Ipswich Town F.C. Player of the Year Winners Winners

| Season | Level_ | Name_ | Position_ | Nationality | International_caps_ |
|---|---|---|---|---|---|
| 1987 | 2 | Romeo Zondervan | Midfielder | Netherlands | 6 |
| 1988 | 2 | Frank Yallop | Defender | Canada | 52 |
| 1989 | 2 | John Wark* | Midfielder | Scotland | 29 |
| 1990 | 2 | John Wark* | Midfielder | Scotland | 29 |
| 1991 | 2 | David Linighan | Defender | England | — |
| 1992 | 2 | John Wark* | Midfielder | Scotland | 29 |
| 1993 | 1 | Mick Stockwell | Midfielder | England | — |
| 1994 | 1 | John Wark* | Midfielder | Scotland | 29 |
| 1995 | 1 | Craig Forrest | Goalkeeper | Canada | 56 |
| 1996 | 2 | Simon Milton | Midfielder | England | — |
| 1997 | 2 | Mauricio Taricco | Defender | Argentina | — |
| 1998 | 2 | Matt Holland | Midfielder | Ireland | 49 |
| 1999 | 2 | Jamie Clapham | Defender | England | — |
| 2000 | 2 | James Scowcroft | Striker | England | — |
| 2001 | 1 | Marcus Stewart | Striker | England | — |