Preliminary round
| Team 1 | Score | Team 2 |
|---|---|---|
| East Zone | ||
PEA  | 1–4 (aet) |  Singapore Armed Forces |
The 2009 AFC Champions League qualifying play-off took place between 18 and 25 February 2009. [1] The winners in the play-off round advanced to the group Stage of the 2009 AFC Champions League, while the losers in each round entered the 2009 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' |
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