The2009 AFC Champions League qualifying play-off took place between 18 and 25 February 2009.[1] The winners of the play-off round advanced to thegroup stage of the2009 AFC Champions League, while the losers in each round entered the2009 AFC Cup group stage.
| Team 1 | Score | Team 2 |
|---|---|---|
| East Zone | ||
PEA | 1–4 (aet) |  Singapore Armed Forces |
| Team 1 | Score | Team 2 |
|---|---|---|
| East Zone | ||
| Singapore Armed Forces | 2–1 (aet) |  PSMS Medan |
| West Zone | ||
Sharjah | 3–0 |  Dempo |
| Singapore Armed Forces | 2 – 1 (a.e.t.) | PSMS Medan |
|---|---|---|
Chaiman 36'Latiff 99' | Report | Costas 51' |