| Tournament details | |
|---|---|
| Country | Singapore | 
| Dates | May 2008 - November 2008 | 
| Teams | 16 | 
| Final positions | |
| Champions | SAFFC | 
| Runner-up | Woodlands Wellington | 
| Tournament statistics | |
| Top goal scorer(s) |  Indra Sahdan Daud (4 goals)  Aleksandar Đurić (4 goals) | 
The 2008 edition of the Singapore Cup soccer competition was officially known as the RHB Singapore Cup (due to sponsorship from RHB Bank). It was the 11th staging of the annual Singapore Cup tournament.
The competition began on 6 May 2008, with 12 S.League clubs and 4 invited foreign teams from Thailand (2 teams), Cambodia (1) and Brunei (1). The cup was a single-elimination tournament, with all sixteen teams playing from the first round. The first round involved one-off matches. Subsequent rounds involved ties of two legs.
The final (single-leg) was played on 28 November 2008, and SAFFC beat Woodlands Wellington 2–1, with the deciding goal scored by Kenji Arai in the first period of extra-time.
Teams
Knockout stage
Bracket
| First knockout round | Quarter-finals | Semi-finals | Final | ||||||||||||||||
|  Super Reds (AET) | 2 | ||||||||||||||||||
| Geylang United | 1 | ||||||||||||||||||
|  Super Reds | 1 | 0 | 1 | ||||||||||||||||
| SAFFC | 1 | 3 | 4 | ||||||||||||||||
| SAFFC | 2 | ||||||||||||||||||
| Balestier Khalsa | 0 | ||||||||||||||||||
| SAFFC | 2 | 2 | 4 | ||||||||||||||||
| Tampines Rovers | 0 | 0 | 0 | ||||||||||||||||
|  Dalian Shide | 1 | ||||||||||||||||||
| Home United | 5 | ||||||||||||||||||
| Home United | 1 | 0 | 1 | ||||||||||||||||
| Tampines Rovers | 0 | 2 | 2 | ||||||||||||||||
| Sengkang Punggol | 1(3) | ||||||||||||||||||
| Tampines Rovers (P) | 1(4) | ||||||||||||||||||
| SAFFC (AET) | 2 | ||||||||||||||||||
| Woodlands Wellington | 1 | ||||||||||||||||||
| Gombak United | 0 | ||||||||||||||||||
|  Tobacco Monopoly | 1 | ||||||||||||||||||
|  Tobacco Monopoly | 0 | 1 | 1 (2) | ||||||||||||||||
| Woodlands Wellington | 0 | 1 | 1 (4) | ||||||||||||||||
| Woodlands Wellington | 1 | ||||||||||||||||||
|  DPMM FC | 0 | ||||||||||||||||||
| Woodlands Wellington | 1 | 3 | 4 | ||||||||||||||||
|  Young Lions FC | 2 | 1 | 3 | ||||||||||||||||
|  Albirex Niigata (S) | 1 | ||||||||||||||||||
|  Bangkok University | 4 | ||||||||||||||||||
|  Bangkok University | 0 | 0 | 0 | ||||||||||||||||
|  Young Lions FC | 1 | 0 | 1 | ||||||||||||||||
|  Young Lions FC | 2 | ||||||||||||||||||
|  Phnom Penh Empire | 0 | ||||||||||||||||||
First knockout round
The draw for the first knockout round was held on Friday, 5 April 2008 in Singapore. The first round matches started on 6 May.
|  Young Lions FC | 2 – 0 |  Phnom Penh Empire | 
|---|---|---|
| Isa Halim  35', Yan Minghao  45' | Report | 
|  Dalian Shide | 1 – 5 | Home United | 
|---|---|---|
| Bi Jinhao  15' | Report | Indra Sahdan  32', (Pen.)  35',  37',  60', Kengne Ludovick  62' | 
| SAFFC | 2 – 0 | Balestier Khalsa | 
|---|---|---|
| Norikazu Murakami  40' Mustaqim Manzur  90' | Report | 
| Gombak United | 0 – 1 |  Tobacco Monopoly | 
|---|---|---|
| Report | Saksit Vutthipadadorn  81' | 
|  Albirex Niigata (S) | 1 – 4 |  Bangkok University | 
|---|---|---|
| Akira Takase  75' | Report | Suriya Domtaisong  24',  54' Nopphon Phon-Udom  27' Suppasek Kaikaew  39' | 
|  Super Reds | 2 – 1 (AET) | Geylang United | 
|---|---|---|
| Choi Young Min  89',  101' | Report | Rastislav Belicak  90' | 
| Sengkang Punggol | 1 – 1 | Tampines Rovers | 
|---|---|---|
| Zdravko Simic  88' | Report | Sutee Suksomkit  25' | 
| Penalties | ||
| Ali Imran Lomri   Ivan Cesar Asenjo   Zdravko Simic   Hiroyuki Yamamoto   Winston Yap   Firdaus Salleh  | 3 – 4 |  Sutee Suksomkit  Fahrudin Mustafic  Zulkarnaen Zainal  Shariff Abdul Samat  Ridhuan Muhammad  Fathi Yunus | 
Quarter-finals
First Legs
|  Tobacco Monopoly | 1 – 1 | Woodlands Wellington | 
|---|---|---|
| Jetsada Jitsawad  74' | Report | L Dronca (Pen)  61' | 
|  Super Reds | 1 – 1 | SAFFC | 
|---|---|---|
| Seo Su Jong  74' | Report | Kenji Arai  57' | 
|  Bangkok University | 0 – 1 |  Young Lions FC | 
|---|---|---|
| Report | D Hammond  90' | 
Second Legs
| Woodlands Wellington | 0 – 0 (A.E.T) |  Tobacco Monopoly | 
|---|---|---|
| Report | ||
| Penalties | ||
| Jerry Bartholomeusz   Zahid Ahmad   Akihiro Nakamura   Fadzuhasny Juraimi   Lucian Dronca  | 4 – 2 |  Worawut Wangsawat  Khwanchai Fuangprakob  Somchai Hanaeng  Pradit Taweechai | 
- Woodlands Wellington progressed after winning 4 – 2 on penalties
- Young Lions progressed after winning 1 – 0 on aggregate
| Home United | 0 – 2 | Tampines Rovers | 
|---|---|---|
| Report | Qiu Li  40' Fahrudin Mustafic  45' | 
- Tampines Rovers progressed after winning 2 – 1 on aggregate
| SAFFC | 3 – 0 |  Super Reds | 
|---|---|---|
| Aleksandar Duric  5',  86' Joo Ki Hwan (o.g)  57' | Report | 
- SAFFC progressed after winning 4 – 1 on aggregate
Semifinals
First Legs
| Woodlands Wellington FC | 1 – 2 |  Young Lions FC | 
|---|---|---|
| Lucian Dronca  11' | Report | Obadin Aikhena  33' Fadhil Noh  57' | 
Second Legs
|  Young Lions FC | 1 – 3 | Woodlands Wellington | 
|---|---|---|
| Irwan Shah  40' | Report | A Laakkad  8', (Pen.)  86' Ismail Yunos (o.g.)  18' | 
- Woodlands Wellington progressed after winning 4 – 3 on aggregate
| Tampines Rovers | 0 – 2 | SAFFC | 
|---|---|---|
| Report | Aleksandar Duric  66',  85' | 
- SAFFC progressed after winning 4-0 on aggregate
3rd-place Playoff
|  Young Lions FC | 3 – 3 | Tampines Rovers | 
|---|---|---|
| Goh Swee Swee  41' Fadhil Noh  60' Daniel Hammond (Pen.)  71' | Report | Khairul Amri  40' Fahrudin Mustafic (Pen.)  67' Sutee Suksomkit  85' | 
| Penalties | ||
| Daniel Hammond   Goh Swee Swee   Hafiz Abu Sujad   Afiq Yunos   Ashley Ow  | 2 – 3 |  Sutee Suksomkit  Fahrudin Mustafic  Santi Chaiyaphuak  Zulkarnaen Zainal | 
Final
| SAFFC | 2 – 1 (A.E.T) | Woodlands Wellington | 
|---|---|---|
| Shaiful Esah  45' Kenji Arai  102' | Report | Fadzuhasny Juraimi  79' | 
Top scorers
| Rank | Player | Club | Goals | 
|---|---|---|---|
| 1 |  Indra Sahdan Daud | Home United | 4 | 
| = |  Aleksandar Đurić | SAFFC | 4 |