Live in Chicago is a bonus CD release by American guitarist, composer, and vocalist Trey Anastasio, who is best known as a founder of the rock band Phish. It was released as a free gift when Shine was pre-ordered. The tracks included on this disc are recordings of a live performance from August 10, 2005 at the Charter One Pavilion in Chicago, Illinois.
- Drifting (Anastasio, Lawton, Markellis) - 6:34
- Burlap Sacks and Pumps (Anastasio) - 8:36
- Spin (Anastasio) - 6:02
- Mr. Completely (Anastasio) - 8:30
- Goodbye Head (Anastasio, Herman, Marshall) - 14:12
- First Tube (Anastasio, Lawton, Markellis) - 6:10
- Trey Anastasio – guitar, vocals
- Christina Durfee – vocals
- Les Hall – keyboards, guitar
- Tony Hall – bass
- Jennifer Hartswick – vocals
- Ray Paczkowski – keys
- Skeeto Valdez – drums