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| Last 10 games | more | |||
| 28.11.2008 | D2 Jupiler League | RBC Roosendal | Helmond Sport | 1-1 |
| 21.11.2008 | D2 Jupiler League | Helmond Sport | VVV Venlo | 3-2 |
| 14.11.2008 | D2 Jupiler League | Den Bosch | Helmond Sport | 1-1 |
| 07.11.2008 | D2 Jupiler League | Zwolle | Helmond Sport | 0-1 |
| 31.10.2008 | D2 Jupiler League | Helmond Sport | Excelsior | 1-1 |
| 24.10.2008 | D2 Jupiler League | Helmond Sport | Haarlem | 1-1 |
| 17.10.2008 | D2 Jupiler League | Veendam | Helmond Sport | 1-1 |
| 10.10.2008 | D2 Jupiler League | Helmond Sport | TOP Oss | 3-0 |
| 03.10.2008 | D2 Jupiler League | Helmond Sport | Fortuna Sittard | 2-2 |
| 27.09.2008 | D2 Jupiler League | Stormvogels Telstar | Helmond Sport | 2-3 |
| Next 10 games | more | |||
| 05.12.2008 | D2 Jupiler League | Helmond Sport | RKC Waalwijk |  |
| 12.12.2008 | D2 Jupiler League | AGOVV | Helmond Sport | |
| 19.12.2008 | D2 Jupiler League | Helmond Sport | Stormvogels Telstar | |
| 16.01.2009 | D2 Jupiler League | Fortuna Sittard | Helmond Sport | |
| 23.01.2009 | D2 Jupiler League | Helmond Sport | Veendam | |
| 30.01.2009 | D2 Jupiler League | Helmond Sport | MVV Maastricht | |
| 06.02.2009 | D2 Jupiler League | Eindhoven | Helmond Sport | |
| 13.02.2009 | D2 Jupiler League | Helmond Sport | Emmen | |
| 20.02.2009 | D2 Jupiler League | Dordrecht | Helmond Sport | |
| 27.02.2009 | D2 Jupiler League | Helmond Sport | Go Ahead Eagles | |