This page is part of a chronological series featuring videos of songs played in the Peelenium.
The 1999 Peelenium was broadcast on 19 January 2000.
| 1900s | 1910s | 1920s | 1930s | 1940s | 1950s | 1960s | 1970s | 1980s |
| 1990 | 1991 | 1992 | 1993 | 1994 | 1995 | 1996 | 1997 | 1998 | 1999 |
| 2000 |
 Princes and Princesses by Cay-0 1. Cay, "Princes And Princesses" |
 John Peel's Yo La Tengo - It Takes A Lot To Laugh, It Takes A Train To Cry 2. Yo La Tengo, "It Takes A Lot To Laugh, It Takes A Train To Cry" |
 Monkey Steals the Drum - Injured Birds 3. Monkey Steals The Drum, "Injured Birds" |
 Princess Kaiulani - Alamoana Fade Away 4. Princess Kaiulani, "Alamoana Fade Away" |
John Peel's Brian and Tony Gold - Not Perfect (Original Version)
5. Brian & Tony Gold, "Not Perfect"
