicago Blackhawks' victory over his beloved Philadelphia Flyers in the Stanley Cup Finals that ended two days before this show. Reba was performed without the whistling ending. Limb By Limb included an ending vocal jam. Trey teased San-Ho-Zay in Ghost. Antelope contained a Dave's Energy Guide tease by Trey in the intro section. Antelope subsequently contained a Fish drum solo. "Jon Fishman" was substituted for "Marco Esquandolas" and Antelope's lyrics were further changed with "Been you to have any stick." This show featured the Phish debut of Show of Life.

This show featured the first Paul and Silas since November 29, 1998 (211 shows).  Trey explained that Paul and Silas was “sort of a request” for a fan he met the night before.  This show marked the debut of Windy City, which Trey indicated the band had been waiting to debut in Chicago.