Eleven ex-Leafs made appearances in the 2009 Stanley Cups, including six who were on the team last season (2007-08). Sundin, Wellwood, and Gill were the only ones who played on a team that advanced at least one round.
Below is a table of all ex-Leafs who played in the 2009 playoffs, including former draft picks who never actually played with the Toronto Maple Leafs (Brad Boyes and Shawn Thornton, the latter who seems to like to shoot the puck).
| Player | Team | GP | G | A | Pts |
| Mats Sundin | VAN | 8 | 5 | 3 | 8 |
| Kyle Wellwood | VAN | 10 | 1 | 5 | 6 |
| Brad Boyes | STL | 4 | 2 | 1 | 3 |
| Nik Antropov | NYR | 7 | 2 | 1 | 3 |
| Hal Gill | PIT | 24 | 0 | 2 | 2 |
| Fredrik Modin | CLB | 4 | 1 | 0 | 1 |
| Alexander Steen | STL | 4 | 0 | 1 | 1 |
| Shawn Thornton | BOS | 10 | 1 | 0 | 1 |
| Mathieu Schnieder | MTR | 2 | 0 | 0 | 0 |
| Michael Peca | CLB | 4 | 0 | 0 | 0 |
| Carlo Colaiacovo | STL | 4 | 0 | 0 | 0 |
