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The 2009 Singapore League Cup kicked off on 1 June.
 DPMM winning the Singapore League Cup | |
| Tournament details | |
|---|---|
| Country | Singapore |
| Teams | 12 |
| Final positions | |
| Champions | Brunei DPMM |
| Runner-up | SAFFC |
| Third place | Home United |
For this season, the 12 teams will be divided into four groups of three in the preliminary round which will be played on a round-robin basis. The top two teams from each group qualify for the next round which will be played on a knockout (single elimination) basis.
The 2009 League Cup Final took place on 19 June (Friday) at the Jalan Besar Stadium.
The draw for the group stage was held on May 14, 2009. The 12 S-League teams are drawn into 4 groups of 3
Winners and runners up of each group will qualify for the quarter-finals.
Group A
| Team | Pld | W | D | L | GF | GA | GD | Pts |
|---|---|---|---|---|---|---|---|---|
 DPMM FC |
2 | 2 | 0 | 0 | 4 | 0 | +4 | 6 |
| SAFFC | 2 | 1 | 0 | 1 | 2 | 3 | −1 | 3 |
 Albirex Niigata (S) |
2 | 0 | 0 | 2 | 0 | 3 | −3 | 0 |
| SAFFC | 0 – 3 | DPMM FC |
|---|---|---|
| Preview[usurped] Details Report[usurped] |
Ivan Jerkovic  27' Shahrazen Said 43' Hamid Berguiga 75' |
Group B
| Team | Pld | W | D | L | GF | GA | GD | Pts |
|---|---|---|---|---|---|---|---|---|
| Tampines Rovers | 2 | 1 | 0 | 1 | 3 | 1 | +2 | 3 |
| Geylang United | 2 | 1 | 0 | 1 | 3 | 3 | 0 | 3 |
 Young Lions |
2 | 1 | 0 | 1 | 1 | 3 | −2 | 3 |
| Tampines Rovers | 3 – 0 | Geylang United |
|---|---|---|
| Ridhuan Muhamad 19' Noh Alam Shah 61' Sutee Suksomkit 65' |
Preview[usurped] Details Report[usurped] |
| Young Lions | 1 – 0 | Tampines Rovers |
|---|---|---|
| Erwan Gunawan 2' |
Preview[usurped] Details[usurped] Report[usurped] |
Group C
| Team | Pld | W | D | L | GF | GA | GD | Pts |
|---|---|---|---|---|---|---|---|---|
 Super Reds |
2 | 1 | 1 | 0 | 2 | 1 | +1 | 4 |
| Gombak United | 2 | 1 | 0 | 1 | 1 | 1 | 0 | 3 |
| Balestier Khalsa | 2 | 0 | 1 | 1 | 1 | 2 | −1 | 1 |
| Super Reds | 1 – 0 | Gombak United |
|---|---|---|
| Choi Dong Soo 71' |
Preview[usurped] Details[usurped] Report[usurped] |
| Balestier Khalsa | 1 – 1 | Super Reds |
|---|---|---|
| Bryan Soane 78' |
Preview[usurped] Details[usurped] Report[usurped] |
Park Kang Jin 50' |
Group D
| Team | Pld | W | D | L | GF | GA | GD | Pts |
|---|---|---|---|---|---|---|---|---|
| Home United | 2 | 2 | 0 | 0 | 5 | 2 | +3 | 6 |
| Woodlands Wellington | 2 | 0 | 1 | 1 | 3 | 4 | −1 | 1 |
| Sengkang Punggol | 2 | 0 | 1 | 1 | 3 | 5 | −2 | 1 |
| Woodlands Wellington | 1 – 2 | Home United |
|---|---|---|
| Jamil Ali 66' |
Preview[usurped] Details Report[usurped] |
Norikazu Murakami 23' 54' |
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Bracket
| Quarter-Finals | Semi-Finals | Final | ||||||||||||
| A1 | DPMM FC
| 5 | ||||||||||||
| B2 | Geylang United | 3 | ||||||||||||
| A1 | DPMM FC
| 2 | ||||||||||||
| D2 | Woodlands Wellington | 1 | ||||||||||||
| C1 | Super Reds
| 0 (3) | ||||||||||||
| D2 | Woodlands Wellington (pen.) | 0 (4) | ||||||||||||
| A1 | DPMM FC (pen.)
| 1 (4) | ||||||||||||
| A2 | SAFFC | 1 (3) | ||||||||||||
| D1 | Home United | 3 | ||||||||||||
| C2 | Gombak United | 2 | ||||||||||||
| D1 | Home United | 0 | Third place | |||||||||||
| A2 | SAFFC | 2 | ||||||||||||
| B1 | Tampines Rovers | 1 (3) | D2 | Woodlands Wellington | 2 (1) | |||||||||
| A2 | SAFFC (pen.) | 1 (4) | D1 | Home United (pen.) | 2 (4) | |||||||||
Quarter-finals
| Super Reds | 0 – 0 (a.e.t.) | Woodlands Wellington |
|---|---|---|
Jeon Bong Seong  118' |
Preview[usurped] Details[usurped] Report[usurped] |
Zakaria Yousif  87'  90' |
| Penalties | ||
Yu Hyun-Koo  Kim Tae-Young Choi Dong Soo  Park Kang Jin Kim Yoon-Sik |
3 – 4 | Daniel Hammond Luis Eduardo Hicks Kamal Nasir Asraf Rashid Precious Emuejeraye |
| DPMM FC | 5 – 3 | Geylang United |
|---|---|---|
| Hamid Berguiga 35' Rene Komar 37' Ivan Jerkovic 58' 66' (pen) Rosmin Kamis 90' (pen) |
Preview[usurped] Details[usurped] Report[usurped] |
Hafiz Rahim 9' Baihakki Khaizan 52' (pen) Yasir Hanapi 59' |
Semi-finals
| DPMM FC | 2 – 1 | Woodlands Wellington |
|---|---|---|
| Ivan Jerkovic 26' Hamid Berguiga 55' 87' 87' |
Preview[usurped] Details Report[usurped] |
Mojtaba Tehranizadeh 72' |
Third-Place Playoff
| Woodlands Wellington | 2 – 2 (A.E.T) | Home United |
|---|---|---|
| Zakaria Yousif 53' Precious Emuejeraye 85' (pen) |
Preview[usurped] Details[usurped] Report[usurped] |
Sufian Anuar 34' 72' |
| Penalties | ||
| Syaiful Iskandar Asraf Rashid Mojtaba Tehranizadeh |
1 – 4 | Peres De Oliveira Rosman Sulaiman Shi Jiayi Azhar Sairudin |
Final
       DPMM FC
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  SAFFC
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Man of the Match:
MATCH OFFICIALS
|
MATCH RULES
|
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