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
|
| PEA | 1 – 4 (a.e.t.) | Singapore Armed Forces |
|---|---|---|
Apipu  6' |
Report | Arai 29' Chaiman 97' (pen) 116'Manzur 101' |
Attendance: 2,500
Referee: Kim Dong-Jin (Korea Rep.)
| 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' |
Attendance: 2,462
Referee: Subkhiddin Mohd Salleh (Malaysia)
| Sharjah | 3 – 0 | Dempo |
|---|---|---|
| Anderson 11' Jean 34'Hatab 55' |
Report |
Attendance: 720
Referee: Masoud Moradi (Iran)
|
| |
|---|---|
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